CHEBI:27436 - methyltestosterone

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ChEBI Name methyltestosterone
ChEBI ID CHEBI:27436
Definition A 17β-hydroxy steroid that is testosterone bearing a methyl group at the 17α position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:25344, CHEBI:6892
Supplier Information
Download Molfile XML SDF
Formula C20H30O2
Net Charge 0
Average Mass 302.45100
Monoisotopic Mass 302.225
InChI InChI=1S/C20H30O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h12,15-17,22H,4-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
InChIKey GCKMFJBGXUYNAG-HLXURNFRSA-N
SMILES [H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1(C)O
Roles Classification
Biological Role(s): androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
anabolic agent
A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methyltestosterone (CHEBI:27436) has functional parent testosterone (CHEBI:17347)
methyltestosterone (CHEBI:27436) has role anabolic agent (CHEBI:36413)
methyltestosterone (CHEBI:27436) has role androgen (CHEBI:50113)
methyltestosterone (CHEBI:27436) has role antineoplastic agent (CHEBI:35610)
methyltestosterone (CHEBI:27436) is a 17β-hydroxy steroid (CHEBI:35343)
methyltestosterone (CHEBI:27436) is a 3-oxo-Δ4 steroid (CHEBI:47909)
methyltestosterone (CHEBI:27436) is a enone (CHEBI:51689)
IUPAC Name
(17β)-17-hydroxy-17-methylandrost-4-en-3-one
INNs Sources
methyltestosterone ChemIDplus
methyltestosteronum ChemIDplus
metiltestosterona ChemIDplus
Synonyms Sources
17(α)-methyl-Δ4-androsten-17(β)-ol-3-one ChemIDplus
17-β-hydroxy-17-methylandrost-4-en-3-one ChemIDplus
17-methyltestosterone ChemIDplus
17α-methyl-3-oxo-4-androsten-17β-ol ChemIDplus
17α-methyl-Δ4-androsten-17β-ol-3-one ChEBI
17α-methyltestosterone ChemIDplus
17β-hydroxy-17-methylandrost-4-en-3-one ChemIDplus
4-androstene-17α-methyl-17β-ol-3-one ChemIDplus
Methyltestosterone KEGG COMPOUND
NSC-9701 ChemIDplus
Brand Names Sources
Android DrugBank
Testred DrugBank
Virilon DrugBank
Manual Xrefs Databases
3356 DrugCentral
C07198 KEGG COMPOUND
D00408 KEGG DRUG
DB06710 DrugBank
US2374369 Patent
US2374370 Patent
US2384355 Patent
US2386331 Patent
US2435013 Patent
View more database links
Registry Numbers Types Sources
2057425 Reaxys Registry Number Reaxys
58-18-4 CAS Registry Number KEGG COMPOUND
58-18-4 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
19199316 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-07-15 Methyltestosterone is a synthetic anabolic steroid. The methyl group at position 17 serves to increase oral bioavailability. Methyltestosterone is used for treating men with testosterone deficiency and similar androgen replacement therapies. In addition, it has antineoplastic properties and so has been used for treatment of breast cancer in postmenopausal women.