(-)-Epicatechin
precursor
Showing entry for (-)-Epicatechin
Identification
- PhytoHub ID
- PHUB000262
- Name
- (-)-Epicatechin
- Systematic Name
- (−)-Epicatechin
- Synonyms
- (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
- 3,5,7,3',4'-Pentahydroxyflavane
- Epicatechol
- CAS Number
- 490-46-0
- Average Mass
- 290.271
- Monoisotopic Mass
- 290.079038171
- Chemical Formula
- C15H14O6
- IUPAC Name
- (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
- InChI Key
- PFTAWBLQPZVEMU-UKRRQHHQSA-N
- InChI Identifier
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1
- SMILES
O[C@@H]1CC2=C(O[C@@H]1C1=CC(O)=C(O)C=C1)C=C(O)C=C2O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 6.45e-01 g/l
- LogS (ALOGPS)
- -2.65
- LogP (ALOGPS)
- 1.02
- Hydrogen Acceptors
- 6
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 1
- Polar Surface Area
- 110.38000000000001
- Refractivity
- 73.99970000000002
- Polarizability
- 28.70641069763134
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -3.2897193322428566
- pKa (strongest acidic)
- 9.004573813837975
- Number of Rings
- 3
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 90
- HMDB
- HMDB01871
- KEGG
- C09727
- PubChem
- 72276
- FooDB (Compounds)
- FDB017126
- Phenol-Explorer
- 125
- MetaboLights
- MTBLC76125
- Exposome Explorer
- 1786
- Chemistry Dashboard
- DTXSID4045133
- KNApSAcK
- C00000956
- DrugBank
- DB12039
- Zinc
- ZINC000000119988
- mzCloud
- 23
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Flavan-3-ols
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Flavonoid metabolites
- Metabolite Sub-class
- Flavan-3-ols (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
Food Phytochemical | Family | Class | Sub-class | |
---|---|---|---|---|
Procyanidin dimer B2 | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
(-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Flavans
- Direct Parent Name
- Catechins
- Alternative Parent Names
- ["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "3-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Benzene and substituted derivatives", "Catechols", "Hydrocarbon derivatives", "Oxacyclic compounds", "Polyols", "Secondary alcohols"]
- External Descriptor Annotations
- ["Condensed tannins (Proanthocyanidins)", "Flavan 3-ols", "Flavans, Flavanols and Leucoanthocyanidins", "catechin", "polyphenol"]
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "3-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alcohol", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechin", "Catechol", "Chromane", "Ether", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Polyol", "Secondary alcohol"]
Spectra from Phytohub
Food Sources
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found