Basic information
- CAS
35323-91-2- Standard SMILES
Oc1cc(O)c2c(c1)O[C@@H](c1ccc(O)c(O)c1)[C@@H](O)C2- InChIKey
PFTAWBLQPZVEMU-ZFWWWQNUSA-N- Molecular formula
- C15H14O6
- Average molar mass
- 290.27 g/mol
- Monoisotopic mass
- 290.07903817
Overview
(+)-epicatechin is a catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer). It has a role as a cyclooxygenase 1 inhibitor and a plant metabolite. It is a catechin and a polyphenol. It is an enantiomer of a (-)-epicatechin.
Names & identifiers
- Preferred name
- (+)-Epicatechin
- IUPAC
- (2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
- English name
- (-)-EPICATECHIN
- Molecular formula
- C15H14O6
- Molecular weight
- 290.27
Names & synonyms
(+)-Epicatechin35323-91-2ent-EpicatechinDEXEPICATECHINEpicatechin, (+)-(2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triolLD6B6TT8Q5(2S,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triolCHEBI:76125DTXSID401316979RefChem:67354DTXCID801746801
Show more names
EPICATECHINEPICATECHIN, (-)-(2R,3R)-2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-1(2H)-BENZOPYRAN-3,5,7-TRIOLd-Epicatechold-epi-Catechold-epi-Catechin
d-Epicatechin(+)-epicatechol(2S,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triolCHEMBL129482(2S,3S)-3,3',4',5,7-pentahydroxyflavancis-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol(2S,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2S-cis)-
Database identifiers
- CAS
35323-91-2- PubChem CID
- 182232
- DTXSID
DTXSID401316979- ChEMBL
CHEMBL129482- ChEBI
CHEBI:76125- UNII
- LD6B6TT8Q5
- Nikkaji
- J21.709C
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
Melting Point235 - 237 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 240 °C · 240 °C (dec.)(lit.)
- Boiling point
- 352.36 °C · 352.36°C (rough estimate)
- Density
- 1.593 · 1.593
- refractive index
- 1.4413 · 1.4413 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 9.54 · 9.54±0.10(Predicted)
- color
- White to Off-White
- Stability
- Hygroscopic
- LogP
- 0.49 · 0.490 (est)
- CAS DataBase Reference
- 35323 · 35323-91-2(CAS DataBase Reference)
- FDA UNII
- 6 B6TT8Q5 · LD6B6TT8Q5
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
- RTECS
- 3745000 · KB3745000
- F
- 10 · 10-23
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-23
- wgk
- 3
- rtecs
- KB3745000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesPotent antioxidant and antineoplastic agent.
Upstream & downstream products
Downstream products
Suppliers34 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
山东天微医药科技有限公司+86-18653895227 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
湖北云镁科技有限公司027-59206672 18995657604 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Syntechem Co.,Ltd[email protected]
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.—
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
陕西帕尼尔生物科技有限公司13720616393；029-84385017-8003 13720616393 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
Changsha Staherb Natural Ingredients Co., Ltd.+86-0731-84213306 +86-18374838656 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 19370895928 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Mainchem Co., Ltd.+86-86-05926210733 · [email protected]
重庆卡兰医药有限公司[email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
湖北诺纳科技有限公司027-59209883 17386138556 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
Henan Fengda Chemical Co., Ltd+86-371-86557731 +86-13613820652 · [email protected]
Additional notes
DefinitionChEBI: A catechin that is flavan carrying five hydroxy substituents at positions 3, 3', 4', 5 and 7 (the 2S,3S-stereoisomer).
Related reactions
4 records
Compound notes
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