General Information of the Compound
Compound ID
CP0044960
Compound Name
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
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Synonyms
17beta-Hydroxy-3-androstanone
17beta-Hydroxy-5alpha-androstan-3-one
17beta-Hydroxyandrostan-3-one
4,5alpha-Dihydrotestosterone
4-Dihydrotestosterone
5-alpha-Dihydrotestosterone
521-18-6
5alpha-Androstan-17beta-ol-3-one
5alpha-DHT
5alpha-Dihydrotestosterone
Anaboleen
Anabolex
Andractim
Androlone
Androstanolona
Androstanolone
Androstanolonum
Cristerona MB
DHT
Dihydrotestosteron
Dihydrotestosterone
LG 152
Neodrol
Proteina
Protona
STANOLONE
Stanaprol
Stanolon
Stanorone
Testosterone, dihydro-
[3H]dihydrotestosterone
dihydrotestosterone
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Structure
Formula
C19H30O2
Molecular Weight
290.447
Canonical SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O
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InChI
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
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InChIKey
NVKAWKQGWWIWPM-ABEVXSGRSA-N
CAS
12040-51-6
521-18-6
28801-96-9
Physicochemical Property
logP
3.9591
Rotatable Bonds
0
Heavy Atom Count
21
Polar Areas
37.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
21

"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: 10635
SID: 14751321
ChEMBL ID
CHEMBL27769
DrugBank ID
DB02901
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
CL000017 HeLa Homo sapiens (Human)  1
1
Activity = 8 nM
   TI
   LI
   LO
   TS
CL000361 C2C12 Mus musculus (Mouse)  1
1
EC50 = 0.13 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
EC50 = 0.18 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.1 nM
   TI
   LI
   LO
   TS
3
IC50 = 2.6 nM
   TI
   LI
   LO
   TS
CL000284 MDA-MB-453 Homo sapiens (Human)  5
1
EC50 = 2 nM
   TI
   LI
   LO
   TS
2
IC50 = 1 nM
   TI
   LI
   LO
   TS
3
Ki = 0.2 nM
   TI
   LI
   LO
   TS
4
Ki = 0.3 nM
   TI
   LI
   LO
   TS
5
Ki = 0.9 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  7
1
EC50 = 3 nM
   TI
   LI
   LO
   TS
2
EC50 = 6.2 nM
   TI
   LI
   LO
   TS
3
EC50 = 12 nM
   TI
   LI
   LO
   TS
4
EC50 = 15 nM
   TI
   LI
   LO
   TS
5
EC50 = 20 nM
   TI
   LI
   LO
   TS
6
IC50 > 10000 nM
   TI
   LI
   LO
   TS
7
Ki = 0.2 nM
   TI
   LI
   LO
   TS
CL000044 CV-1 Chlorocebus aethiops (Green monkey)  5
1
EC50 = 5.1 nM
   TI
   LI
   LO
   TS
2
EC50 = 5.7 nM
   TI
   LI
   LO
   TS
3
EC50 = 6 nM
   TI
   LI
   LO
   TS
4
IC50 > 10000 nM
   TI
   LI
   LO
   TS
5
Ki = 0.2 nM
   TI
   LI
   LO
   TS
CL000888 LNCaP-hr Homo sapiens (Human)  2
1
EC50 = 6.2 nM
   TI
   LI
   LO
   TS
2
EC50 = 15 nM
   TI
   LI
   LO
   TS
CL000099 SaOS-2 Homo sapiens (Human)  1
1
IC50 = 0.05 nM
   TI
   LI
   LO
   TS
CL000742 FreeStyle 293-F Homo sapiens (Human)  2
1
IC50 = 2.1 nM
   TI
   LI
   LO
   TS
2
IC50 = 2.6 nM
   TI
   LI
   LO
   TS
CL000880 COS Chlorocebus aethiops (Green monkey)  2
1
IC50 = 4 nM
   TI
   LI
   LO
   TS
2
Ki = 2 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 0.1 nM
2 EC50 = 0.14 nM
3 IC50 = 0.67 nM
4 IC50 = 10 nM
5 IC50 = 13.1 nM
6 IC50 = 18 nM
7 Kd = 0.25 nM
8 Ki = 0.2 nM
9 Ki = 2 nM
10 Ki = 4.7 nM
11 Ki = 10 nM
Protein ID: PT01486, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000361 C2C12 Mus musculus (Mouse)  1
1
EC50 = 2.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1 nM
2 IC50 = 2 nM
3 IC50 = 3.1 nM
4 IC50 = 18.5 nM
5 IC50 = 3200 nM
6 Ki = 0.27 nM
7 Ki = 0.2818 nM
8 Ki = 0.69 nM
Protein ID: PT01577, Androgen receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000035 NIH 3T3 Mus musculus (Mouse)  1
1
EC50 = 3.981 nM
   TI
   LI
   LO
   TS
Protein ID: PT02509, G-protein coupled bile acid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 4490 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Dihydrotestosterone )
Drug Name Dihydrotestosterone
Indication
Prostate hyperplasia
Phase 4
Target(s)
Androgen receptor messenger RNA (AR mRNA)
Agonist
Androgen receptor (AR)
Modulator