AFZELECHIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H14O5
Molecular Weight	274.2687
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=RSYUFYQTACJFML-DZGCQCFKSA-N

InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15/h1-6,13,15-19H,7H2/t13-,15+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H14O5
Molecular Weight	274.2687
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/5398543

Afzelechin is a flavonoid, which can be found in Bergenia ligulata.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
[Chemical constituents of Acacia catechu].	2010-06	20822013
Antioxidant activity and low cytotoxicity of extracts and isolated compounds from Araucaria angustifolia dead bark.	2010	21208522
The epimerase activity of anthocyanidin reductase from Vitis vinifera and its regiospecific hydride transfers.	2009-12-25	20030585
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.	2009-09-14	19446539
HPLC/ESI-MS and NMR analysis of flavonoids and tannins in bioactive extract from leaves of Maytenus ilicifolia.	2008-05-12	18215490
Alpha-glucosidase inhibitor from Bergenia ligulata.	2008	18622126
Separation and HPLC-MS identification of phenolic antioxidants from agricultural residues: almond hulls and grape pomace.	2007-12-12	18004803
Standardized biosynthesis of flavan-3-ols with effects on pancreatic beta-cell insulin secretion.	2007-12	17938905
Characterisation of polyphenols by HPLC-PAD-ESI/MS and antioxidant activity in Equisetum telmateia.	2005-10-15	16223097
Neuroprotective and free radical scavenging activities of phenolic compounds from Hovenia dulcis.	2005-07	16114495
Proanthocyanidin biosynthesis in plants. Purification of legume leucoanthocyanidin reductase and molecular cloning of its cDNA.	2003-08-22	12788945
Typhaphthalide and typharin, two phenolic compounds from Typha capensis.	2002-12	12453524

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 `Mon Mar 31 23:31:51 GMT 2025` Edited by `admin` on `Mon Mar 31 23:31:51 GMT 2025`
Record UNII	W782YDV47U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AFZELECHIN

Common Name

English

NSC-135065

Preferred Name

English

3,4',5,7-FLAVANTETROL, (+)-

Systematic Name

English

2H-1-BENZOPYRAN-3,5,7-TRIOL, 3,4-DIHYDRO-2-(4-HYDROXYPHENYL)-, (2R-TRANS)-

Systematic Name

English

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

Systematic Name

English

(+)-AFZELECHIN

Common Name

English

Code System Code Type Description

CHEBI

2507