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A0887

Sigma-Aldrich

5α-Androstane

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Synonym(s):
Etioallocholane
Empirical Formula (Hill Notation):
C19H32
CAS Number:
438-22-2
Molecular Weight:
260.46
EC Number:
207-116-2
MDL number:
MFCD00067600
UNSPSC Code:
12352211
PubChem Substance ID:
24890466
NACRES:
NA.77

Assay

≥99% (HPLC)

Quality Level

200

form

powder

solubility

chloroform: 49-51 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@@]12CC[C@@]3([H])CCCC[C@]3(C)[C@@]1([H])CC[C@]4(C)CCC[C@@]24[H]

InChI

1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14-,15+,16+,17+,18+,19+/m1/s1

InChI key

QZLYKIGBANMMBK-UGCZWRCOSA-N

Gene Information

human ... UGT1A4(54657)

Related Categories

Application

5α-Androstane has been used to treat androgen-dependent and androgen-independent prostate cancer cells (LNCaP and PC-3) to investigate cell proliferation, viability, adhesion and hormone expression.

Other Notes

Serves as the parent steroid skeleton for all androgens, but the hydrocarbon itself is not naturally occurring.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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Haodong Ji et al.
Marine pollution bulletin, 135, 427-440 (2018-10-12)
Oil degradation by surface-level atmospheric ozone has been largely ignored in the field. To address this knowledge gap, this study investigated the ozonation rate and extent of typical petroleum compounds by simulated surface-level ozone, including total petroleum hydrocarbons (TPHs), n-alkanes
Estrogen and androgen hormone levels modulate the expression of PIWI interacting RNA in prostate and breast cancer
Oner C, et al.
PLoS ONE, 11(7), e0159044-e0159044 (2016)
Neelima Dhingra et al.
Archives of pharmacal research, 34(7), 1055-1063 (2011-08-04)
A number of 17-oxo-5-androsten-3β-yl esters (9a-9f) and 3β-alkoxy-5-androsten-17-ones (11a-11e) were synthesized from commercially available (25R)-5-spirosten-3β-ol (Diosgenin) (4) as starting material. The synthesized compounds were evaluated for their antiproliferative activity against the prostate-specific cancer cell line DU-145, acute toxicity and effect
Claudia Cimpoiu et al.
Journal of pharmaceutical and biomedical analysis, 41(2), 633-637 (2006-01-24)
The aim of this paper was the analysis of five androstane isomers by thin-layer chromatography (TLC). The choice of proper mobile phase and the optimization of the mobile phase composition are very important because the chromatographic separation is difficult to
Nathan J Cherrington et al.
The Journal of pharmacology and experimental therapeutics, 300(1), 97-104 (2001-12-26)
Many phase I and II microsomal enzyme inducers share common mechanisms of transcriptional activation and thus share a similar battery of genes that are coordinately regulated. Many phase II metabolites are thought to be transported out of cells by multidrug
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