MiMeDB: Showing metabocard for S-Tetrahydrodaidzein (MMDBc0057132)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-10-25 16:47:51 UTC

Update Date

2025-10-07 16:09:51 UTC

Metabolite ID

MMDBc0057132

Metabolite Identification

Common Name

S-Tetrahydrodaidzein

Description

S-Tetrahydrodaidzein is a flavonoid, a class of compounds known for their potential health benefits. There is limited literature available on this metabolite, indicating a need for further research to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310252218472D          

 19 21  0  0  1  0            999 V2000
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  6 12  1  0  0  0  0
  3 13  1  6  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0057132

> <DATABASE_NAME>
MIME

> <SMILES>
OC1[C@H](COC2=C1C=CC(O)=C2)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,15-18H,8H2/t13-,15?/m1/s1

> <INCHI_KEY>
YOSDNAMJVOLJKI-AFYYWNPRSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.273

> <EXACT_MASS>
258.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.22286002881511

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,7-diol

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
2.0024235373333337

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.11093558355929

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.322156502798963

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3011826075856723

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
70.3769

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,7-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-OCT-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-OCT-22         0                                  
HETATM    1  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    6                                                       
CONECT   13    3   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   13                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

Synonyms

Not Available

Molecular Formula

C₁₅H₁₄O₄

Average Mass

258.273

Monoisotopic Mass

258.089208931

IUPAC Name

(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,7-diol

Traditional Name

(3S)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4,7-diol

CAS Registry Number

Not Available

SMILES

OC1[C@H](COC2=C1C=CC(O)=C2)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H14O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-7,13,15-18H,8H2/t13-,15?/m1/s1

InChI Key

YOSDNAMJVOLJKI-AFYYWNPRSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	1.82	ALOGPS
logP	2	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.38 m³·mol⁻¹	ChemAxon
Polarizability	26.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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)	2025-10-24	209.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	27.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	343.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	374.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	468.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	251.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1544.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	129.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	292.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	270.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	257.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	163.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	143.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-24	96.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	372.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	157.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	282.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1139.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	834.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	S-Tetrahydrodaidzein_TMS_1	C[Si](C)(C)OC1C2=CC=C(O)C=C2OC[C@@H]1C1=CC=C(O)C=C1	standard non polar	2025-10-24	2389.84
Gas Chromatography	S-Tetrahydrodaidzein_TMS_2	C[Si](C)(C)OC1=CC=C2C(=C1)OC[C@H](C1=CC=C(O)C=C1)C2O	standard non polar	2025-10-24	2873.82
Gas Chromatography	S-Tetrahydrodaidzein_TMS_3	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2O)C=C1	standard non polar	2025-10-24	2295.17
Gas Chromatography	S-Tetrahydrodaidzein_TMS_4	C[Si](C)(C)OC1=CC=C2C(=C1)OC[C@H](C1=CC=C(O)C=C1)C2O[Si](C)(C)C	standard non polar	2025-10-24	1581.03
Gas Chromatography	S-Tetrahydrodaidzein_TMS_5	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2O[Si](C)(C)C)C=C1	standard non polar	2025-10-24	1958.77
Gas Chromatography	S-Tetrahydrodaidzein_TMS_6	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C)=CC=C3C2O)C=C1	standard non polar	2025-10-24	2003.38
Gas Chromatography	S-Tetrahydrodaidzein_TMS_7	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C)=CC=C3C2O[Si](C)(C)C)C=C1	standard non polar	2025-10-24	2449.02
Gas Chromatography	S-Tetrahydrodaidzein_TMS_1	C[Si](C)(C)OC1C2=CC=C(O)C=C2OC[C@@H]1C1=CC=C(O)C=C1	standard polar	2025-10-24	1485.07
Gas Chromatography	S-Tetrahydrodaidzein_TMS_2	C[Si](C)(C)OC1=CC=C2C(=C1)OC[C@H](C1=CC=C(O)C=C1)C2O	standard polar	2025-10-24	2350.69
Gas Chromatography	S-Tetrahydrodaidzein_TMS_3	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2O)C=C1	standard polar	2025-10-24	1622.12
Gas Chromatography	S-Tetrahydrodaidzein_TMS_4	C[Si](C)(C)OC1=CC=C2C(=C1)OC[C@H](C1=CC=C(O)C=C1)C2O[Si](C)(C)C	standard polar	2025-10-24	2243.0
Gas Chromatography	S-Tetrahydrodaidzein_TMS_5	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O)=CC=C3C2O[Si](C)(C)C)C=C1	standard polar	2025-10-24	2379.21
Gas Chromatography	S-Tetrahydrodaidzein_TMS_6	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C)=CC=C3C2O)C=C1	standard polar	2025-10-24	1902.92
Gas Chromatography	S-Tetrahydrodaidzein_TMS_7	C[Si](C)(C)OC1=CC=C([C@H]2COC3=CC(O[Si](C)(C)C)=CC=C3C2O[Si](C)(C)C)C=C1	standard polar	2025-10-24	1519.81

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
MMDBr0026001	S-Dihydrodaidzein	S-Tetrahydrodaidzein	Dihydrodaidzein reductase	Reduction	PMID: 31527435	31527435
MMDBr0026003	S-Tetrahydrodaidzein	Equol	Tetrahydrodaidzein reductase	Reduction	PMID: 31527435	31527435

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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Mayo B, Vazquez L, Florez AB: Equol: A Bacterial Metabolite from The Daidzein Isoflavone and Its Presumed Beneficial Health Effects. Nutrients. 2019 Sep 16;11(9). pii: nu11092231. doi: 10.3390/nu11092231. [PubMed:31527435 ]

Showing metabocard for S-Tetrahydrodaidzein (MMDBc0057132)

MOL for #<Metabolite:0x00007f2e3b62a9d8>

3D MOL for #<Metabolite:0x00007f2e3b62a9d8>

3D SDF for #<Metabolite:0x00007f2e3b62a9d8>

3D-SDF for #<Metabolite:0x00007f2e3b62a9d8>

PDB for #<Metabolite:0x00007f2e3b62a9d8>

3D PDB for #<Metabolite:0x00007f2e3b62a9d8>

SMILES for #<Metabolite:0x00007f2e3b62a9d8>

INCHI for #<Metabolite:0x00007f2e3b62a9d8>

Structure for #<Metabolite:0x00007f2e3b62a9d8>

3D Structure for #<Metabolite:0x00007f2e3b62a9d8>