MiMeDB: Showing metabocard for Dihydrocurcumin (MMDBc0032833)

Microbial

Plant

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:33:05 UTC

Update Date

2025-11-05 17:13:05 UTC

Metabolite ID

MMDBc0032833

Metabolite Identification

Common Name

Dihydrocurcumin

Description

Dihydrocurcumin is a flavonoid, specifically a reductive metabolite of curcumin, which is derived from the rhizome of Curcuma longa. Its chemical structure features a diketone moiety that is reduced at one of the carbonyl groups, resulting in a more saturated compound compared to curcumin. Dihydrocurcumin is primarily produced in the colon through the action of intestinal microbiota, which metabolizes curcumin into several derivatives, including tetrahydrocurcumin (PMID:40362738 ). The enzyme responsible for this conversion, identified as NADPH-dependent curcumin/dihydrocurcumin reductase (CurA), was isolated from Escherichia coli found in human feces (PMID:39122010 ). This compound has been shown to exhibit antioxidant and anti-inflammatory properties, with studies indicating its inhibitory potency against human and rat 17β-HSD1 (PMID:38785078 ). Additionally, molecular docking studies have demonstrated its superior binding affinity to MAPK2 compared to other compounds (PMID:38758988 ). Despite its potential, dihydrocurcumin's bioavailability is limited, and challenges in synthesis hinder its accessibility (PMID:37664191 ). Overall, dihydrocurcumin is an important compound in the context of curcumin metabolism and its biological effects.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061305592D          

 27 28  0  0  0  0            999 V2000
   -2.6539    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6539    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9274    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143    2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 15  2  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 27  1  0  0  0  0
 21 25  1  0  0  0  0
M  END

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END


  Mrv0541 05061305592D          

 27 28  0  0  0  0            999 V2000
   -2.6539    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2243    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6348    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3495    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0847    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6539    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    1.0749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    1.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7832    2.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    2.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9199    3.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9274    2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2113    1.0749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143    2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 10  2  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 23  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 15  2  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 26  1  0  0  0  0
 18 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 27  1  0  0  0  0
 21 25  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032833

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+

> <INCHI_KEY>
MUYJSOCNDLUHPJ-XVNBXDOJSA-N

> <FORMULA>
C21H22O6

> <MOLECULAR_WEIGHT>
370.3958

> <EXACT_MASS>
370.141638436

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
38.9465153497713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
4.044001061333332

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.725956005688117

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.166734246895443

> <JCHEM_PKA_STRONGEST_BASIC>
-4.454842321707617

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
102.7173

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.954   4.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.619   5.089   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.285   4.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.951   5.089   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.383   4.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.717   5.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.052   4.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.386   5.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.720   4.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.291   5.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.625   4.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.625   2.778   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.291   2.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.954   2.778   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.720   2.778   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.062   2.006   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.394   2.778   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.394   4.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.062   5.089   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -8.959   5.089   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.728   5.089   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.951   6.631   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.717   6.631   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.959   2.006   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.064   4.320   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.728   2.006   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -10.293   4.315   0.000  0.00  0.00           C+0
CONECT    1    2   10   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   15   19                                                  
CONECT   10    1   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14    1   13                                                       
CONECT   15    9   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   26                                                  
CONECT   18   17   19   21                                                  
CONECT   19    9   18                                                       
CONECT   20   11   27                                                       
CONECT   21   18   25                                                       
CONECT   22    4                                                            
CONECT   23    6                                                            
CONECT   24   12                                                            
CONECT   25   21                                                            
CONECT   26   17                                                            
CONECT   27   20                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

COMPND    HMDB0031552
HETATM    1  C1  UNL     1       7.709   2.277   0.585  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.967   0.949   0.996  1.00  0.00           O  
HETATM    3  C2  UNL     1       6.882   0.066   1.018  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.620   0.446   0.662  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.578  -0.427   0.690  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.195  -0.069   0.316  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.822   1.123  -0.082  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.420   1.416  -0.442  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.125   2.578  -0.816  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.367   0.399  -0.377  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.940   0.966  -0.792  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.988   2.135  -1.119  1.00  0.00           O  
HETATM   13  C10 UNL     1      -2.190   0.168  -0.826  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.326   1.017  -1.283  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.608   0.310  -1.348  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.076  -0.356  -2.453  1.00  0.00           C  
HETATM   17  C14 UNL     1      -6.294  -0.996  -2.430  1.00  0.00           C  
HETATM   18  C15 UNL     1      -7.085  -0.991  -1.302  1.00  0.00           C  
HETATM   19  O4  UNL     1      -8.332  -1.647  -1.278  1.00  0.00           O  
HETATM   20  C16 UNL     1      -6.637  -0.328  -0.175  1.00  0.00           C  
HETATM   21  O5  UNL     1      -7.447  -0.333   0.953  1.00  0.00           O  
HETATM   22  C17 UNL     1      -7.105   0.302   2.153  1.00  0.00           C  
HETATM   23  C18 UNL     1      -5.417   0.303  -0.227  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.842  -1.741   1.099  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.103  -2.152   1.463  1.00  0.00           C  
HETATM   26  C21 UNL     1       7.124  -1.225   1.416  1.00  0.00           C  
HETATM   27  O6  UNL     1       8.409  -1.648   1.788  1.00  0.00           O  
HETATM   28  H1  UNL     1       7.350   2.316  -0.475  1.00  0.00           H  
HETATM   29  H2  UNL     1       8.635   2.882   0.716  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.872   2.658   1.206  1.00  0.00           H  
HETATM   31  H4  UNL     1       5.439   1.470   0.349  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.405  -0.821   0.362  1.00  0.00           H  
HETATM   33  H6  UNL     1       3.556   1.908  -0.147  1.00  0.00           H  
HETATM   34  H7  UNL     1       0.606  -0.428  -1.079  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.333   0.025   0.686  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.425  -0.278   0.165  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.001  -0.692  -1.505  1.00  0.00           H  
HETATM   38  H11 UNL     1      -3.427   1.863  -0.555  1.00  0.00           H  
HETATM   39  H12 UNL     1      -3.128   1.471  -2.268  1.00  0.00           H  
HETATM   40  H13 UNL     1      -4.448  -0.354  -3.334  1.00  0.00           H  
HETATM   41  H14 UNL     1      -6.661  -1.526  -3.315  1.00  0.00           H  
HETATM   42  H15 UNL     1      -8.612  -2.115  -2.123  1.00  0.00           H  
HETATM   43  H16 UNL     1      -7.281   1.394   2.072  1.00  0.00           H  
HETATM   44  H17 UNL     1      -6.025   0.187   2.414  1.00  0.00           H  
HETATM   45  H18 UNL     1      -7.666  -0.142   3.000  1.00  0.00           H  
HETATM   46  H19 UNL     1      -5.067   0.829   0.674  1.00  0.00           H  
HETATM   47  H20 UNL     1       3.994  -2.433   1.116  1.00  0.00           H  
HETATM   48  H21 UNL     1       6.265  -3.189   1.776  1.00  0.00           H  
HETATM   49  H22 UNL     1       8.569  -2.590   2.075  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   31
CONECT    5    6   24   24
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9    9   10
CONECT   10   11   34   35
CONECT   11   12   12   13
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16   16   23
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42
CONECT   20   21   23   23
CONECT   21   22
CONECT   22   43   44   45
CONECT   23   46
CONECT   24   25   47
CONECT   25   26   26   48
CONECT   26   27
CONECT   27   49
END

HMDB0031552
     RDKit          3D
Dihydrocurcumin
 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7093    2.2768    0.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9668    0.9494    0.9962 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    0.0660    1.0181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6201    0.4459    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5782   -0.4274    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1946   -0.0690    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220    1.1230   -0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4159   -0.4417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255    2.5784   -0.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3669    0.3986   -0.3770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9404    0.9661   -0.7924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    2.1349   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1898    0.1678   -0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263    1.0171   -1.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6080    0.3100   -1.3482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -0.3560   -2.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2940   -0.9961   -2.4301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0848   -0.9915   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3318   -1.6466   -1.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6373   -0.3279   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4466   -0.3330    0.9532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1054    0.3016    2.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4167    0.3026   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -1.7407    1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1026   -2.1519    1.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1244   -1.2249    1.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4086   -1.6479    1.7880 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3498    2.3160   -0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6351    2.8816    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722    2.6583    1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392    1.4703    0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4052   -0.8214    0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564    1.9082   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6057   -0.4283   -1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    0.0247    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251   -0.2777    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0005   -0.6919   -1.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4268    1.8633   -0.5550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1277    1.4711   -2.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4481   -0.3544   -3.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6610   -1.5255   -3.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6124   -2.1150   -2.1234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2813    1.3938    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    0.1870    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6664   -0.1419    2.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671    0.8288    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9936   -2.4333    1.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647   -3.1887    1.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5685   -2.5905    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  5 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26  3  1  0
 23 15  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
 10 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 24 47  1  0
 25 48  1  0
 27 49  1  0
M  END

Synonyms

Value	Source
5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-4,6-heptadien-3-one, 9ci	HMDB
Letestuianin b	HMDB, MeSH
(4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one	MeSH

Molecular Formula

C₂₁H₂₂O₆

Average Mass

370.3958

Monoisotopic Mass

370.141638436

IUPAC Name

(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

Traditional Name

(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

InChI Identifier

InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+

InChI Key

MUYJSOCNDLUHPJ-XVNBXDOJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Curcuminoids

Alternative Parents

Substituents

Curcumin
Gingerdione
Hydroxycinnamic acid or derivatives
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1,3-diketone
Phenol
Monocyclic benzene moiety
Benzenoid
1,3-dicarbonyl compound
Acryloyl-group
Alpha,beta-unsaturated ketone
Enone
Ketone
Ether
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

enone (CHEBI:67262 )
polyphenol (CHEBI:67262 )
beta-diketone (CHEBI:67262 )
diarylheptanoid (CHEBI:67262 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0053 g/L	ALOGPS
logP	3.5	ALOGPS
logP	4.04	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.17	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.72 m³·mol⁻¹	ChemAxon
Polarizability	38.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00tb-0931000000-0aef32f9ba1b838b6b8e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0fdk-2090310000-a0936717c59264d87b24	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0219000000-06c7320ae4e189b56209	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0923000000-43bf1b1d0b95016c2bbc	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004s-2911000000-88a84f0715dc689ca494	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0109000000-9bc993d3ed96a784068a	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0729000000-a5d214e2be9886f4d147	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-005m-1914000000-5497d1b9173730d18438	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0319000000-ef529cda99b8f857010a	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00m0-1934000000-288916b47b086fc61574	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001r-1931000000-83daabac7f9c9e011594	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0209000000-3d54c7f6d8d31322eb7e	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-0945000000-fc4c460aaf95131a8e59	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004r-1933000000-d2b1f6d127a8454affdb	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	128.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	25.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	475.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	415.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	612.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	208.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2313.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	105.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	269.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	388.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	215.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	161.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	179.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	8.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	274.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	142.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	400.5
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1201.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1238.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Dihydrocurcumin_TMS_1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	standard non polar	2025-10-24	1483.83
Gas Chromatography	Dihydrocurcumin_TMS_2	COC1=CC(CCC(=O)CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	standard non polar	2025-10-24	1743.17
Gas Chromatography	Dihydrocurcumin_TMS_3	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1212.39
Gas Chromatography	Dihydrocurcumin_TMS_4	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1741.64
Gas Chromatography	Dihydrocurcumin_TMS_5	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1571.47
Gas Chromatography	Dihydrocurcumin_TMS_6	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C	standard non polar	2025-10-24	2059.07
Gas Chromatography	Dihydrocurcumin_TMS_7	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1494.58
Gas Chromatography	Dihydrocurcumin_TMS_8	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2709.72
Gas Chromatography	Dihydrocurcumin_TMS_9	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2259.17
Gas Chromatography	Dihydrocurcumin_TMS_10	COC1=CC(CCC(=CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2393.8
Gas Chromatography	Dihydrocurcumin_TMS_11	COC1=CC(CC=C(CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2213.92
Gas Chromatography	Dihydrocurcumin_TMS_12	COC1=CC(CCC(=O)C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2821.01
Gas Chromatography	Dihydrocurcumin_TMS_13	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1576.07
Gas Chromatography	Dihydrocurcumin_TMS_14	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard non polar	2025-10-24	1510.39
Gas Chromatography	Dihydrocurcumin_TMS_15	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard non polar	2025-10-24	1759.14
Gas Chromatography	Dihydrocurcumin_TMS_16	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard non polar	2025-10-24	1884.85
Gas Chromatography	Dihydrocurcumin_TMS_17	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	1949.36
Gas Chromatography	Dihydrocurcumin_TMS_18	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard non polar	2025-10-24	2480.59
Gas Chromatography	Dihydrocurcumin_TMS_19	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard non polar	2025-10-24	1159.52
Gas Chromatography	Dihydrocurcumin_TMS_1	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	standard polar	2025-10-24	1559.33
Gas Chromatography	Dihydrocurcumin_TMS_2	COC1=CC(CCC(=O)CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O	standard polar	2025-10-24	2336.25
Gas Chromatography	Dihydrocurcumin_TMS_3	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1898.39
Gas Chromatography	Dihydrocurcumin_TMS_4	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	2441.56
Gas Chromatography	Dihydrocurcumin_TMS_5	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	2151.82
Gas Chromatography	Dihydrocurcumin_TMS_6	COC1=CC(/C=C/C(=O)CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)=CC=C1O[Si](C)(C)C	standard polar	2025-10-24	2982.2
Gas Chromatography	Dihydrocurcumin_TMS_7	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1662.26
Gas Chromatography	Dihydrocurcumin_TMS_8	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1926.91
Gas Chromatography	Dihydrocurcumin_TMS_9	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1953.03
Gas Chromatography	Dihydrocurcumin_TMS_10	COC1=CC(CCC(=CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1796.55
Gas Chromatography	Dihydrocurcumin_TMS_11	COC1=CC(CC=C(CC(=O)/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	2577.85
Gas Chromatography	Dihydrocurcumin_TMS_12	COC1=CC(CCC(=O)C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	968.476
Gas Chromatography	Dihydrocurcumin_TMS_13	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	2218.84
Gas Chromatography	Dihydrocurcumin_TMS_14	COC1=CC(/C=C/C(=CC(=O)CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard polar	2025-10-24	2542.3
Gas Chromatography	Dihydrocurcumin_TMS_15	COC1=CC(/C=C/C(=O)CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard polar	2025-10-24	2947.36
Gas Chromatography	Dihydrocurcumin_TMS_16	COC1=CC(/C=C/C(=O)C=C(CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard polar	2025-10-24	2316.05
Gas Chromatography	Dihydrocurcumin_TMS_17	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	1780.75
Gas Chromatography	Dihydrocurcumin_TMS_18	COC1=CC(CC=C(C=C(/C=C/C2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O	standard polar	2025-10-24	2753.83
Gas Chromatography	Dihydrocurcumin_TMS_19	COC1=CC(/C=C/C(=CC(=CCC2=CC=C(O[Si](C)(C)C)C(OC)=C2)O[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C	standard polar	2025-10-24	1960.93

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Curcumin Degradation		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Mycobacterium marinum M Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Ochrobactrum anthropi Pseudomonas stutzeri Mycobacterium tuberculosis Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Streptomyces griseus subsp. griseus NBRC 13350 Mycobacterium tuberculosis CDC1551 Bacillus amyloliquefaciens Salmonella enterica Staphylococcus aureus Rhodospirillum rubrum ATCC 11170 Aromatoleum aromaticum EbN1 Saccharopolyspora erythraea NRRL 2338 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Acinetobacter baumannii Bacillus cereus AH187 (F4810/72) Bacillus halodurans C-125 Alkalihalobacillus pseudofirmus OF4 Bacillus timonensis 10403023 Bifidobacterium Bifidum Bifidobacterium adolescentis Bifidobacterium adolescentis ATCC 15703 Bifidobacterium bifidum BGN4 Bifidobacterium bifidum PRL2010 Bifidobacterium longum Bifidobacterium longum DJO10A Bifidobacterium longum NCC2705 Bifidobacterium longum subsp. longum JDM301 Bifidobacterium mongoliense DSM 21395 Brevibacillus brevis NBRC 100599 Clostridium beijerinckii NCIMB 8052 Clostridium sticklandii Coprococcus catus GD/7 Enterococcus faecalis Enterococcus hirae ATCC 9790 Geobacter metallireducens Gordonibacter pamelaeae 7-10-1-b Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Thermus thermophilus Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Methylococcus capsulatus Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Desulfovibrio piger Rhodopseudomonas palustris Staphylococcus epidermidis Deinococcus radiodurans Enterococcus gallinarum Bacillus licheniformis Priestia megaterium Bacillus mycoides Bacillus pumilus Bacillus thuringiensis Lactobacillus plantarum Lactobacillus sakei Lactobacillus coryniformis Lactobacillus salivarius Listeria monocytogenes Actinomyces viscosus Cellulomonas flavigena Corynebacterium glutamicum Mycobacterium avium Desulfobacterium autotrophicum Xylella fastidiosa Roseobacter denitrificans Bifidobacterium pseudocatenulatum Staphylococcus lugdunensis Acidothermus cellulolyticus Staphylococcus saprophyticus Pelobacter propionicus Enterococcus avium Enterococcus casseliflavus Eubacterium ramulus Stenotrophomonas maltophilia Actinosynnema mirum Enterococcus durans Burkholderia vietnamiensis Enterobacter cancerogenus Bacillus clausii Bacillus pseudofirmus Bacillus selenitireducens Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Syntrophobacter fumaroxidans Citrobacter youngae Burkholderia ambifaria Ilyobacter polytropus Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Geobacter bemidjiensis Lactobacillus antri Geobacter lovleyi Actinomyces oris Agrobacterium tumefaciens Bifidobacterium breve Bifidobacterium catenulatum Enterococcus faecium Enterococcus hirae Klebsiella variicola Lactobacillus rhamnosus Rothia dentocariosa Rothia mucilaginosa Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus cereus ATCC 10987 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus licheniformis ATCC 14580 Bacillus amyloliquefaciens FZB42 Bacillus pumilus SAFR-032 Bacillus cereus B4264 Bacillus cereus AH820 Bacillus cereus G9842 Bacillus cereus Q1 Priestia megaterium DSM 319 Bacillus subtilis subsp. spizizenii str. W23 Bacillus amyloliquefaciens DSM 7 Bartonella quintana str. Toulouse Bradyrhizobium japonicum USDA 110 Citrobacter koseri ATCC BAA-895 Clostridium sticklandii DSM 519 Clostridium sp. SY8519 Corynebacterium aurimucosum ATCC 700975 Corynebacterium kroppenstedtii DSM 44385 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Kocuria rhizophila DC2201 Kytococcus sedentarius DSM 20547 Lactobacillus plantarum WCFS1 Lactobacillus salivarius UCC118 Lactobacillus sakei subsp. sakei 23K Lactobacillus casei ATCC 334 Lactobacillus reuteri DSM 20016 Laribacter hongkongensis HLHK9 Mesorhizobium loti MAFF303099 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Micrococcus luteus NCTC 2665 Mycobacterium avium subsp. paratuberculosis K-10 Mycobacterium avium 104 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Propionibacterium freudenreichii subsp. shermanii CIRM-BIA1 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Rothia mucilaginosa DY-18 Rothia dentocariosa ATCC 17931 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Staphylococcus aureus subsp. aureus Mu50 Staphylococcus aureus subsp. aureus COL Staphylococcus aureus subsp. aureus MRSA252 Staphylococcus epidermidis RP62A Staphylococcus epidermidis ATCC 12228 Staphylococcus haemolyticus JCSC1435 Staphylococcus saprophyticus subsp. saprophyticus ATCC 15305 Staphylococcus aureus subsp. aureus NCTC 8325 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Bartonella quintana Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Laribacter hongkongensis Kingella oralis Kingella oralis ATCC 51147 Nitrosospira multiformis Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Aeromonas caviae Aeromonas media Aeromonas veronii Allochromatium vinosum Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Legionella pneumophila Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Leptospira interrogans Actinomyces naeslundii Actinomyces naeslundii str. Howell 279 Actinomyces viscosus C505 Bifidobacterium stercoris JCM 15918 Bifidobacterium catenulatum DSM 16992 = JCM 1194 = LMG 11043 Bifidobacterium longum subsp. infantis CCUG 52486 Bifidobacterium mongoliense Bifidobacterium pseudocatenulatum DSM 20438 = JCM 1200 = LMG 10505 Corynebacterium amycolatum Corynebacterium aurimucosum Corynebacterium durum Corynebacterium durum F0235 Corynebacterium tuberculostearicum Corynebacterium tuberculostearicum SK141 Gordonia terrae C-6 Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Microbacterium oleivorans Kocuria palustris PEL Rothia aeria F0474 Cellulosimicrobium cellulans Streptomyces avermitilis Thermomonospora curvata Bacillus altitudinis Bacillus infantis NRRL B-14911 Bacillus firmus DS1 Listeria grayi Listeria grayi DSM 20601 Listeria monocytogenes 10403S Aneurinibacillus aneurinilyticus Aneurinibacillus aneurinilyticus ATCC 12856 Paenibacillus lactis 154 Exiguobacterium aurantiacum Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Enterococcus dispar ATCC 51266 Lactobacillus paracasei subsp. paracasei 8700:2 Lactobacillus rhamnosus LMS2-1 Lactobacillus hilgardii DSM 20176 = ATCC 8290 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus antri DSM 16041 Lactobacillus reuteri MM4-1A Lactobacillus coryniformis subsp. coryniformis CECT 5711 Lactococcus garvieae Eubacterium ramulus ATCC 29099 Oribacterium sinus F0268 Peptostreptococcus stomatis DSM 17678 Halococcus morrhuae DSM 1307 Halococcus morrhuae Streptomyces coelicolor A3(2) Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Corynebacterium glutamicum ATCC 13032 Shewanella frigidimarina NCIMB 400 Bacillus cytotoxicus NVH 391-98 Bifidobacterium longum subsp. infantis Bifidobacterium longum subsp. longum Streptococcus pasteurianus ATCC 43144 Acidothermus cellulolyticus 11B Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 Alkaliphilus metalliredigens QYMF Alkaliphilus oremlandii OhILAs Amycolatopsis mediterranei U32 Arthrobacter sp. FB24 Arthrobacter aurescens TC1 Arthrobacter chlorophenolicus A6 Bacillus selenitireducens MLS10 Beutenbergia cavernae DSM 12333 Bifidobacterium dentium Bd1 Catenulispora acidiphila DSM 44928 Cellulomonas flavigena DSM 20109 Clavibacter michiganensis subsp. michiganensis NCPPB 382 Conexibacter woesei DSM 14684 Corynebacterium jeikeium K411 Corynebacterium glutamicum R Corynebacterium urealyticum DSM 7109 Deinococcus radiodurans R1 Deinococcus geothermalis DSM 11300 Exiguobacterium sibiricum 255-15 Exiguobacterium sp. AT1b Frankia alni ACN14a Frankia sp. EuI1c Geobacillus kaustophilus HTA426 Geobacillus thermodenitrificans NG80-2 Gordonia bronchialis DSM 43247 Intrasporangium calvum DSM 43043 Jonesia denitrificans DSM 20603 Kineococcus radiotolerans SRS30216 Kribbella flavida DSM 17836 Listeria innocua Clip11262 Listeria welshimeri serovar 6b str. SLCC5334 Macrococcus caseolyticus JCSC5402 Meiothermus ruber DSM 1279 Mycobacterium leprae TN Mycobacterium bovis AF2122/97 Mycobacterium ulcerans Agy99 Mycobacterium vanbaalenii PYR-1 Mycobacterium bovis BCG str. Pasteur 1173P2 Mycobacterium tuberculosis H37Ra Mycobacterium abscessus ATCC 19977 Mycobacterium leprae Br4923 Mycobacterium sp. Spyr1 Mycobacterium sp. JDM601 Mycobacterium canettii CIPT 140010059 Nakamurella multipartita DSM 44233 Nocardia farcinica IFM 10152 Nocardioides sp. JS614 Oceanobacillus iheyensis HTE831 Bacillus tusciae DSM 2912 Thermobaculum terrenum ATCC BAA-798 Pseudonocardia dioxanivorans CB1190 Renibacterium salmoninarum ATCC 33209 Rhodococcus opacus B4 Rhodococcus jostii RHA1 Rhodococcus equi 103S Rubrobacter xylanophilus DSM 9941 Saccharomonospora viridis DSM 43017 Salinispora tropica CNB-440 Sanguibacter keddieii DSM 10542 Stackebrandtia nassauensis DSM 44728 Staphylococcus carnosus subsp. carnosus TM300 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Thermobispora bispora DSM 43833 Thermomonospora curvata DSM 43183 Tsukamurella paurometabola DSM 20162 Xylanimonas cellulosilytica DSM 15894 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus ruber Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus ustus Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brasilianum Penicillium brevicompactum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Penicillium vulpinum Verticillium alfalfae VaMs.102 Trichoderma arundinaceum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma harzianum Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Mycolicibacterium fortuitum subsp. fortuitum DSM 46621 = ATCC 6841 Rhodococcus hoagii ATCC 33707 Acidipropionibacterium acidipropionici ATCC 4875 Cutibacterium granulosum DSM 20700 Klebsiella aerogenes KCTC 2190 Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidobacterium capsulatum ATCC 51196 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Anaeromyxobacter dehalogenans 2CP-C Anaeromyxobacter sp. Fw109-5 Anaeromyxobacter sp. K Anaeromyxobacter dehalogenans 2CP-1 Aquifex aeolicus VF5 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Bartonella bacilliformis KC583 Bartonella tribocorum CIP 105476 Bartonella grahamii as4aup Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Brachyspira murdochii DSM 12563 Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Koribacter versatilis Ellin345 Candidatus Liberibacter asiaticus str. psy62 Candidatus Pelagibacter ubique HTCC1062 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellulophaga algicola DSM 14237 Cellvibrio gilvus ATCC 13127 Chitinophaga pinensis DSM 2588 Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Chloroherpeton thalassium ATCC 35110 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Coxiella burnetii RSA 493 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Deinococcus deserti VCD115 Desulfobacterium autotrophicum HRM2 Desulfomicrobium baculatum DSM 4028 Desulfovibrio vulgaris str. Hildenborough Desulfovibrio vulgaris DP4 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Erythrobacter litoralis HTCC2594 Ferrimonas balearica DSM 9799 Geobacter metallireducens GS-15 Geobacter uraniireducens Rf4 Geobacter lovleyi SZ Geobacter bemidjiensis Bem Geobacter sp. FRC-32 Geobacter sp. M18 Gloeobacter violaceus PCC 7421 Gluconacetobacter diazotrophicus PAl 5 Gramella forsetii KT0803 Granulibacter bethesdensis CGDNIH1 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Halorhodospira halophila SL1 Haloterrigena turkmenica DSM 5511 Herminiimonas arsenicoxydans Herpetosiphon aurantiacus DSM 785 Hydrogenobacter thermophilus TK-6 Hyphomonas neptunium ATCC 15444 Idiomarina loihiensis L2TR Ilyobacter polytropus DSM 2926 Isosphaera pallida ATCC 43644 Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Leadbetterella byssophila DSM 17132 Legionella pneumophila subsp. pneumophila str. Philadelphia 1 Legionella pneumophila str. Lens Legionella longbeachae NSW150 Leifsonia xyli subsp. xyli str. CTCB07 Leptospira borgpetersenii serovar Hardjo-bovis JB197 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Meiothermus silvanus DSM 9946 Methylibium petroleiphilum PM1 Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Methylotenera mobilis JLW8 Microcystis aeruginosa NIES-843 Natrialba magadii ATCC 43099 Nitrobacter winogradskyi Nb-255 Nitrobacter hamburgensis X14 Nitrosospira multiformis ATCC 25196 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Geobacter sulfurreducens PCA Xanthomonas axonopodis pv. citri str. 306 Leptospira interrogans serovar Lai str. 56601 Chromobacterium violaceum ATCC 12472 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Thermus thermophilus HB27 Sorangium cellulosum 'So ce 56' Opitutus terrae PB90-1 Leptospira biflexa serovar Patoc strain 'Patoc 1 (Paris)' Alteromonas macleodii str. 'Deep ecotype' Deferribacter desulfuricans SSM1 Calditerrivibrio nitroreducens DSM 19672 Thermus scotoductus SA-01 Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pelobacter propionicus DSM 2379 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Pirellula staleyi DSM 6068 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Rhodothermus marinus DSM 4252 Roseiflexus sp. RS-1 Roseiflexus castenholzii DSM 13941 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Segniliparus rotundus DSM 44985 Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Sphingopyxis alaskensis RB2256 Synechococcus sp. JA-3-3Ab Synechococcus sp. PCC 7002 Syntrophobacter fumaroxidans MPOB Teredinibacter turnerae T7901 Thermocrinis albus DSM 14484 Thioalkalivibrio sp. K90mix Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Waddlia chondrophila WSU 86-1044 Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Zunongwangia profunda SM-A87 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018877	curcumin	Dihydrocurcumin	NADPH-dependent curcumin reductase	Reduction	PathBank	31602464
MMDBr0018878	Dihydrocurcumin	Tetrahydrocurcumin	NADPH-dependent curcumin reductase	Reduction	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0031552

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008164

KNApSAcK ID

C00044864

Chemspider ID

8604661

KEGG Compound ID

Not Available

BioCyc ID

CPD-13314

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10429233

PDB ID

Not Available

ChEBI ID

67262

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Dihydrocurcumin (MMDBc0032833)

MOL for #<Metabolite:0x00007f9ad896da78>

3D MOL for #<Metabolite:0x00007f9ad896da78>

3D SDF for #<Metabolite:0x00007f9ad896da78>

3D-SDF for #<Metabolite:0x00007f9ad896da78>

PDB for #<Metabolite:0x00007f9ad896da78>

3D PDB for #<Metabolite:0x00007f9ad896da78>

SMILES for #<Metabolite:0x00007f9ad896da78>

INCHI for #<Metabolite:0x00007f9ad896da78>

Structure for #<Metabolite:0x00007f9ad896da78>

3D Structure for #<Metabolite:0x00007f9ad896da78>