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11-Ketodihydrotestosterone (Standard)

CAT: 0804-HY-135794RSize: 1 EachDry Ice: NoHazardous: No
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Description
11-Ketodihydrotestosterone (Standard) is the analytical standard of 11-Ketodihydrotestosterone. This product is intended for research and analytical applications. 11-Ketodihydrotestosterone (11-KDHT; 5α-Dihydro-11-keto testosterone) is an endogenous steroid and a metabolite of 11β-Hydroxyandrostenedione. 11-Ketodihydrotestosterone is an active androgen and is also a potent androgen receptor (AR) agonist with a Ki of 20.4 nM and an EC50 of 1.35 nM for human AR. 11-Ketodihydrotestosterone drives gene regulation, protein expression and cell growth in androgen-dependent prostate cancer cells[1][2].
CAS Number
32694-37-4
Product Name Alternative
11-KDHT (Standard) ; 5α-Dihydro-11-keto testosterone (Standard)
UNSPSC
12352211
Target
Androgen Receptor; Reference Standards
Type
Reference Standards
Related Pathways
Others; Vitamin D Related/Nuclear Receptor
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/11-ketodihydrotestosterone-standard.html
Smiles
C[C@@]1(C2)[C@@H](O)CC[C@@]1([H])[C@]3([H])CC[C@@]4([H])CC(CC[C@]4(C)[C@@]3([H])C2=O)=O
Molecular Formula
C19H28O3
Molecular Weight
304.42
References & Citations
[1]Pretorius E, et al. 1-Ketotestosterone and 11-Ketodihydrotestosterone in Castration Resistant Prostate Cancer: Potent Androgens Which Can No Longer Be Ignored. PLoS One. 2016 Jul 21;11 (7) :e0159867.|[2]du Toit T, et al. Profiling adrenal 11β-hydroxyandrostenedione metabolites in prostate cancer cells, tissue and plasma: UPC2-MS/MS quantification of 11β-hydroxytestosterone, 11keto-testosterone and 11keto-dihydrotestosterone. J Steroid Biochem Mol Biol. 2017 Feb;166:54-67.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

11-Ketodihydrotestosterone

11-oxo-5alpha-dihydrotestosterone is an androstanoid that is 5alpha-dihydrotestosterone carrying an additional oxo substituent at position 11. It is a 17beta-hydroxy steroid, an 11-oxo steroid, a 3-oxo steroid and an androstanoid. It is functionally related to a testosterone.

CAS Number32694-37-4
PubChem CID11197479
IUPAC Name(5S,8S,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-2,4,5,6,7,8,9,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
Molecular FormulaC19H28O3
Molecular Weight304.4
XLogP2.3
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count22
Formal Charge0
Complexity527
SMILES
C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C
InChI
InChI=1S/C19H28O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11,13-14,16-17,22H,3-10H2,1-2H3/t11-,13-,14-,16-,17+,18-,19-/m0/s1
InChIKey
RSQKILYTRHKUIJ-HZGXJFKTSA-N
Chemical Structure
2D Structure
2D structure of 11-Ketodihydrotestosterone
CAS: 32694-37-4
CID: 11197479
Formula: C19H28O3
MW: 304.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight304.4
XLogP32.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass304.20384475
Monoisotopic Mass304.20384475
Topological Polar Surface Area54.4 Ų
Heavy Atom Count22
Formal Charge0
Complexity527
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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