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Substance Name: Trilostane [USAN:INN:BAN:JAN]
RN: 13647-35-3
UNII: L0FPV48Q5R
InChIKey: KVJXBPDAXMEYOA-CXANFOAXSA-N

Note

  • Inhibits conversion of pregnenolone to progesterone; adrenal blocking agent used in treatment of Cushing's syndrome.

Molecular Formula

  • C20-H27-N-O3

Molecular Weight

  • 329.4373
 

Classification Codes

  • Abortifacient Agents
  • Abortifacient Agents, Steroidal
  • Antineoplastic Agents
  • Dopamine Agonist
  • Enzyme Inhibitors
  • Hormone
  • Human Data
  • Reproductive Control Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Trilostane
  • Trilostane [USAN:INN:BAN:JAN]

Synonyms

  • (2-alpha,4-alpha,5-alpha,17-beta)-4,5-Epoxy-17-hydroxy-3-oxoandrostane-2-carbonitrile
  • 4-alpha,5-Epoxy-3,17-dihydroxy-5-alpha-androst-2-ene-2-carbonitrile
  • 4-alpha-5-Epoxy-17-beta-hydroxy-3-oxo-5-alpha-androstane-2-alpha-carbonitrile
  • 4alpha,5-Epoxy-3,17beta-dihydroxy-5alpha-androst-2-ene-2-carbonitrile
  • Androstane-2-carbonitrile, 4,5-epoxy-17-hydroxy-3-oxo-, (2-alpha,4-alpha,5-alpha,17-beta)-
  • EINECS 237-133-0
  • Modrastane
  • Modrenal
  • Trilostane
  • Trilostano
  • Trilostano [INN-Spanish]
  • Trilostanum
  • Trilostanum [INN-Latin]
  • UNII-L0FPV48Q5R
  • Vetoryl
  • Win 24,540
  • WIN 24450

Systematic Names

  • 5-alpha-Androstane-2-alpha-carbonitrile, 4-alpha,5-epoxy-17-beta-hydroxy-3-oxo-
  • Androst-2-ene-2-carbonitrile, 4,5-epoxy-3,17-dihydroxy-, (4alpha,5alpha,17beta)-
  • Trilostane

Superlist Name

  • Trilostane

Registry Numbers

CAS Registry Number

  • 13647-35-3

FDA UNII

  • L0FPV48Q5R

Other Registry Numbers

  • 27107-98-8
  • 28414-46-2

System Generated Number

  • 0013647353

Structure Descriptors

InChI

1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1

InChIKey

KVJXBPDAXMEYOA-CXANFOAXSA-N

Smiles

[C@]123[C@@](C4C(CC3)C3[C@](CC4)([C@H](CC3)O)C)(C[C@H](C(=O)[C@H]1O2)C#N)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1205mg/kg (1205mg/kg)   Yakkyoku. Pharmacy. Vol. 37, Pg. 1637, 1986.
mouse LD50 intravenous 109mg/kg (109mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 365, 1986.
mouse LD50 oral > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. -, Pg. 752, 1990.
mouse LD50 subcutaneous > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. -, Pg. 752, 1990.
rat LD50 intraperitoneal 1055mg/kg (1055mg/kg)   Yakkyoku. Pharmacy. Vol. 37, Pg. 1637, 1986.
rat LD50 intravenous 102mg/kg (102mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 365, 1986.
rat LD50 oral > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. -, Pg. 752, 1990.
rat LD50 subcutaneous 7050mg/kg (7050mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 365, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 264 dec deg C   EXP
log P (octanol-water) 2.020 (none)   EST
Atmospheric OH Rate Constant 4.64E-11 cm3/molecule-sec 25 EST

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