Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H27NO3 |
Molecular Weight | 329.4333 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12O[C@]13CC[C@@]4([H])[C@]5([H])CC[C@H](O)[C@@]5(C)CC[C@]4([H])[C@@]3(C)CC(C#N)=C2O
InChI
InChIKey=KVJXBPDAXMEYOA-CXANFOAXSA-N
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
Molecular Formula | C20H27NO3 |
Molecular Weight | 329.4333 |
Charge | 0 |
Count |
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Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 8 / 8 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Trilostane is a synthetic steroid, which interferes with the formation of both cortisol and aldosterone. It is an inhibitor of 3 beta-hydroxysteroid dehydrogenase. This drug under trade name MODRASTANE was withdrawn from human use in the United States market. But marketed under the trade names Modrenal and is already approved in the United Kingdom for the treatment of advanced post-menopausal breast cancer and Cushing 's disease. In addition, this drug has been successfully developed and marketed for veterinary use in the United Kingdom under the trade name Vetoryl.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL3670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6589100 |
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Target ID: CHEMBL1958 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6589100 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | modrenal Approved UseUnknown |
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Primary | VETORYL Approved UseUnknown |
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Primary | modrenal Approved UseUnknown |
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Primary | modrenal Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Inhibition of human placental progesterone synthesis and aromatase activity by synthetic steroidogenic inhibitors in vitro. | 1983 Jun |
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Evidence that the preovulatory rise in intrafollicular progesterone may not be required for ovulation in cattle. | 2007 Mar |
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Effects of a 3beta-hydroxysteroid dehydrogenase inhibitor, trilostane, on the fathead minnow reproductive axis. | 2008 Jul |
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Decreased cytochrome c oxidase IV expression reduces steroidogenesis. | 2011 Aug |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17109615
for human: in postmenopausal cancer at a dose of 720 – 960 mg/day
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2824205
Curator's Comment: Trilostane may have on cellular cultures of human mammary carcinoma (MCF-7 Evsa-T). Trilostane does not react with any of the main hormonal sex steroid receptors, nor does it interfere with cultures of human mammary cancer cells either containing estrogen receptors and therefore allegedly hormone-dependent (MCF-7 line), or estrogen receptor-negative cells, presumably independent of hormonal manipulations (Evsa-T cell line).
Unknown
Substance Class |
Chemical
Created
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Record UNII |
L0FPV48Q5R
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Record Status |
Validated (UNII)
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CFR |
21 CFR 520.2598
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NCI_THESAURUS |
C2355
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C2184
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WHO-ATC |
H02CA01
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WHO-VATC |
QH02CA01
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NCI_THESAURUS |
C2017
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758904
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SUB11297MIG
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6850
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CHEMBL1200907
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L0FPV48Q5R
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L0FPV48Q5R
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656583
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m11137
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38668
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13647-35-3
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C1263
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DTXSID9023706
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100000076938
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DB01108
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TRILOSTANE
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237-133-0
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C009954
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3928
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Related Record | Type | Details | ||
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ACTIVE MOIETY |