SML0141
Trilostane
≥98% (HPLC), 3β-hydroxysteroid dehydrogenase inhibitor, powder
Synonym(s):
(4α,5α,17β)-3,17-dihydroxy-4,5-epoxyandrost-2-ene-2-carbonitrile
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About This Item
Empirical Formula (Hill Notation):
C20H27NO3
CAS Number:
Molecular Weight:
329.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
237-133-0
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Product Name
Trilostane, ≥98% (HPLC)
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥17 mg/mL
storage temp.
2-8°C
SMILES string
C[C@]12CC[C@H]3[C@@H](CC[C@@]45O[C@@H]4C(O)=C(C[C@]35C)C#N)[C@@H]1CC[C@@H]2O
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
InChI key
KVJXBPDAXMEYOA-CXANFOAXSA-N
Gene Information
human ... HSD3B2(3284)
General description
Trilostane inhibits the production of adrenal steroids, such as cortisol and aldosterone. It is used to treat aldosteronism.
Application
Trilostane has been used to evaluate its capability to regulate the sex-dependent differences in the lipopolysaccharide (LPS)-induced inflammatory responses of astrocytes.
Trilostane was used to inhibit the activity of 3β-hydroxysteroid dehydrogenase in mouse ovary.
Biochem/physiol Actions
Inhibitor of 3 β-hydroxysteroid dehydrogenase
Trilostane is an inhibitor of 3 β-hydroxysteroid dehydrogenase (3-β-HSD or delta 5-delta 4-isomerase), an essential enzyme for the biosynthesis of all classes of hormonal steroids. It has been used in the treatment of Cushing′s syndrome for stopping the production of cortisol, and is currently approved for dogs in the US, but is still a human drug in the UK and other countries. It is being investigated as a possible treatment for both breast cancer and prostate cancer to prevent the synthesis of estrogens and androgens from endogenous precursors. It has also been used to inhibit endogenous production of progesterone in research studies.
Features and Benefits
This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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