Basic information
- CAS
17334-50-8- Standard SMILES
Oc1cc(O)c2c(c1)O[C@H](c1ccc(O)c(O)c1)[C@H](O)C2- InChIKey
PFTAWBLQPZVEMU-UKRRQHHQSA-N- Molecular formula
- C15H14O6
- Average molar mass
- 290.27 g/mol
- Monoisotopic mass
- 290.07903816
Overview
(-)-epicatechin is a catechin with (2R,3R)-configuration. It has a role as an antioxidant. It is a catechin and a polyphenol. It is an enantiomer of a (+)-epicatechin.
Names & identifiers
- Preferred name
- Epicatechin
- IUPAC
- (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
- English name
- cis-(±)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
- Molecular formula
- C15H14O6
- Molecular weight
- 290.27
Names & synonyms
(-)-EpicatechinEpicatechin490-46-0L-EpicatechinEpicatecholepi-Catechinepi-Catecholl-Acacatechin(-)-Epicatechol(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol(-)-epi catechinDTXSID4045133
Show more names
Einecs 241-357-4(+-)-Epicatechin(+/-)-EPICATECHIN (CP 97% ) UNLABELEDcis-(1)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-rel-
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol(2R,3R)-(-)-Epicatechin34PHS7TU43(-)-(2R:3R)-5,7,3',4'-Tetrahydroxyflavan-3-olNSC-81161CHEBI:902H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-DTXCID2025133
Database identifiers
- CAS
17334-50-8、490-46-0、7295-85-4- PubChem CID
- 72276
- DTXSID
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 364
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]
SpringerMaterials PropertiesChemical shift
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point240 °C
Physical DescriptionSolid
Collision Cross Section
163.7 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
161.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 242 °C · 242 °C
- Boiling point
- 630.4 · 630.4±55.0 °C(Predicted)
- Density
- 1.593 · 1.593±0.06 g/cm3(Predicted)
- pka
- 9.54 · 9.54±0.10(Predicted)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
Chemistry & industry
Pharmacology
Metabolism/MetabolitesEpicatechin has known human metabolites that include Phloroglucinol and 5-(3',4'-dihydroxyphenyl)-gamma-valerolactone.
Tissue LocationsFibroblasts
Suppliers5 total
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]
Additional notes
DefinitionChEBI: Catechin is members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.
Related reactions
2 records
Compound notes
Loading…