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Substance Name: Judaicin (eudesmane naphthofuran)
RN: 3162-56-9
InChIKey: NGPDZEACIWDCKX-WUDKWMPASA-N

Note

  • A eudesmane type sesquiterpene lactone, 4-Hydroxy-1-oxo-2-eudesmen-12,6-olide; anti-anginal drug from Artemesia judaica Linn; from Artemisia canariensis Lees (vulgarin).

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C15-H20-O4

Molecular Weight

  • 264.319
 
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Names and Synonyms

Name of Substance

  • Judaicin (eudesmane naphthofuran)

Synonyms

  • Barrelin
  • Judaicin
  • Judaicin (sesquiterpene)
  • Tauremisin
  • Tauremizin
  • Vulgarin

Systematic Names

  • 3a,5,5a,9,9a,9b-Hexahydro-9-hydroxy-3,5a,9-trimethylnaphtho(1,2-b)furan-2,6(3H,4H)-dione
  • Eudesm-2-en-12-oic acid, 4,6-alpha-dihydroxy-1-oxo-, gamma-lactone, (11S)-
  • Naphtho(1,2-b)furan-2,6(3H,4H)-dione, 3a,5,5a,9,9a,9b-hexahydro-9-hydroxy-3,5a,9-trimethyl-, (3S,3aS,5aR,9R,9aS,9bS)-
  • Naphtho(1,2-b)furan-2,6(3H,4H)-dione, 3a,5,5a,9,9a,9b-hexahydro-9-hydroxy-3,5a,9-trimethyl-, (3S-(3alpha,3aalpha,5abeta,9alpha,9aalpha,9bbeta))-

Registry Numbers

CAS Registry Number

  • 3162-56-9

Other Registry Numbers

  • 1351-48-0
  • 17237-80-8
  • 34319-09-0
  • 5091-07-6

System Generated Number

  • 0003162569

Structure Descriptors

InChI

1S/C15H20O4/c1-8-9-4-6-14(2)10(16)5-7-15(3,18)12(14)11(9)19-13(8)17/h5,7-9,11-12,18H,4,6H2,1-3H3/t8-,9-,11-,12+,14-,15+/m0/s1

InChIKey

NGPDZEACIWDCKX-WUDKWMPASA-N

Smiles

O=C1[C@H]([C@@H]2CC[C@@]3(C(C=C[C@]([C@H]3[C@@H]2O1)(O)C)=O)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 25mg/kg (25mg/kg)   "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 688, 1967.
mouse LD50 oral 79mg/kg (79mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: EXCITEMENT
Farmakologiya i Toksikologiya Vol. 29, Pg. 444, 1966.
mouse LD50 subcutaneous 60mg/kg (60mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Farmakologiya i Toksikologiya Vol. 29, Pg. 444, 1966.
mouse LD50 unreported 49200ug/kg (49.2mg/kg)   Planta Medica. Vol. 25, Pg. 88, 1974.
rat LD50 unreported 79400ug/kg (79.4mg/kg)   Planta Medica. Vol. 25, Pg. 88, 1974.
rat LDLo rectal 5mg/kg (5mg/kg) CARDIAC: OTHER CHANGES Planta Medica. Vol. 25, Pg. 88, 1974.