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Home > Encyclopedia > (±)-Epicatechin

(±)-Epicatechin

(±)-Epicatechin structure

(±)-Epicatechin 

structure
  • CAS No:

    17334-50-8

  • Formula:

    C15H14O6

  • Chemical Name:

    (±)-Epicatechin

  • Synonyms:

    2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-,(2R,3R)-rel-;Epicatechol,(±)-;2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-,cis-(±)-;rel-(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;(±)-Epicatechin;2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-,cis-;NSC 81162;188819-04-7

Description

Solid


(-)-epicatechin is a catechin with (2R,3R)-configuration. It has a role as an antioxidant. It is a polyphenol and a catechin. It is an enantiomer of a (+)-epicatechin.|Epicatechin has been used in trials studying the treatment of Pre-diabetes.|An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.

(±)-Epicatechin Basic Attributes

290.27

290.27

241-357-4

34PHS7TU43

DTXSID4045133

Characteristics

110 Ų

0.490 (est)

242 °C

630.40°C.@760.00mmHg(est)

6.311e+004 mg/L @ 25 °C (est)

161.5 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Epicatechin has known human metabolites that include 5-(3',4'-dihydroxyphenyl)-gamma-valerolactone and Phloroglucinol.

(+)-Catechin

(±)-Epicatechin Use and Manufacturing

Polyketides [PK] -> Flavonoids [PK12] -> Flavans, Flavanols and Leucoanthocyanidins [PK1202]

Computed Properties

Molecular Weight:290.27
XLogP3:0.4
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:290.07903816
Monoisotopic Mass:290.07903816
Topological Polar Surface Area:110
Heavy Atom Count:21
Complexity:364
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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