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2D Structure
Also known as: Etiocholan-17.beta.-ol-3-one, Anaprotin, 5.beta.,17.beta.-hydroxyandrostan-3-one, 5.beta.-androstan-3-one, 17.beta.-hydroxy-, 5.beta.-dihydrotestosterone, 5b-dihydrotestosterone
Molecular Formula
C19H30O2
Molecular Weight
290.4  g/mol
InChI Key
NVKAWKQGWWIWPM-UHFFFAOYSA-N

A potent androgenic metabolite of TESTOSTERONE. It is produced by the action of the enzyme 3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
17-hydroxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
2.1.2 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
2.1.3 InChI Key
NVKAWKQGWWIWPM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4O)C
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 17 Beta Hydroxy 5 Beta Androstan 3 One

2. 17 Beta-hydroxy-5 Beta-androstan-3-one

3. 17beta Hydroxy 5alpha Androstan 3 One

4. 17beta-hydroxy-5alpha-androstan-3-one

5. 5 Alpha Dht

6. 5 Alpha Dihydrotestosterone

7. 5 Alpha-dihydrotestosterone

8. 5 Beta Dihydrotestosterone

9. 5 Beta-dihydrotestosterone

10. 5-alpha Dihydrotestosterone

11. 5-alpha-dht

12. Anaprotin

13. Andractim

14. Androstanolone

15. Beta-hydroxy-5 Beta-androstan-3-one, 17

16. Dihydroepitestosterone

17. Dihydrotestosterone

18. Dihydrotestosterone, 5-alpha

19. Gelovit

20. Stanolone

2.2.2 Depositor-Supplied Synonyms

1. Etiocholan-17.beta.-ol-3-one

2. Anaprotin

3. 5.beta.,17.beta.-hydroxyandrostan-3-one

4. 5.beta.-androstan-3-one, 17.beta.-hydroxy-

5. 5.beta.-dihydrotestosterone

6. 5b-dihydrotestosterone

7. 17.beta.-hydroxyetiocholan-3-one

8. Nsc-15460

9. 5.beta.-androstan-17.beta.-ol-3-one

10. Androstan-3-one, 17-hydroxy-, (5.alpha.,17.beta.)-

11. Oprea1_456186

12. Schembl9340073

13. Bcp22808

14. Nsc15460

15. Nsc61692

16. Bbl028114

17. Nsc-61692

18. Stk366316

19. Akos002232213

20. Akos016303784

21. Ncgc00249620-01

22. Vs-08671

23. Ft-0662160

24. Ab00987792-01

25. 1-hydroxy-9a,11a-dimethyl-hexadecahydro-1h-cyclopenta[a]phenanthren-7-one

26. Andractim Pound>> Lg 152 Pound>>lg-152 Pound>> Lg152 Pound>> Stanolone Pound>> Dihydrotestosterone Pound>> Dihydrotestosterone Propionate

2.3 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 290.4 g/mol
Molecular Formula C19H30O2
XLogP33.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass290.224580195 g/mol
Monoisotopic Mass290.224580195 g/mol
Topological Polar Surface Area37.3 Ų
Heavy Atom Count21
Formal Charge0
Complexity459
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count7
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Androgens

Compounds that interact with ANDROGEN RECEPTORS in target tissues to bring about the effects similar to those of TESTOSTERONE. Depending on the target tissues, androgenic effects can be on SEX DIFFERENTIATION; male reproductive organs, SPERMATOGENESIS; secondary male SEX CHARACTERISTICS; LIBIDO; development of muscle mass, strength, and power. (See all compounds classified as Androgens.)