APIGENIN

PRODUCT IDENTIFICATION
CAS NO. 520-36-5

APIGENIN

EINECS NO.

208-292-3

FORMULA C15H10O5
MOL WT. 270.24

H.S. CODE

 2932.99.6100

TOXICITY

  
SYNONYMS Naringenin chalcone; 5,7,4'-Trihydroxyflavone; 4',5,7-Trihydroxyflavone;
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone; 5,7-Dihidroxi-2-(4-hidroxifenil)-4-benzopirona; 5,7-Dihydroxy-2-(4-hydroxyphényl)-4-benzopyrone; Apigenin; Apigenine; Apigenol; C.I. Natural Yellow 1; Chamomile; Spigenin; Versulin; 2-(p-Hydroxyphenyl)-5,7-dihydroxychromone;

SMILES

c12c(oc(c3ccc(O)cc3)cc1=O)cc(O)cc2O

CLASSIFICATION

Flavone

EXTRA NOTES

 Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter and the increase in hINV promoter activity..... (HMDB)
Other RN: 461015-54-3

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE yellow crystalline powder
MELTING POINT

315 C

BOILING POINT

 

SPECIFIC GRAVITY

 

SOLUBILITY IN WATER

Practically insoluble (183 mg/l at 25 C)

SOLVENT SOLUBILITY

Soluble in DMSO, slightly soluble in hot ethanol

pH  
VAPOR DENSITY

 

REFRACTIVE INDEX

 

NFPA RATINGS

 Health hazard: 2, Fire: 0, Reactivity Hazard: 0

AUTOIGNITION

 

FLASH POINT

 

STABILITY Stable under normal conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Apigenin

Google Scholar Search - Apigenin

Drug Information Portal (U.S. National Library of Medicine) - Apigenin

PubChem Compound Summary - Apigenin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Apigenin

http://www.ebi.ac.uk/ - Apigenin

http://www.ncbi.nlm.nih.gov/ - Apigenin

http://toxnet.nlm.nih.gov/
Hazardous Substances Data Bank - Apigenin

SigmaAldrich
A plant flavonoid that has been found to inhibit cell proliferation by arresting the cell cycle at the G2/M phase. Inhibition of growth through cell cycle arrest and induction of apoptosis appear to be related to induction of p53.Inhibits PMA-mediated tumor promotion by inhibiting protein kinase C1 and the resulting suppression of oncogene expression. It has also been reported to inhibit topoisomerase I-catalyzed DNA re-ligation and enhance gap junctional intercellular communication.

Local
Apigenin is a bioflavone, considered to have a bioactive effect on human health as antioxidant, radical scavenger, anti-inflammatory, carbohydrate metabolism promoter, immunity system modulater.

SALES SPECIFICATION

APPEARANCE

 yellow crystalline powder, odorless

ASSAY

80.0% min ( 98.0% 95.0%, 90.0% min)

RESIDUE ON IGNITION

2.0% max

LOSS ON DRY

5.0% max

HEAVY METALS

10ppm max

LEAD

10ppm max

ARSENIC

2ppm max

SOLVENTS RESIDUE

1000ppm max (ethanol)

PESTICIDES RESIDUE

100ppb max

MICROBIOLOGICALS

Total Aerobic: 1000 CFU/g max
E. Coli: negative
Salmonella: Negative
Mold and Yeast: 100 CFU/g
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  

GENERAL DESCRIPTION OF FLAVONOID
Flavonoid is any member of a class of widely distributed biological natural products containing aromatic heterocyclic skeleton of flavan (2-Phenylbenzopyran) but no nitrogen in plants. Generally, flavonoids are biological pigments providing colours from red to blue in flowers, fruit and leaves. Besides their coloring in plants, flavonoids have important roles in the growth and development of plants; protection against UV-B radiation; forming antifungal barriers; antimicrobial, insecticidal and oestrogenic activities; plant reproduction. Flavonoids also exhibit a wide range of biological properties including anti-microbial, insecticidal and oestrogenic activities. Flavonoids are usually classified into main 6 subgroups as below plus flavans, neoflavonoids, flavonols, aurons, catechins according to the structural patterns.
  • Flavonols (Hydroxy derivatives of flavone): Fisetin, Galangin, Kaempferide, Kaempferol, Morin, Myricetin, Myricitrin, Quercetin, Quercetrin, Rhamnetin, Robinin, Rutin, Spirenoside
  • Flavones (skeleton: 2-phenylchromen-4-one): Apigenin, Baicalein, Chrysin, Diosmetin, Diosmin, Flavone, Luteolin, Rpoifolin,Tangeretin, Techtochrysin, Rhamnazin, Nobiletin, Natsudaidain.
  • Isoflavones (skeleton: 3-phenylchromen-4-one): Daidzin, Genistein, Irilone, Luteone, Prunetin, Pratensein,
  • Flavonones (derivation by reduction of the 2(3) C=C bond): Eriodictyol, Hesperidin, Hesperetin, Likvirtin, Naringin; Naringenin; Pinocembrin
  • Flavanols (derivation by reduction of the keto group):(+)-Catechin, (+)-Gallocatechin, (-)-Epicatechin (EC), (-)-Epigallocatechin (EGC), (-)-Epicatechin 3-gallate (ECG), (-)-Epigallocatechin 3-gallate (EGCG), Theaflavin, Theaflavin 3-gallate, Theaflavin 3'-gallate, Theaflavin 3,3' digallate, Thearubigins
  • Anthocyanidins (aglycones of the glycoside anthocyanins): Apigeninidin, Cyanidin, Delphinidin, Diosmetinidin, Guibourtinidin, Fisetinidin, Luteolinidin, Malvidin, Pelargonidin, Peonidin, Robinetinidin, Tricetinidin, Capensinidin, Petunidin, Europinidin, Aurentinidin, Columnidin, 5-Desoxy-malvidin, 5-Desoxy-peonidin, Hirsutinidin, Rosinidin. 
SAFETY INFORMATION

HAZARD OVERVIEW

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

GHS

 

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H315-H319-H335

P STATEMENTS

P261-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

Xi

RISK PHRASES

36/37/38

SAFETY PHRASES

26-36

PRICE INFORMATION