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Merck

A0887

5α-Androstane

Synonym(s):

Etioallocholane

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About This Item

Empirical Formula (Hill Notation):
C19H32
CAS Number:
Molecular Weight:
260.46
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
207-116-2
MDL number:
Form:
powder
Assay:
≥99% (HPLC)
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assay

≥99% (HPLC)

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Rushang D Patel et al.
Hepatology (Baltimore, Md.), 46(1), 209-218 (2007-06-29)
The aryl-hydrocarbon receptor (AhR) is a basic helix-loop-helix/Per-Arnt-Sim transcription factor that can be activated by exogenous as well as endogenous ligands. AhR is traditionally associated with xenobiotic metabolism. In an attempt to identify novel target genes, C57BL/6J mice were treated
Stephen S Ferguson et al.
Molecular pharmacology, 68(3), 747-757 (2005-06-04)
Cytochrome P450 (P450) enzymes play important roles in the metabolism of endogenous and xenobiotic substrates in humans. CYP2C8 is an important member of the CYP2C subfamily, which metabolizes both endogenous compounds (i.e., arachidonic acids and retinoic acid) and xenobiotics (e.g.

Global Trade Item Number

SKUGTIN
A0887-100MG04061833334577
A0887-1G04061826752111

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