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Safety Information

A0887

Sigma-Aldrich

5α-Androstane

Synonym(s):

Etioallocholane

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About This Item

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
form:
powder
Assay:
≥99% (HPLC)

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)

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.

Storage Class Code

11 - Combustible Solids

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000382178
0000382178
0000242478
0000224112
0000224113

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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)
Kaoru Kobayashi et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(7), 924-929 (2005-04-02)
Constitutive active (or androstane) receptor (CAR, NR1I3), a member of the nuclear receptor family, is a major regulator for induction of cytochrome P450 2B (CYP2B) genes by phenobarbital. Phenobarbital-like inducer, 1,4-bis[2-(3,5-dichloropyridyloxy)]benzene is a potent mouse CAR ligand that has been
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
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
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