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Merck
CN

A2480

Sigma-Aldrich

5α-Androstan-3β-ol

powder

别名:

3β-Hydroxy-5α-androstane

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关于此项目

经验公式(希尔记法):
C19H32O
化学文摘社编号:
分子量:
276.46
EC 号:
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
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生物来源

synthetic (organic)

质量水平

无菌性

non-sterile

表单

powder

溶解性

DMSO: soluble 14 mg/mL at ≤60 °C
H2O: insoluble

运输

ambient

储存温度

room temp

SMILES字符串

[H][C@@]12CC[C@@]3([H])[C@]4([H])CCC[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](O)C2

InChI

1S/C19H32O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h13-17,20H,3-12H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

InChI key

DJTOLSNIKJIDFF-LOVVWNRFSA-N

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应用

5α-Androstan-3β-ol has been used as a cortisone analog to test its effect on the voltage-dependent potassium channel (Kv) current.

生化/生理作用

mCAR (constitutive androstane receptor) inverse agonist; testosterone metabolite.

危险声明

预防措施声明

危险分类

Aquatic Chronic 4

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Yaping Pan et al.
ACS chemical biology, 7(10), 1641-1646 (2012-07-19)
The Kv1 family voltage-dependent K(+) channels are essential for termination of action potentials in neurons and myocytes. These channels form a stable complex with their beta subunits (Kvβ), some of which inhibit channel activity. Cortisone potentiates Kv1 channel by binding
Scott S Auerbach et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(3), 428-439 (2006-12-30)
The constitutive androstane receptor (CAR; NR1I3) regulates the expression of genes involved in xenobiotic metabolism. Alternative splicing of the human CAR gene yields an array of mRNAs that encode structurally diverse proteins. One form of CAR, termed CAR2, contains an
Li-Hua Huang et al.
Steroids, 77(5), 367-374 (2011-12-21)
The preparation of novel steroidal heterocycles containing the 7-aryl-substituted 1,2,4-triazolo[1,5-a]pyrimidine moiety fused to the 16,17-positions of the steroid nucleus is described. The Aldol reaction of 4-aza-androst-3,17-dione (1a) and dehydroepiandrosterone (DHEA, 1b) with aromatic aldehydes was catalyzed by KF/Al(2)O(3) to give
D B Gower et al.
The Journal of steroid biochemistry and molecular biology, 48(4), 409-418 (1994-03-01)
The concentrations of five 16-androstene steroids were determined, by a GC-MS method, in freshly-produced apocrine sweat (adrenaline-induced), in 8 men and 2 women. The ranges of concentrations (nmol/microliter) in apocrine sweat were: 5 alpha-androst-16-en-3-one (5 alpha-A), 0.1-2.0 and 4,16-androstadien-3-one (androstadienone)
Giovanna M Ledda-Columbano et al.
Carcinogenesis, 24(6), 1059-1065 (2003-06-17)
The nuclear receptor Constitutive Androstane Receptor (CAR) binds DNA as a heterodimer with the retinoic-X receptor and activates gene transcription. Previously, in vitro studies have shown that the testosterone metabolites, androstenol and androstenol, inhibit the constitutive transcriptional activity of CAR

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