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Substance Name: Usnic acid
RN: 125-46-2
UNII: 0W584PFJ77
InChIKey: CUCUKLJLRRAKFN-UHFFFAOYSA-N

Classification Codes

  • Anti-Infective Agents
  • Antifungal Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Antitrichomonal Agents
  • Drug / Therapeutic Agent
  • Mutation Data

Molecular Formula

  • C18-H16-O7

Molecular Weight

  • 344.3174
 
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Names and Synonyms

Name of Substance

  • 1,3-(2H,9bH)-Dibenzofurandione, 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-
  • 2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyl-1,3(2H,9bh)-dibenzofurandione
  • Usnic acid

Synonyms

  • (+-)-Uanic acid
  • 2,6-Diacetyl-7,9-dihydroxy-8,9b-dimethyl-1,3(2H,9bh)-dibenzofurandione
  • AI3-50457
  • BRN 1299865
  • CCRIS 5518
  • EINECS 204-740-7
  • HSDB 7170
  • NSC 8517
  • UNII-0W584PFJ77
  • Usnein
  • Usniacin
  • Usnic acid
  • Usninic acid
  • Usninsaeure
  • Usninsaeure [German]
  • Usno

Systematic Names

  • 1,3(2H,9bH)-Dibenzofurandione, 2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl-
  • 2,6-Diacetyl-1,2,3,9b-tetrahydro-7,9-dihydroxy-8,9b-dimethyldibenzofuran-1,3-dione
  • Usnic acid

Registry Numbers

CAS Registry Number

  • 125-46-2

FDA UNII

  • 0W584PFJ77

Other Registry Numbers

  • 11024-93-4
  • 17669-01-1
  • 1946-70-9
  • 21987-06-4
  • 510-03-2
  • 596-41-8

System Generated Number

  • 0000125462

Structure Descriptors

InChI

1S/C18H16O7/c1-6-14(22)12(8(3)20)16-13(15(6)23)18(4)10(25-16)5-9(21)11(7(2)19)17(18)24/h5,11,22-23H,1-4H3

InChIKey

CUCUKLJLRRAKFN-UHFFFAOYSA-N

Smiles

C12(c3c(OC1=CC(=O)C(C2=O)C(=O)C)c(c(c(c3O)C)O)C(=O)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 25mg/kg (25mg/kg)   Antibiotics. Vol. 1, Pg. 611, 1967.
mouse LD50 subcutaneous 75mg/kg (75mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 9, Pg. 89, 1982.
rabbit LD oral > 500mg/kg (500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 510, 1955.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 204 deg C   EXP
log P (octanol-water) 2.88 (none)   EXP
Water Solubility 88.5 mg/L 25 EST
Vapor Pressure 1.14E-12 mm Hg 25 EST
Henry's Law Constant 2.82E-21 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.80E-10 cm3/molecule-sec 25 EST

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