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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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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

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

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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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
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
Takeshi Akiyoshi et al.
Drug metabolism and disposition: the biological fate of chemicals, 39(4), 724-728 (2011-01-08)
CYP3A4, an important drug-metabolizing enzyme, is known to have genetic variants. We have previously reported that CYP3A4 variants such as CYP3A4.2, 7, 16, and 18 show different enzymatic kinetics from CYP3A4.1 (wild type). In this study, we quantitatively investigated the
Jin Wu et al.
Analytical chemistry, 79(12), 4657-4665 (2007-05-15)
This paper describes the development of a high-throughput method for the analysis of cytochrome P450 (CYP) inhibition assay incubation samples using laser diode thermal desorption interfaced with atmospheric pressure chemical ionization mass spectrometry (LDTD-APCI-MS). Data for the CYP isoforms 3A4
Matthew G Soars et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(1), 140-148 (2004-01-08)
Uridine diphosphate glucuronosyltransferases (UGTs) catalyze the glucuronidation of a wide range of xenobiotics and endogenous substrates. However, there is a lack of information concerning the response of human UGTs to inducers, and this observation prompted the current investigation. The glucuronidation
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