U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of AFZELECHIN

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

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Typhaphthalide and typharin, two phenolic compounds from Typha capensis.
2002 Dec
Proanthocyanidin biosynthesis in plants. Purification of legume leucoanthocyanidin reductase and molecular cloning of its cDNA.
2003 Aug 22
Neuroprotective and free radical scavenging activities of phenolic compounds from Hovenia dulcis.
2005 Jul
Characterisation of polyphenols by HPLC-PAD-ESI/MS and antioxidant activity in Equisetum telmateia.
2005 Sep-Oct
Standardized biosynthesis of flavan-3-ols with effects on pancreatic beta-cell insulin secretion.
2007 Dec
Separation and HPLC-MS identification of phenolic antioxidants from agricultural residues: almond hulls and grape pomace.
2007 Dec 12
Alpha-glucosidase inhibitor from Bergenia ligulata.
2008
HPLC/ESI-MS and NMR analysis of flavonoids and tannins in bioactive extract from leaves of Maytenus ilicifolia.
2008 May 12
Relationship correlation of antioxidant and antiproliferative capacity of Cyperus rotundus products towards K562 erythroleukemia cells.
2009 Sep 14
Antioxidant activity and low cytotoxicity of extracts and isolated compounds from Araucaria angustifolia dead bark.
2010
The epimerase activity of anthocyanidin reductase from Vitis vinifera and its regiospecific hydride transfers.
2010 Feb-Mar
[Chemical constituents of Acacia catechu].
2010 Jun
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
AFZELECHIN
Common 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
NSC-135065
Code 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
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
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FDA UNII
W782YDV47U
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
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PUBCHEM
442154
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
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WIKIPEDIA
Afzelechin
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
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EPA CompTox
DTXSID60300139
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
PRIMARY
CAS
2545-00-8
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
PRIMARY
NSC
135065
Created by admin on Sat Dec 16 10:57:17 GMT 2023 , Edited by admin on Sat Dec 16 10:57:17 GMT 2023
PRIMARY