Structure Database (LMSD)
Common Name
Fluoxymesterone
Systematic Name
9α-fluoro-11β,17β-dihydroxy-17-methylandrost-4-en-3-one
Synonyms
3D model of Fluoxymesterone
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Fluoxymesterone is an analytical reference standard categorized as an anabolic androgenic steroid.1 Anabolic steroids, including fluoxymesterone, have been used to enhance physical performance in athletes. Fluoxymesterone is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.
This information has been provided by Cayman Chemical
References
1. Brennan, R., Wells, J.S.G., and Van Hout, M.C. The injecting use of image and performance-enhancing drugs (IPED) in the general population: A systematic review. Health Soc. Care Community 25(5), 1459-1531 (2017).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
synthetic construct
(#32630)
Synthesis of potent oral anabolic-androgenic steroids,
J Am Chem Soc, 1956
J Am Chem Soc, 1956
DOI:
10.1021/ja01583a072
String Representations
InChiKey (Click to copy)
YLRFCQOZQXIBAB-RBZZARIASA-N
InChi (Click to copy)
InChI=1S/C20H29FO3/c1-17-8-6-13(22)10-12(17)4-5-15-14-7-9-19(3,24)18(14,2)11-16(23)20(15,17)21/h10,14-16,23-24H,4-9,11H2,1-3H3/t14-,15-,16-,17-,18-,19-,20-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3(F)[C@@H](O)C[C@]4(C)[C@@](C)(O)CC[C@@]4([H])[C@]3([H])CCC2=CC(=O)C1
Other Databases
Wikipedia
HMDB ID
CHEBI ID
LIPIDBANK ID
SST0224
PubChem CID
Cayman ID
GuidePharm ID
Calculated Physicochemical Properties
Heavy Atoms
24
Rings
4
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
332.28
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
4.19
Molar Refractivity
90.61
Admin
Created at
-
Updated at
19th Jul 2021