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Substance Name: Penicillic acid
RN: 90-65-3
UNII: ONL14K3AFD
InChIKey: VOUGEZYPVGAPBB-GQCTYLIASA-N

Note

  • A mycotoxin with antibiotic and carcinogenic activity produced by various strains of PENICILLIUM and ASPERGILLUS. It has been found in tobacco, sausages, and corn.

Molecular Formula

  • C8-H10-O4

Molecular Weight

  • 170.163
 

Classification Codes

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms

Name of Substance

  • Penicillic acid

MeSH Heading

  • Penicillic acid

Synonyms

  • 2,5-Hexadienoic acid, 3-methoxy-5-methyl-4-oxo-
  • 3-03-00-01467 (Beilstein Handbook Reference)
  • 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid
  • BRN 1773464
  • CCRIS 4941
  • EINECS 202-008-1
  • gamma-Keto-beta-methoxy-delta-methylene-delta(sup alpha)-hexenoic acid
  • HSDB 3523
  • Kyselina penicilova
  • Kyselina penicilova [Czech]
  • PA
  • Pencillic acid
  • Penicillic acid
  • UNII-ONL14K3AFD

Systematic Names

  • 2,5-Hexadienoic acid, 3-methoxy-5-methyl-4-oxo-
  • 3-Methoxy-5-methyl-4-oxohexa-2,5-dienoic acid
  • Penicillic acid

Superlist Name

  • Penicillic acid

Registry Numbers

CAS Registry Number

  • 90-65-3

FDA UNII

  • ONL14K3AFD

System Generated Number

  • 0000090653

Structure Descriptors

InChI

1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4+

InChIKey

VOUGEZYPVGAPBB-GQCTYLIASA-N

Smiles

C(\C(C(C)=C)=O)(=C/C(O)=O)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 90mg/kg (90mg/kg)   Toxicology and Applied Pharmacology. Vol. 52, Pg. 1, 1980.
mouse LD50 intravenous 250mg/kg (250mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 119, 1946.
mouse LD50 oral 600mg/kg (600mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 119, 1946.
mouse LD50 subcutaneous 100mg/kg (100mg/kg)   "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 1122, 1989.
mouse LDLo unreported 280mg/kg (280mg/kg)   British Journal of Cancer. Vol. 15, Pg. 85, 1961.
rat LD50 intraperitoneal 90mg/kg (90mg/kg) LIVER: OTHER CHANGES Journal of Toxicology and Environmental Health. Vol. 7, Pg. 169, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 83 deg C   EXP
log P (octanol-water) 1.300 (none)   EST
Water Solubility 2.00E+04 mg/L 25 EXP
Vapor Pressure 1.24E-03 mm Hg 25 EST
Henry's Law Constant 6.65E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.33E-11 cm3/molecule-sec 25 EST

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