CIANIDANOL, (-)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H14O6
Molecular Weight	290.2681
Optical Activity	( - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]1CC2=C(O[C@H]1C3=CC(O)=C(O)C=C3)C=C(O)C=C2O

InChI

InChIKey=PFTAWBLQPZVEMU-HIFRSBDPSA-N

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

HIDE SMILES / InChI

Molecular Formula	C15H14O6
Molecular Weight	290.2681
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17909484 | https://www.ncbi.nlm.nih.gov/pubmed/21892831 | https://www.ncbi.nlm.nih.gov/pubmed/25210302 | https://www.ncbi.nlm.nih.gov/pubmed/15997157

Cianidanol,(-)- or ent-Catechin is one of the 4 catechin diastereoisomers. ent-Catechin was isolated from leaves of Eucalyptus cinerea and was found in in cocoa and cocoa products. It is a natural phenol antioxidant plant secondary metabolite. It resists to the microbial transformation by endophytic fungi isolated from a tea plant.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Biooxidation of (+)-catechin and (-)-epicatechin into 3,4-dihydroxyflavan derivatives by the endophytic fungus Diaporthe sp. isolated from a tea plant.	2005 Jul	15997157
Hematopoietic-supportive effect of (2S, 3R)-ent-catechin on marrow-depressed mice.	2005 Jul 5	16098267
Anthocyanidin synthase from Gerbera hybrida catalyzes the conversion of (+)-catechin to cyanidin and a novel procyanidin.	2006 Mar 6	16494872
(-)-Catechin in cocoa and chocolate: occurrence and analysis of an atypical flavan-3-ol enantiomer.	2007 Jul 4	17909484
Characterization and antioxidant activity of the complex of tea polyphenols and oat β-glucan.	2011 Oct 12	21892831
Direct proof by (13)C-nuclear magnetic resonance of semi-purified extract and isolation of ent-Catechin from leaves of Eucalyptus cinerea.	2014 Jul	25210302

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:58:30 UTC 2023` Edited by `admin` on `Fri Dec 15 16:58:30 UTC 2023`
Record UNII	FHB0GX3D44
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CIANIDANOL, (-)-

Common Name

English

(-)-CATECHOL

Systematic Name

English

(-)-CATECHIN

Common Name

English

L-CATECHOL

Common Name

English

(2S,3R)-ENT-CATECHIN

Common Name

English

NSC-81746

Code

English

(-)-(2S,3R)-CATECHIN

Common Name

English

2H-1-BENZOPYRAN-3,5,7-TRIOL, 2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-, (2S,3R)-

Systematic Name

English

L-CATECHIN

Common Name

English

ENT-CATECHIN

Common Name

English

CATECHIN L-FORM [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID40172174