General Information of the Compound
Compound ID
CP0394102
Compound Name
(1R,2S,10S,11S,14S,15S,17S)-1-fluoro-14,17-dihydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
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Synonyms
(11beta,17beta)-9-fluoro-11,17-dihydroxy-17-methylandrost-4-en-3-one
(8S,9R,10S,11S,13S,14S,17S)-9-fluoro-11,17-dihydroxy-10,13,17-trimethyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
11-beta,17-beta-Dihydroxy-9-alpha-fluoro-17-alpha-methyl-4-androster-3-one
11beta,17beta-Dihydroxy-9alpha-fluoro-17alpha-methyl-4-androsten-3-one
11beta,17beta-Dihydroxy-9alpha-fluoro-17alpha-methyl-4-androster-3-one
17-alpha-Methyl-9-alpha-fluoro-11-beta-hydroxytesterone
17alpha-Methyl-9alpha-fluoro-11beta-hydroxytesterone
9-Fluoro-11-beta,17-beta-dihydroxy-17-methylandrost-4-en-3-one
9-Fluoro-11beta,17beta-dihydroxy-17-methylandrost-4-en-3-one
9-alpha-Fluoro-11-beta,17-beta-dihydroxy-17-alpha-methyl-4-androstene-3-one
9-alpha-Fluoro-11-beta-hydroxy-17-methyltestosterone
9-alpha-Fluoro-17-alpha-methyl-11-beta,17-dihydroxy-4-androsten-3-one;9-fluoro-11beta,17beta-dihydroxy-17alpha-methylandrost-4-en-3-one
9.alpha.-Fluoro-11.beta.,17.beta.-dihydroxy-17.alpha.-methyl-4-androstene-3-one
9.alpha.-Fluoro-11.beta.-hydroxy-17-methyltestosterone
9alpha-Fluoro-11beta,17beta-dihydroxy-17alpha-methyl-4-androstene-3-one
9alpha-Fluoro-11beta,17beta-dihydroxy-17alpha-methylandrost-4-en-3-one
9alpha-Fluoro-11beta-hydroxy-17-methyltestosterone
9alpha-Fluoro-11beta-hydroxy-17alpha-methyltestosterone
9alpha-Fluoro-17alpha-methyl-11beta,17-dihydroxy-4-androsten-3-one
Anadroid-F
Androfluorene
Androfluorone
Android-f
Androst-4-en-3-one, 9-fluoro-11beta,17beta-dihydroxy-17-methyl-(VAN)
Androst-4-en-3-one, 9-fluoro-11beta,17beta-dihydroxy-17-methyl-(VAN) (8CI)
Androsterolo
Component of Halodrin
Fluoro-9-alpha dihydroxy-11-beta,17-beta methyl-17-alpha androstene-4 one-3
Fluoro-9-alpha dihydroxy-11-beta,17-beta methyl-17-alpha androstene-4 one-3 [French]
Fluossimesterone
Fluossimesterone [DCIT]
Fluosterone
Fluotestin
Fluoximesteron
Fluoximesterona
Fluoximesterona [INN-Spanish]
Fluoximesterone
Fluoximesteronum
Fluoxymesterone
Fluoxymesterone (JP15/USP/INN)
Fluoxymesterone [INN:BAN:JAN]
Fluoxymesteronum
Fluoxymesteronum [INN-Latin]
Fluoxymestrone
Flusteron
Flutestos
Halotestin
Halotestin (TN)
Neo-Ormonal
Ora Testryl
Ora-Testryl
Oralsterone
Oratestin
Testoral
U 6040
Ultandren
Ultandrene
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Structure
Formula
C20H29FO3
Molecular Weight
336.447
Canonical SMILES
C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C
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InChI
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
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InChIKey
YLRFCQOZQXIBAB-RBZZARIASA-N
CAS
76-43-7
Physicochemical Property
logP
3.3322
Rotatable Bonds
0
Heavy Atom Count
24
Polar Areas
57.53
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
24

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 6446
SID: 15988956
ChEMBL ID
CHEMBL1445
DrugBank ID
DB01185
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00894, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  2
1
EC50 = 0.3 nM
   TI
   LI
   LO
   TS
2
IC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000284 MDA-MB-453 Homo sapiens (Human)  1
1
Ki = 5.7 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Fluoxymesterone )
Drug Name Fluoxymesterone
Indication
Breast cancer
Approved
Target(s)
Androgen receptor (AR)
Agonist