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Merck
CN

UC282

6β-Hydroxytestosterone

≥97% (HPLC)

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:
12161501
PubChem Substance ID:
24900687
MDL number:
MFCD00171612

Key Documents

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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

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 key

XSEGWEUVSZRCBC-ZVBLRVHNSA-N

assay

≥97% (HPLC)

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to off-white

mp

≥205 °C

solubility

acetonitrile: soluble, ethanol: soluble, methanol: soluble

storage temp.

2-8°C

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Application

6β-Hydroxytestosterone has been used for CYP3A activity assays in rat hepatocytes and has also been used for CYP3A4 substrate selection studies.

Biochem/physiol Actions

6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.

Preparation Note

6β-Hydroxytestosterone is soluble in methanol, acetonitrile and ethanol.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H351,H360

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials 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

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Certificates of Analysis (COA)

Lot/Batch Number
068K3351
037K3851

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Yoshitaka Miyamoto et al.
Cell transplantation, 18(5), 677-681 (2009-09-25)
Three-dimensional culture procedures have attracted attention in various fields of cell biology. A newly developed cell array assisted in the formation of hepatocyte spheroids by two innovations: 1) micropatterning by a hydrophilic polymer, and 2) the use of bovine carotid
Aleksandra Galetin et al.
The Journal of pharmacology and experimental therapeutics, 314(1), 180-190 (2005-03-24)
The complexity of in vitro kinetic phenomena observed for CYP3A4 substrates (homo- or heterotropic cooperativity) confounds the prediction of drug-drug interactions, and an evaluation of alternative and/or pragmatic approaches and substrates is needed. The current study focused on the utility
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
Cuiping Chen et al.
The Journal of pharmacology and experimental therapeutics, 300(2), 417-420 (2002-01-24)
The adrenochrome reaction (oxidation of epinephrine to adrenochrome) has been widely employed as a standard assay for reactive oxygen species, produced under a variety of conditions, including those produced during cytochrome P450 (CYP)-mediated oxidation of substrates such as cyclosporine. However
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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