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Delmadinone Acetate

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Chemistry

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Also known as: 13698-49-2, Delmadinone acetate [usan], [(8r,9s,10r,13s,14s,17r)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-9,11,12,14,15,16-hexahydro-8h-cyclopenta[a]phenanthren-17-yl] acetate, Rs-1301, 6-chloro-17-hydroxypregna-1,4,6-triene-3,20-dione acetate, 92833m0ld9

Molecular Formula

C₂₃H₂₇ClO₄

Molecular Weight

402.9 g/mol

InChI Key

CGBCCZZJVKUAMX-DFXBJWIESA-N

FDA UNII

92833M0LD9

1 2D Structure

Delmadinone acetate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(8R,9S,10R,13S,14S,17R)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-17-yl] acetate

2.1.2 InChI

InChI=1S/C23H27ClO4/c1-13(25)23(28-14(2)26)10-7-18-16-12-20(24)19-11-15(27)5-8-21(19,3)17(16)6-9-22(18,23)4/h5,8,11-12,16-18H,6-7,9-10H2,1-4H3/t16-,17+,18+,21-,22+,23+/m1/s1

2.1.3 InChI Key

CGBCCZZJVKUAMX-DFXBJWIESA-N

2.1.4 Canonical SMILES

CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(=O)C=CC34C)Cl)C)OC(=O)C

2.1.5 Isomeric SMILES

CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)C=C[C@]34C)Cl)C)OC(=O)C

2.2 Other Identifiers

2.2.1 UNII

92833M0LD9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Delmadinone

2. Rs1301

3. Tardak

2.3.2 Depositor-Supplied Synonyms

1. 13698-49-2

2. Delmadinone Acetate [usan]

3. [(8r,9s,10r,13s,14s,17r)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-9,11,12,14,15,16-hexahydro-8h-cyclopenta[a]phenanthren-17-yl] Acetate

4. Rs-1301

5. 6-chloro-17-hydroxypregna-1,4,6-triene-3,20-dione Acetate

6. 92833m0ld9

7. Tardastrex

8. Pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-

9. Delmadinone Acetate (usan)

10. Estrex

11. Tardak

12. Cyproterone Impurity I

13. Rs 1301

14. Delmadinoneacetate

15. Unii-92833m0ld9

16. 6-chloro-3,20-dioxopregna-1,4,6-trien-17-yl Acetate (delmadinone Acetate; 1,2-didehydrochlormadinone Acetate)

17. Einecs 237-219-8

18. Schembl146080

19. Chembl2104598

20. Delmadinone Acetate [mi]

21. Niosh/tu4521000

22. Dtxsid60160018

23. Chebi:135645

24. Delmadinone Acetate [mart.]

25. Zinc4215535

26. Tu45210000

27. D03675

28. Q5254243

29. 6-chloro-delta(sup 1,6)-bis-dehydro-17-alpha-acetoxyprogesterone

30. 6-chloro-17-alpha-hydroxypregna-1,4,6-triene-3,20-dione Acetate (ester)

31. Pregna-1,4,6-triene-3,20-dione, 6-chloro-17-alpha-hydroxy-, Acetate (ester)

32. Acetic Acid (8r,9s,10r,13s,14s,17r)-17-acetyl-6-chloro-10,13-dimethyl-3-oxo-8,9,10,11,12,13,14,15,16,17-decahydro-3h-cyclopenta[a]phenanthren-17-yl Ester

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₂₇ClO₄
Molecular Weight	402.9 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	402.1597870 g/mol
Monoisotopic Mass	402.1597870 g/mol
Topological Polar Surface Area	60.4 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	868
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Androgen Antagonists

Compounds which inhibit or antagonize the biosynthesis or actions of androgens. (See all compounds classified as Androgen Antagonists.)

Progestins

Compounds that interact with PROGESTERONE RECEPTORS in target tissues to bring about the effects similar to those of PROGESTERONE. Primary actions of progestins, including natural and synthetic steroids, are on the UTERUS and the MAMMARY GLAND in preparation for and in maintenance of PREGNANCY. (See all compounds classified as Progestins.)

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