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Bezisterim

Granules India Limited has high volume world-class facilities for APIs, PFIs, & FDFs, serving customers in over 80 countries.

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4 Drugs in Development

4 Drugs in Development

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Synopsis

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Chemistry

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Also known as: He3286, 1001100-69-1, He 3286, Bezisterim, He-3286, Unii-ph8858757i

Molecular Formula

C₂₁H₃₀O₃

Molecular Weight

330.5 g/mol

InChI Key

JJKOQZHWYLMASZ-FJWDNACWSA-N

FDA UNII

PH8858757I

1 2D Structure

Bezisterim

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S,7R,8R,9S,10R,13S,14S,17R)-17-ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol

2.1.2 InChI

InChI=1S/C21H30O3/c1-4-21(24)10-7-16-18-15(6-9-20(16,21)3)19(2)8-5-14(22)11-13(19)12-17(18)23/h1,12,14-18,22-24H,5-11H2,2-3H3/t14-,15-,16-,17-,18+,19-,20-,21-/m0/s1

2.1.3 InChI Key

JJKOQZHWYLMASZ-FJWDNACWSA-N

2.1.4 Canonical SMILES

CC12CCC(CC1=CC(C3C2CCC4(C3CCC4(C#C)O)C)O)O

2.1.5 Isomeric SMILES

C[C@]12CC[C@@H](CC1=C[C@@H]([C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@]4(C#C)O)C)O)O

2.2 Other Identifiers

2.2.1 UNII

PH8858757I

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 17-ethynyl-5-androstene-3, 7, 17-triol

2. 17-ethynyl-5-androstene-3,7,17-triol

3. He-3286

4. He3286

2.3.2 Depositor-Supplied Synonyms

1. He3286

2. 1001100-69-1

3. He 3286

4. Bezisterim

5. He-3286

6. Unii-ph8858757i

7. Pregn-5-en-20-yne-3,7,17-triol, (3beta,7beta,17alpha)-

8. Ph8858757i

9. 3beta,7beta,17beta-trihydroxy-17alpha-ethynylandrost-5-ene

10. (3s,7r,8r,9s,10r,13s,14s,17r)-17-ethynyl-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,7,17-triol

11. Bezisterim [inn]

12. 17-ethynyl-5-androstene-3, 7, 17-triol

13. Schembl512549

14. Chembl4297284

15. Dtxsid501267252

16. Akos040749677

17. Db05212

18. Hy-108039

19. Cs-0027210

20. Ns00072554

21. G13918

22. 17alpha-pregn-5-en-20-yne-3beta,7beta,17-triol

23. Q27286562

24. 17.alpha.-ethynyl-5-androstene-3.beta.,7.beta.,17.beta.-triol

25. Pregn-5-en-20-yne-3,7,17-triol, (3.beta.,7.beta.,17.alpha.)-

2.4 Create Date

2007-10-01

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀O₃
Molecular Weight	330.5 g/mol
XLogP3	2.2
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	60.7
Heavy Atom Count	24
Formal Charge	0
Complexity	630
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For the treatment of rheumatoid arthritis and type 2 diabetes.

5 Pharmacology and Biochemistry

5.1 Absorption, Distribution and Excretion

Absorption

Up to 25% oral bioavailability in mice.

5.2 Mechanism of Action

Potential mechanisms of action for HE3286 include regulation of NF-kB and increasing the production of regulatory T cells (Treg cells). NF-kB is a well-known transcription factor that controls the production of inflammatory cytokines such as TNF-a and interferon-g. Treg cells are referred to in the scientific literature as the peacekeepers of the body. Their role is to keep the immune system from attacking the body itself. Recent studies of Treg cells indicate that they may play a broader role than simply preventing autoimmune conditions. Manipulation of these cells may offer new treatments for conditions ranging from diabetes and organ rejection to cancer and infectious diseases. In type II diabetes, moderate inhibition of NF-kB improves glucose tolerance. [Press Release - Hollis-Eden Pharmaceuticals]

Drugs in Development