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Merck
CN

H2898

6β-羟基睾丸激素

≥97% (HPLC), testosterone metabolite, powder

别名:

4-Androstene-6β,17β-diol-3-one, 6β, 17β,-Dihydroxyandrost-4-en-3-one

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关于此项目

经验公式(希尔记法):
C19H28O3
化学文摘社编号:
分子量:
304.42
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

6β-羟基睾丸激素, ≥97% (HPLC)

SMILES string

C[C@]12CC[C@H]3[C@@H](C[C@@H](O)C4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

InChI

1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16+,17-,18+,19-/m0/s1

InChI key

XSEGWEUVSZRCBC-ZVBLRVHNSA-N

sterility

non-sterile

assay

≥97% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

methanol: 50 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

Quality Level

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Application

6β-Hydroxytestosterone has been used as a standard in high-performance liquid chromatography (HPLC) analysis to measure testosterone 6 β -hydroxylase activity in rat liver microsomes, and measure cytochrome P450 3A (CYP3A) activity in the intestinal spheroid model.

Biochem/physiol Actions

6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.
6β-Hydroxytestosterone is a metabolite generated by brain testosterone cytochrome P450 1B1 (CYP1B1). It may elicit angiotensin II-induced neurogenic hypertension and inflammation in male mice.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Carc. 2 - Repr. 1B

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品
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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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Purnima Singh et al.
Hypertension (Dallas, Tex. : 1979), 76(3), 1006-1018 (2020-08-07)
Previously, we showed that peripheral administration of 6β-hydroxytestosterone, a CYP1B1 (cytochrome P450 1B1)-generated metabolite of testosterone, promotes angiotensin II-induced hypertension in male mice. However, the site of action and the underlying mechanism by which 6β-hydroxytestosterone contributes to angiotensin II-induced hypertension
Laura M Langan et al.
Frontiers in pharmacology, 9, 947-947 (2018-09-07)
Compared to two-dimensional (2D) cell culture, cellular aggregates or spheroids (3D) offer a more appropriate alternative in vitro system where individual cell-cell communication and micro-environment more closely represent the in vivo organ; yet we understand little of the physiological conditions
Thomas M Polasek et al.
European journal of clinical pharmacology, 62(3), 203-208 (2006-01-18)
Macrolide antibiotics are mechanism-based inactivators of CYP3A enzymes that exhibit varying degrees of inhibitory potency. Our aim was to predict quantitatively the drug-drug interaction (DDI) potential of five macrolides from in vitro studies using testosterone as the CYP3A substrate, and
Dan A Rock et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(12), 2410-2413 (2008-09-04)
Cytochrome P450 (P450) reaction phenotyping is a key process toward accurately determining the contribution of different P450s to the metabolism of new chemical entities. The significance of P450s to drug disposition has led to the identification of selective chemical and
Zhen Lou et al.
The Journal of steroid biochemistry and molecular biology, 82(4-5), 413-424 (2003-02-19)
Intestinal or hepatic microsomes from channel catfish converted [4-14C]-testosterone to three major metabolites: 6 beta-hydroxytestosterone, androstenedione and a third metabolite. Formation of the unknown metabolite required NADPH as cofactor. When incubated with 200 microM testosterone, the rate of formation of

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