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UC282

Sigma-Aldrich

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
MDL number:
MFCD00171612
UNSPSC Code:
12161501
PubChem Substance ID:
24900687

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

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Application

6β-Hydroxytestosterone has been used for CYP3A activity assays in rat hepatocytes[1] and has also been used for CYP3A4 substrate selection studies[2].

Biochem/physiol Actions

6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.

Preparation Note

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

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Product No.
Description
Pricing

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360

Precautionary Statements

P201 - P281 - P308 + P313

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Furong Qiu et al.
Xenobiotica; the fate of foreign compounds in biological systems, 40(12), 800-806 (2010-10-23)
This study evaluated the in vitro activation of CYP3A-mediated midazolam 1-hydroxylation and testosterone 6β-hydroxylation by tanshinone I, tanshinone IIA, and cryptotanshinone. The abilities of tanshinones to activate CYP3A-mediated midazolam 1-hydroxylation and testosterone 6β-hydroxylation in human liver microsomes (HLMs) were tested.
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
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
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