MiMeDB: Showing metabocard for 14-Hydroxy-6beta-p-nitrobenzoylcinnamolide (MMDBc0018876)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:01:22 UTC

Update Date

2025-10-07 16:06:54 UTC

Metabolite ID

MMDBc0018876

Metabolite Identification

Common Name

14-Hydroxy-6beta-p-nitrobenzoylcinnamolide

Description

14-Hydroxy-6beta-p-nitrobenzoylcinnamolide is a cinnamolide derivative, which belongs to the class of compounds known as lactones. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its properties and potential biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111012D          

 33 36  0  0  1  0            999 V2000
    1.2075    0.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943    2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -1.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -1.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -1.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    2.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    2.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864   -2.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    1.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.7015    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2982    0.2475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8636    0.9488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0836   -0.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140    1.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390    0.9230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2535    1.6758    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4764   -3.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753    1.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440    0.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418   -4.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010   -3.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745    2.0197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -0.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881    0.9745    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4736    0.2218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 16 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  6  0  0  0
 21  8  1  0  0  0  0
 21 12  1  1  0  0  0
 21 18  1  0  0  0  0
 22  2  1  1  0  0  0
 22  9  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 23  2  0  0  0  0
 28 23  2  0  0  0  0
 29 11  1  0  0  0  0
 29 20  1  0  0  0  0
 17 30  1  1  0  0  0
 30 19  1  0  0  0  0
 16 31  1  6  0  0  0
 17 32  1  6  0  0  0
 18 33  1  6  0  0  0
M  END


  Mrv1652305152111012D          

 33 36  0  0  1  0            999 V2000
    1.2075    0.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9943    2.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -1.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1282   -1.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210   -1.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7382   -2.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6043    1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189    2.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    0.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6108    2.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2729    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936   -1.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864   -2.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5127    1.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.7015    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2982    0.2475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8636    0.9488    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0836   -0.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3140    1.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390    0.9230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2535    1.6758    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4764   -3.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753    1.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6490    0.1960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9440    0.6643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0418   -4.1145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010   -3.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3745    2.0197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9082   -0.4795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6881    0.9745    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4736    0.2218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
  9  3  1  0  0  0  0
 13  4  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  2  0  0  0  0
 14  7  1  0  0  0  0
 15 10  2  0  0  0  0
 16 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 10  1  0  0  0  0
 18 17  1  0  0  0  0
 19 13  1  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  6  0  0  0
 21  8  1  0  0  0  0
 21 12  1  1  0  0  0
 21 18  1  0  0  0  0
 22  2  1  1  0  0  0
 22  9  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 25 19  2  0  0  0  0
 26 20  2  0  0  0  0
 27 23  2  0  0  0  0
 28 23  2  0  0  0  0
 29 11  1  0  0  0  0
 29 20  1  0  0  0  0
 17 30  1  1  0  0  0
 30 19  1  0  0  0  0
 16 31  1  6  0  0  0
 17 32  1  6  0  0  0
 18 33  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018876

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]12COC(=O)C1=C[C@@]([H])(OC(=O)C1=CC=C(C=C1)N(=O)=O)[C@@]1([H])[C@@](C)(CO)CCC[C@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO7/c1-21(12-24)8-3-9-22(2)16-11-29-20(26)15(16)10-17(18(21)22)30-19(25)13-4-6-14(7-5-13)23(27)28/h4-7,10,16-18,24H,3,8-9,11-12H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1

> <INCHI_KEY>
HETGKXPYEMRZHE-PEVTXAFISA-N

> <FORMULA>
C22H25NO7

> <MOLECULAR_WEIGHT>
415.442

> <EXACT_MASS>
415.163102149

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.91999482190863

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,5aR,6S,9aR,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-3-oxo-1H,3H,5H,5aH,6H,7H,8H,9H,9aH,9bH-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.4548613723333332

> <ALOGPS_LOGS>
-4.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.1041036222223

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7532650756399653

> <JCHEM_POLAR_SURFACE_AREA>
118.65

> <JCHEM_REFRACTIVITY>
107.98559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,5aR,6S,9aR,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-3-oxo-1H,5H,5aH,7H,8H,9H,9bH-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       2.254   0.215   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.935   4.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.856   4.389   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.245  -2.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.106  -3.609   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.973  -3.705   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.378  -4.966   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.128   3.032   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.395   4.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.829   0.510   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.740   4.352   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.509   1.151   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.295  -2.300   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.161  -5.014   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.557   1.867   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.746   3.176   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.290   0.462   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.479   1.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.023  -0.943   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.053   2.234   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.939   1.723   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.207   3.128   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -0.889  -6.371   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      -0.701   2.104   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.211   0.366   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       9.229   1.240   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.078  -7.680   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.428  -6.420   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       8.166   3.770   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.562  -0.895   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       5.018   1.819   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.751   0.414   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    8    9                                                       
CONECT    4    6   13                                                       
CONECT    5    7   13                                                       
CONECT    6    4   14                                                       
CONECT    7    5   14                                                       
CONECT    8    3   21                                                       
CONECT    9    3   22                                                       
CONECT   10   15   17                                                       
CONECT   11   16   29                                                       
CONECT   12   21   24                                                       
CONECT   13    4    5   19                                                  
CONECT   14    6    7   23                                                  
CONECT   15   10   16   20                                                  
CONECT   16   11   15   22   31                                             
CONECT   17   10   18   30   32                                             
CONECT   18   17   21   22   33                                             
CONECT   19   13   25   30                                                  
CONECT   20   15   26   29                                                  
CONECT   21    1    8   12   18                                             
CONECT   22    2    9   16   18                                             
CONECT   23   14   27   28                                                  
CONECT   24   12                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   23                                                            
CONECT   28   23                                                            
CONECT   29   11   20                                                       
CONECT   30   17   19                                                       
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₂H₂₅NO₇

Average Mass

415.442

Monoisotopic Mass

415.163102149

IUPAC Name

(5R,5aR,6S,9aR,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-3-oxo-1H,3H,5H,5aH,6H,7H,8H,9H,9aH,9bH-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

Traditional Name

(5R,5aR,6S,9aR,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-3-oxo-1H,5H,5aH,7H,8H,9H,9bH-naphtho[1,2-c]furan-5-yl 4-nitrobenzoate

CAS Registry Number

Not Available

SMILES

[H][C@]12COC(=O)C1=C[C@@]([H])(OC(=O)C1=CC=C(C=C1)N(=O)=O)[C@@]1([H])[C@@](C)(CO)CCC[C@]21C

InChI Identifier

InChI=1S/C22H25NO7/c1-21(12-24)8-3-9-22(2)16-11-29-20(26)15(16)10-17(18(21)22)30-19(25)13-4-6-14(7-5-13)23(27)28/h4-7,10,16-18,24H,3,8-9,11-12H2,1-2H3/t16-,17+,18-,21+,22+/m0/s1

InChI Key

HETGKXPYEMRZHE-PEVTXAFISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Nitrobenzoate
Benzoate ester
Benzoic acid or derivatives
Nitrobenzene
Nitroaromatic compound
Benzoyl
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Organic nitro compound
Lactone
C-nitro compound
Carboxylic acid derivative
Oxacycle
Organic 1,3-dipolar compound
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic oxygen compound
Organic nitrogen compound
Organic salt
Alcohol
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Primary alcohol
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.005 g/L	ALOGPS
logP	3.31	ALOGPS
logP	3.45	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	15.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	107.99 m³·mol⁻¹	ChemAxon
Polarizability	41.92 Å³	ChemAxon
Number of Rings	4	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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	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 (void)	2025-10-23	75.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	29.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	541.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	714.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	584.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	283.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2935.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	81.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	468.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	542.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	263.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	179.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	196.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	83.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	293.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	178.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	500.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1688.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1258.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	14-Hydroxy-6beta-p-nitrobenzoylcinnamolide_TMS_1	C[C@]1(CO[Si](C)(C)C)CCC[C@]2(C)[C@H]3COC(=O)C3=C[C@@H](OC(=O)C3=CC=C([N+](=O)[O-])C=C3)[C@@H]12	standard non polar	2025-10-23	1917.02
Gas Chromatography	14-Hydroxy-6beta-p-nitrobenzoylcinnamolide_TMS_1	C[C@]1(CO[Si](C)(C)C)CCC[C@]2(C)[C@H]3COC(=O)C3=C[C@@H](OC(=O)C3=CC=C([N+](=O)[O-])C=C3)[C@@H]12	standard polar	2025-10-23	2628.0

Biological Properties

Cellular Locations

Not Available

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

Not Available

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

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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10253255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15839564

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 14-Hydroxy-6beta-p-nitrobenzoylcinnamolide (MMDBc0018876)

MOL for #<Metabolite:0x00007f9acc51f388>

3D MOL for #<Metabolite:0x00007f9acc51f388>

3D SDF for #<Metabolite:0x00007f9acc51f388>

3D-SDF for #<Metabolite:0x00007f9acc51f388>

PDB for #<Metabolite:0x00007f9acc51f388>

3D PDB for #<Metabolite:0x00007f9acc51f388>

SMILES for #<Metabolite:0x00007f9acc51f388>

INCHI for #<Metabolite:0x00007f9acc51f388>

Structure for #<Metabolite:0x00007f9acc51f388>

3D Structure for #<Metabolite:0x00007f9acc51f388>