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Substance Name: Ovalicin
RN: 19683-98-8
InChIKey: NESRXFGQJARQNM-OWYFMNJBSA-N

Note

  • Sesquiterpene isolated from culture filtrate of fungus Pseudorotium ovalis; shows antitumor activity.

Classification Codes

  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product

Molecular Formula

  • C16-H24-O5

Molecular Weight

  • 296.3606
 
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Names and Synonyms

Name of Substance

  • Ovalicin

Synonyms

  • (-)-Ovalicin
  • Graphinone
  • Ovalicin
  • SL-1846

Systematic Name

  • 1-Oxaspiro(2,5)octan-6-one, 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-4-hydroxy-5-methoxy-, (1S,2R,3S,4R,5S)-(-)-

Registry Numbers

CAS Registry Number

  • 19683-98-8

Other Registry Numbers

  • 11051-50-6
  • 11055-08-6

System Generated Number

  • 0019683988

Structure Descriptors

InChI

1S/C16H24O5/c1-10(2)5-6-12-14(3,21-12)16(18)13(19-4)11(17)7-8-15(16)9-20-15/h5,12-13,18H,6-9H2,1-4H3/t12-,13-,14+,15+,16+/m1/s1

InChIKey

NESRXFGQJARQNM-OWYFMNJBSA-N

Smiles

CC(=CC[C@@H]1[C@@](O1)(C)[C@]2([C@@H](C(=O)CC[C@]23CO3)OC)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 5500ug/kg (5.5mg/kg)   Experientia. Vol. 44, Pg. 611, 1988.
guinea pig LD50 intravenous 7mg/kg (7mg/kg)   Experientia. Vol. 44, Pg. 611, 1988.
guinea pig LD50 skin 200ug/kg (0.2mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: IRRITABILITY

BEHAVIORAL: FLUID INTAKE
Experientia. Vol. 44, Pg. 611, 1988.
mouse LD50 intraperitoneal 160mg/kg (160mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 63, 1981.
mouse LD50 intravenous > 100mg/kg (100mg/kg)   Experientia. Vol. 44, Pg. 611, 1988.
rat LD50 intravenous > 200mg/kg (200mg/kg)   Experientia. Vol. 44, Pg. 611, 1988.