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A0887

Sigma-Aldrich

5α-Androstane

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Synonym(s):
Etioallocholane
Empirical Formula (Hill Notation):
C19H32
CAS Number:
Molecular Weight:
260.46
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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)

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This Item
D4000A3009A7755
5α-Androstane

Sigma-Aldrich

A0887

5α-Androstane

form

powder

form

crystalline powder

form

powder

form

powder

solubility

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

solubility

chloroform: 50 mg/mL, clear, colorless

solubility

chloroform: 49-51 mg/mL, clear, colorless to faintly yellow

solubility

methanol: 19.60-20.40 mg/mL, clear, colorless

shipped in

ambient

shipped in

ambient

shipped in

ambient

shipped in

-

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

Quality Level

200

Quality Level

-

Quality Level

200

Quality Level

200

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

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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)
Sandra Marini et al.
Life sciences, 80(10), 910-917 (2006-12-13)
Expression and monooxygenase activity of various cytochrome P450 (CYP) enzymes along with constitutive androstane (CAR) and the pregnane X (PXR) receptors were investigated in the brain of control and phenobarbital-treated rabbits (80 mg/kg for 4 days). RT-PCR analysis, using specific
D Blizard et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(6), 781-785 (2001-05-17)
Methoxychlor, a structural analog of the DDT pesticide, was previously shown to induce rat hepatic CYP2B and -3A mRNAs and the corresponding proteins [J Biochem Mol Toxicol 1998;12:315-323], Additionally, methoxychlor was found to activate the constitutive androstane receptor (CAR) system
Emma Maldonado et al.
Planta medica, 71(6), 548-553 (2005-06-23)
Two new withanolides, cinerolide and 24,25-dihydrowithanolide S, together with the new androstane, cinedione, and the known withanolides, visconolide, physalactone, withanolide S and 4beta-hydroxywithanolide E were isolated from the EtOAc extract of leaves, flowers and stems of Physalis cinerascens. The structures

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