Genistin
precursor
Showing entry for Genistin
Identification
- PhytoHub ID
- PHUB000226
- Name
- Genistin
- Systematic Name
- Not Available
- Synonyms
- 5,7,4'-Trihydroxyisoflavone 7-O-glucoside
- Genistein 7-O-glucoside
- CAS Number
- Not Available
- Average Mass
- 432.381
- Monoisotopic Mass
- 432.105646844
- Chemical Formula
- C21H20O10
- IUPAC Name
- 5-hydroxy-3-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
- InChI Key
- ZCOLJUOHXJRHDI-CMWLGVBASA-N
- InChI Identifier
InChI=1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
- SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(=COC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
- Structure
Structure for Genistin
Calculated Properties
- Solubility (ALOGPS)
- 1.01e+00 g/l
- LogS (ALOGPS)
- -2.63
- LogP (ALOGPS)
- 0.68
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 4
- Polar Surface Area
- 166.14000000000001
- Refractivity
- 103.82730000000002
- Polarizability
- 42.05922629610282
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -2.981092343758667
- pKa (strongest acidic)
- 7.2729960770884
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 27514
- PubChem
- 5281377
- Chemistry Dashboard
- DTXSID3022324
- Phenol-Explorer
- 404
- PeakForestCompound
- 000199
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Isoflavones
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Isoflavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Isoflavonoid O-glycosides
- Direct Parent Name
- Isoflavonoid O-glycosides
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acetals", "Benzene and substituted derivatives", "Chromones", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Hydroxyisoflavonoids", "Isoflavones", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Primary alcohols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
- External Descriptor Annotations
- ["Isoflavonoids", "beta-D-glucoside", "isoflavones"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyisoflavonoid", "Isoflavone", "Isoflavonoid o-glycoside", "Isoflavonoid-7-o-glycoside", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Primary alcohol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]
Spectra from Online Resources
No spectra information available
Food Sources
No food source information available
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Genistin | Genistein | human | plasma | gut microbiota metabolite | 5h-8h | 0.5-2 µmol/L | Not Available | C15H10O5 | 270.052823422 | Publications | |||
| Genistin | Genistin | human | plasma | unchanged | 5h-8h | 2-5 µmol/L | Not Available | C21H20O10 | 432.105646844 | Publications | |||
| Genistin | Dihydrogenistein | human | plasma, urine | gut microbiota metabolite | 8h-12h | 50-200 nmol/L | Not Available | C15H12O5 | 272.068473486 | Publications | |||
| Genistin | Genistein 7-O-glucuronide | human | plasma | host metabolism | Not Available | Not Available | Not Available | C21H18O11 | 446.0849114 | Publications | |||
| Genistin | Genistein 4',7-diglucuronide | human | plasma | host metabolism | Not Available | Not Available | Not Available | C27H26O17 | 622.116999377 | Publications | |||
| Genistin | Genistein-7-O-glucuronide-4'-sulfate | human | plasma | host metabolism | 3h-5h | Not Available | Not Available | C21H17O14S | 525.034449981 | Publications | |||
| Genistin | Genistein 4'-O-glucuronide | human | plasma | host metabolism | Not Available | Not Available | Not Available | C21H18O11 | 446.0849114 | Publications | |||
| Genistin | Genistein 7-O-sulfate | human | plasma | host metabolism | Not Available | Not Available | Not Available | C15H10O8S | 350.009638456 | Publications | |||
| Genistin | Genistein 4'-O-sulfate | human | plasma | host metabolism | Not Available | Not Available | Not Available | C15H10O8S | 350.009638456 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Genistin | Dihydrogenistein | Microbiota | Effect, clusters | Publications |