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Substance Name: Genistein
RN: 446-72-0
UNII: DH2M523P0H
InChIKey: TZBJGXHYKVUXJN-UHFFFAOYSA-N

Note

  • An isoflavonoid derived from soy products. It inhibits PROTEIN-TYROSINE KINASE and topoisomerase-II (DNA TOPOISOMERASES, TYPE II); activity and is used as an antineoplastic and antitumor agent. Experimentally, it has been shown to induce G2 PHASE arrest in human and murine cell lines and inhibits PROTEIN-TYROSINE KINASE.

Molecular Formula

  • C15-H10-O5

Molecular Weight

  • 270.239
 

Classification Codes

  • Anticarcinogenic Agents
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Estrogens
  • Estrogens, Non-Steroidal
  • Hormones
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Mutation Data
  • Phytoestrogens
  • Protective Agents
  • Protein Kinase Inhibitors
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Genistein

MeSH Heading

  • Genistein

Synonyms

  • 4',5,7-Trihydroxyisoflavone
  • 5,7,4'-Trihydroxyisoflavone
  • 5-18-04-00594 (Beilstein Handbook Reference)
  • Bonistein
  • BRN 0263823
  • C.I. 75610
  • CCRIS 7675
  • Differenol A
  • EINECS 207-174-9
  • Genistein
  • Genisteol
  • Genisterin
  • HSDB 7475
  • NPI 031L
  • NSC 36586
  • Prunetol
  • SIPI 807-1
  • Sophoricol
  • UNII-DH2M523P0H

Systematic Names

  • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-
  • 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone
  • Genistein
  • Isoflavone, 4',5,7-trihydroxy-

Registry Numbers

CAS Registry Number

  • 446-72-0

FDA UNII

  • DH2M523P0H

System Generated Number

  • 0000446720

Structure Descriptors

InChI

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

InChIKey

TZBJGXHYKVUXJN-UHFFFAOYSA-N

Smiles

c12c(c(c(c3ccc(O)cc3)co1)=O)c(cc(c2)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   Journal of Antibiotics. Vol. 39, Pg. 606, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 301.5 dec deg C   EXP
log P (octanol-water) 2.840 (none)   EST
Atmospheric OH Rate Constant 2.31E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.