APIGENIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H10O5
Molecular Weight	270.2369
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

OC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(O)C=C3O

InChI

InChIKey=KZNIFHPLKGYRTM-UHFFFAOYSA-N

InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H

HIDE SMILES / InChI

Molecular Formula	C15H10O5
Molecular Weight	270.2369
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Targets

Primary Target	Pharmacology	Potency
Central benzodiazepine receptor (bovine) 1	Binding Agent 1,076	3.0 µM [Ki]
Mu opioid receptor 231	Antagonist 2,849
Sigma opioid receptor 64	Antagonist 2,849
Kappa opioid receptor 115	Antagonist 2,849

PubMed

Show entries

Title	Date	PubMed
Inhibition of aromatase activity by flavonoids.	1999 Jun	10403137
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines.	2000 Jul-Aug	10953322
Improved methods for the extraction and analysis of isoflavones from soy-containing foods and nutritional supplements by reversed-phase high-performance liquid chromatography and liquid chromatography-mass spectrometry.	2001 Apr 13	11355838
Samioside, a new phenylethanoid glycoside with free-radical scavenging and antimicrobial activities from Phlomis samia.	2001 Aug	11520237
Differential expression of two cytochrome P450s involved in the biosynthesis of flavones and anthocyanins in chemo-varietal forms of Perilla frutescens.	2001 Dec	11773526

Showing 1 to 5 of 25 entries

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Patents

Substance Class	Chemical
Record UNII	7V515PI7F6
Record Status	`Validated (UNII)`
Record Version

Show entries

Name

Type

Language

APIGENIN

Official Name

English

LY-080400

Preferred Name

English

APIGENINE

Common Name

English

APIGENOL

Common Name

English

CI NATURAL YELLOW 1

Common Name

English

Showing 1 to 5 of 20 entries

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Classification Tree

Code System

Code

Botanical

DSLD

222 (Number of products:60)

Botanical

DSLD

1394 (Number of products:104)

Dietary Flavonoid

NCI_THESAURUS

C68464

Showing 1 to 3 of 3 entries

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Code System

Code

Type

Description

MERCK INDEX

m1987

PRIMARY

Merck Index

RS_ITEM_NUM

1040683

PRIMARY

HSDB

7573

PRIMARY

ECHA (EC/EINECS)

208-292-3

PRIMARY

MESH

D047310

PRIMARY

Showing 1 to 5 of 18 entries

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Comments:

1,1-Diphenyl-2-picrylhydrazyl radical scavenging assay(DPPH) IC50 expressed as ug/mL was not tested due to the limited samples available. In vitro hydroxyl radical scavenging assay(Hydroxy Radical) IC50 expressed as ug/mL >5.