A0887

5α-Androstane

Name: 5α-Androstane
Brand: SIGMA

Synonym(s):

Etioallocholane

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₃₂

CAS Number:

438-22-2

Molecular Weight:

260.46

NACRES:

NA.77

PubChem Substance ID:

24890466

UNSPSC Code:

12352211

EC Number:

207-116-2

MDL number:

MFCD00067600

Form:

powder

Assay:

≥99% (HPLC)

Key Documents

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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

Cell Culture & Analysis

Cell Culture Supplements & Reagents

Hormones

Molecular Biology & Functional Genomics

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Show Differences

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This Item	D4000	A3009	P8129
Sigma-Aldrich A0887 5α-Androstane	Sigma-Aldrich D4000 trans-Dehydroandrosterone	Sigma-Aldrich A3009 4-Androsten-11β-ol-3,17-dione	Sigma-Aldrich P8129 5β-Pregnan-3α-ol-20-one
assay ≥99% (HPLC)	assay ≥99%	assay ≥98.00% (TLC)	assay ≥98% (TLC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
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 chloroform: 50 mg/mL, clear, colorless
Gene Information human ... UGT1A4(54657)	Gene Information human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), SERPINA6(866) rat ... Ar(24208)	Gene Information -	Gene Information rat ... Gabra2(29706)
storage temp. room temp	storage temp. room temp	storage temp. room temp	storage temp. room temp

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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Certificates of Analysis (COA)

Lot/Batch Number

0000218797

0000471993

0000477738

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Degradation of petroleum hydrocarbons in seawater by simulated surface-level atmospheric ozone: Reaction kinetics and effect of oil dispersant.

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

Two complementary methods to control gonadotropin-releasing hormone vaccination (Improvac®) misuse in horseracing: Enzyme-linked immunosorbent assay test in plasma and steroidomics in urine.

Ludovic Bailly-Chouriberry et al.

Drug testing and analysis, 9(9), 1432-1440 (2017-03-16)

Since the availability on the European market of the vaccine Improvac® dedicated to male pig immunological castration, the risk of misuse of this product in horses is now considered as a threat for the horseracing industry. Immunological castration is not

Expression, microsomal and mitochondrial activities of cytochrome P450 enzymes in brain regions from control and phenobarbital-treated rabbits.

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

Mechanism of induction of cytochrome p450 enzymes by the proestrogenic endocrine disruptor pesticide-methoxychlor: interactions of methoxychlor metabolites with the constitutive androstane receptor system.

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

Rapid transbilayer movement of spin-labeled steroids in human erythrocytes and in liposomes.

Peter Müller et al.

Biophysical journal, 82(3), 1418-1428 (2002-02-28)

The transbilayer movement and distribution of spin-labeled analogs of the steroids androstane (SLA) and cholestane (SLC) were investigated in the human erythrocyte and in liposomes. Membranes were labeled with SLA or SLC, and the analogs in the outer leaflet were

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Global Trade Item Number

SKU	GTIN
A0887-100MG	04061833334577
A0887-1G	04061826752111

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