APIGENIN

Possibly Marketed Outside US

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

Structure Search

SMILES

OC1=CC=C(C=C1)C2=CC(=O)C3=C(O)C=C(O)C=C3O2

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

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

Approval Year

Targets

Primary Target	Pharmacology	Potency
Central benzodiazepine receptor (bovine) 1 Target ID: Central benzodiazepine receptor (bovine) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7617761	Binding Agent 1064	3.0 µM [Ki]
Mu opioid receptor 221 Target ID: CHEMBL233 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652	Antagonist 2778
Sigma opioid receptor 63 Target ID: CHEMBL287 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652	Antagonist 2778
Kappa opioid receptor 108 Target ID: CHEMBL237 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652	Antagonist 2778

PubMed

Title	Date	PubMed
Medicinal and ethnoveterinary remedies of hunters in Trinidad.	2001	11737880
Seasonal and population variation in flavonoid and alliarinoside content of Alliaria petiolata.	2001 Aug	11521398
Phenolic constituents and antioxidant activity of an extract of Anthuriumversicolor leaves.	2001 Aug	11520218
The use of a high-volume screening procedure to assess the effects of dietary flavonoids on human cyp1a1 expression.	2001 Aug	11454723
Acylated apigenin glycosides from alfalfa (Medicago sativa L.) var. Artal.	2001 Aug	11454348
[Investigation on method speliality in identifying Fructus Crataegi with vitexin rhamnoside].	2001 Dec	11917841
Inhibitory effect of decoction of Perilla frutescens on cultured murine mesangial cell proliferation and quantitative analysis of its active constituents.	2001 Feb	11270716
Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation.	2001 Feb 15	11182292
Aquiledine and isoaquiledine, novel flavonoid alkaloids from Aquilegia ecalcarata.	2001 Jan	11170673
[Comparison of photometric, electrochemical and post-column fluorescence detection for the determination of flavonoids by HPLC].	2001 Jun	11577389
Flavonoid (myricetin, quercetin, kaempferol, luteolin, and apigenin) content of edible tropical plants.	2001 Jun	11410016
Differing effects of endocrine-disrupting chemicals on basal and FSH-stimulated progesterone production in rat granulosa-luteal cells.	2001 Jun	11395928
Protein kinase CK2: signaling and tumorigenesis in the mammary gland.	2001 Nov	11827167
Phosphorylation by the protein kinase CK2 promotes calpain-mediated degradation of IkappaBalpha.	2001 Nov 1	11673497
Flavonoids differentially inhibit guinea pig epidermal cytosolic phospholipase A2.	2001 Nov-Dec	11993721
In vivo hepatoprotective activity of active fraction from ethanolic extract of Eclipta alba leaves.	2001 Oct	11883149
Effect of oral treatment of Perilla frutescens and its constituents on type-I allergy in mice.	2001 Oct	11642335
Hyaluronan enters keratinocytes by a novel endocytic route for catabolism.	2001 Sep 14	11451952
Qualitative and quantitative chromatographic investigation of flavonoids in Bellis perennis L.	2001 Sep-Oct	11876448
Effects of intrinsic fluorescence and quenching on fluorescence-based screening of natural products.	2002 Apr	12046870
Prevention of cellular ROS damage by isovitexin and related flavonoids.	2002 Apr	11988866
Absorption and metabolism of flavonoids in the caco-2 cell culture model and a perused rat intestinal model.	2002 Apr	11901089
Botanical antioxidants for chemoprevention of photocarcinogenesis.	2002 Apr 1	11897547
Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae).	2002 Aug	12127590
Dimerization and phosphorylation of thyrotropin-releasing hormone receptors are modulated by agonist stimulation.	2002 Aug 2	12023974
Functional interaction of protein kinase CK2 and c-Myc in lymphomagenesis.	2002 Aug 8	12149649
Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.).	2002 Feb	11942684
Flavone glucoside uptake into barley mesophyll and Arabidopsis cell culture vacuoles. Energization occurs by H(+)-antiport and ATP-binding cassette-type mechanisms.	2002 Feb	11842175
Estrogenic and cholinergic properties of the methanol extract of Ruellia praetermissa Sceinf. ex. Lindau (Acanthaceae) in female rats.	2002 Jan	11924764
In vitro properties of a recombinant flavonol synthase from Arabidopsis thaliana.	2002 Jul	12126705
Oxidation of quercetin by salivary components. Quercetin-dependent reduction of salivary nitrite under acidic conditions producing nitric oxide.	2002 Jul 17	12105964
Flavonoids differentially regulate IFN gamma-induced ICAM-1 expression in human keratinocytes: molecular mechanisms of action.	2002 Jun 5	12044887
Effects of flavonoid phytochemicals on cortisol production and on activities of steroidogenic enzymes in human adrenocortical H295R cells.	2002 Mar	11948020
Relationships of urinary phyto-oestrogen excretion to BMD in postmenopausal women.	2002 Mar	11940043
Flavonoids increase the intracellular glutathione level by transactivation of the gamma-glutamylcysteine synthetase catalytical subunit promoter.	2002 Mar 1	11864778
In vitro investigation of cytochrome P450-mediated metabolism of dietary flavonoids.	2002 May	11955666
Induction of human UDP-glucuronosyltransferase UGT1A1 by flavonoids-structural requirements.	2002 May	11950788
Rapid quantification of constituents in St. John's wort extracts by NIR spectroscopy.	2002 May 15	12008122
Involvement of nuclear factor-kappa B, Bax and Bcl-2 in induction of cell cycle arrest and apoptosis by apigenin in human prostate carcinoma cells.	2002 May 23	12032841
Molecular modeling of flavonoids that inhibits xanthine oxidase.	2002 May 31	12054758
Flavonoids from Ficaria verna Huds.	2002 May-Jun	12132681
Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells.	2002 Oct	12150856
High-affinity activators of cystic fibrosis transmembrane conductance regulator (CFTR) chloride conductance identified by high-throughput screening.	2002 Oct 4	12161441

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:08:17 GMT 2023` Edited by `admin` on `Fri Dec 15 18:08:17 GMT 2023`
Record UNII	7V515PI7F6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APIGENIN

Official Name

English

APIGENINE

Common Name

English

APIGENOL

Common Name

English

CI NATURAL YELLOW 1

Common Name

English

APIGENIN [USP-RS]

Common Name

English

APIGENIN [HSDB]

Common Name

English

4',5,7-TRIHYDROXYFLAVONE

Systematic Name

English

UCCF-031

Code

English

APEGENIN

Common Name

English

VERSULIN

Common Name

English

LY-080400

Code

English

FLAVONE, 4',5,7-TRIHYDROXY-

Systematic Name

English

APIGENIN [MI]

Common Name

English

Apigenin [WHO-DD]

Common Name

English

5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE

Systematic Name

English

APIGENIN [INCI]

Common Name

English

NSC-83244

Code

English

APIGENIN (CONSTITUENT OF CHAMOMILE) [DSC]

Common Name

English

PELARGIDENON-1449

Common Name

English

4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-

Systematic Name

English

2-(P-HYDROXYPHENYL)-5,7-DIHYDROXYCHROMONE

Common Name

English

Classification Tree Code System Code

DSLD

222 (Number of products:60)