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Substance Name: Chlorogenic acid
RN: 327-97-9
InChIKey: CWVRJTMFETXNAD-JUHZACGLSA-N

Note

  • A naturally occurring phenolic acid which is a carcinogenic inhibitor. It has also been shown to prevent paraquat-induced oxidative stress in rats. (From J Chromatogr A 1996;741(2):223-31; Biosci Biotechnol Biochem 1996;60(5):765-68).

Molecular Formula

  • C16-H18-O9

Molecular Weight

  • 354.309
 

Classification Codes

  • Mutation Data
  • Natural Product
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Chlorogenic acid

MeSH Heading

  • Chlorogenic acid

Synonyms

  • 3-(3,4-Dihydroxycinnamoyl)quinic acid
  • 3-Caffeoylquinic acid
  • 3-O-Caffeoylquinic acid
  • CCRIS 1400
  • Chlorogenic acid
  • EINECS 206-325-6
  • Hlorogenic acid
  • NSC 407296
  • NSC 70861

Systematic Names

  • 5-O-(3,4-Dihydroxycinnamoyl)-L-quinic acid
  • Chlorogenic acid (8CI)
  • Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S,3R,4R,5R)-
  • Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, (1S-(1-alpha,3-beta,4-alpha,5-alpha))-

Registry Numbers

CAS Registry Number

  • 327-97-9

System Generated Number

  • 0000327979

Structure Descriptors

InChI

1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

InChIKey

CWVRJTMFETXNAD-JUHZACGLSA-N

Smiles

C1[C@](C[C@@H](OC(\C=C\c2cc(c(cc2)O)O)=O)[C@@H](O)[C@@H]1O)(C(=O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo intraperitoneal 4gm/kg (4000mg/kg)   Toxicology and Applied Pharmacology. Vol. 36, Pg. 227, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 2.66 (none) 27 EXP
log P (octanol-water) -1.010 (none)   EST
Water Solubility 4.00E+04 mg/L 25 EXP
Atmospheric OH Rate Constant 7.65E-11 cm3/molecule-sec 25 EST

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