Basic information
- CAS
63-01-4- Standard SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1C[C@@H](O)[C@@H]2O- InChIKey
YMCWOAZGWMZGQT-FPNLOETNSA-N- Molecular formula
- C19H28O3
- Average molar mass
- 304.4 g/mol
- Monoisotopic mass
- 304.20384475
Overview
16alpha-hydroxytestosterone is a C19-steroid that is testosterone in which the hydrogen at the 16alpha position has been replaced by a hydroxy group. It has a role as an androgen. It is a C19-steroid, a 16alpha-hydroxy steroid, a diol, a 17beta-hydroxy steroid, a secondary alcohol, a 3-oxo-Delta(4) steroid and an androstanoid. It is functionally related to a testosterone.
Names & identifiers
- Preferred name
- 16alpha-Hydroxytestosterone
- IUPAC
- (8R,9S,10R,13S,14S,16R,17R)-16,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
- English name
- 19-Hydroxytestosterone-19-cme
- Molecular formula
- C19H28O3
- Molecular weight
- 304.42
Names & synonyms
16alpha-Hydroxytestosterone16-Hydroxytestosterone63-01-476E963P1A9CHEBI:34172NSC-41338Androst-4-en-3-one, 16,17-dihydroxy-, (16alpha,17beta)-16alpha,17beta-Dihydroxy-4-androsten-3-one4-ANDROSTENE-16ALPHA,17BETA-DIOL-3-ONERefChem:437518636-306-1NSC 41338
Show more names
16α-Hydroxytestosterone19-Hydroxytestosterone-19-cme4-Androstene-16α,17β-diol-3-one"4-ANDROSTEN-16-α, 17-β-DIOL-3-ONE"16α,17β-Dihydroxyandrost-4-en-3-one4-Androstene-16ALPHA,17B-diol-3-one16A hydroxytestosterone--dea schedule*iii itemAndrost-4-en-3-one, 16,17-dihydroxy-, (16α,17β)-
CHEMBL41131616alpha,17beta-dihydroxyandrost-4-en-3-oneUNII-76E963P1A916a-hydroxytestosteroneAndrost-4-en-3-one, 16,17-dihydroxy-, (16.alpha.,17.beta.)-16alpha-hydroxy-testosteroneSCHEMBL1899372YMCWOAZGWMZGQT-FPNLOETNSA-N
Database identifiers
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 539
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 192 · 192-194 °C
- storage temp.
- 2 · 2-8°C
- solubility
- Acetonitrile (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- FDA UNII
- 76 E963P1A9 · 76E963P1A9
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 312 · H312-H302-H332-H351-H361
- Precautionary statements
- 280 · P280-P302+P352-P312-P322-P363-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P261-P271-P304+P340-P312
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- risk_code
- 61-40-20/21/22-63
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 53-22-36/37/39-36/37
- Hazard statements
- H312-H302-H332-H351-H361
- Precautionary statements
- P280-P302+P352-P312-P322-P363-P501-P201-P202-P281-P308+P313-P405-P501-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P261-P271-P304+P340-P312
Chemistry & industry
Pharmacology
Metabolism/Metabolites16-Hydroxytestosterone is a known human metabolite of testosterone.
Applications
Uses19-Hydroxytestosterone-19-CME is a derivative of 19-Hydroxyandrostendione (H801500), a novel substituted estrogen as aromatase inhibitor. It induces neuroendocrine trans-differentiation of prostate cancer cells via an ectopic olactory receptor.
Uses16α-Hydroxytestosterone is an metabolite of Testosterone (T155000), the major circulating androgen. Testosterone was found to be metabolized by cytochrome P-450 to 16α-Hydroxytestosterone in rat liver .
Suppliers5 total
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
湖北扬信医药科技有限公司15347293736 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
Additional notes
DefinitionChEBI: 16alpha-hydroxytestosterone is a C19-steroid that is testosterone in which the hydrogen at the 16alpha position has been replaced by a hydroxy group. It has a role as an androgen. It is a 3-oxo-Delta(4) steroid, a 16alpha-hydroxy steroid, a 17beta-hydroxy steroid, a C19-steroid, an androstanoid, a diol and a secondary alcohol. It is functionally related to a testosterone.
Related reactions
0 records
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Compound notes
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