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Merck
CN

H2898

6β-Hydroxytestosterone

≥97% (HPLC), testosterone metabolite, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H28O3
CAS Number:
62-99-7
Molecular Weight:
304.42
UNSPSC Code:
12352200
PubChem Substance ID:
24895541
NACRES:
NA.77
MDL number:
MFCD00171612

Key Documents

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Product Name

6β-Hydroxytestosterone, ≥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

200

Related Categories

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
GHS08

signalword

Danger

hcodes

H351,H360

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

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

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000491094
0000491094
MKCT9808
MKCT3540
MKCV3810

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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
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
Takashi Furuta et al.
Steroids, 68(7-8), 693-703 (2003-09-06)
A method is described for the preparation of two types of multi-labeled 6 beta-hydroxycortisol containing either five deuterium atoms at C-19 methyl and C-1 methylene or four 13C atoms at C-1, C-2, C-4, and C-19 in addition to the five
Vilasinee Hirunpanich et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(2), 305-310 (2005-11-22)
To investigate the pharmacokinetic interaction between cyclosporin A (CsA) and docosahexaenoic acid (DHA) in vivo, 5 mg/kg CsA was orally or intravenously coadministered with DHA (50-200 microg/kg) to rats. The effect of DHA on CYP3A activity was determined using rat
Ying-Hong Wang et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(5), 664-671 (2005-02-04)
The genetic basis for polymorphic expression of CYP3A5 has been recently identified, but the significance of CYP3A5 expression is unclear. The purpose of this study is to quantify the capability of verapamil, a mechanism-based inhibitor of CYP3A, and its metabolites
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