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Alphasone Acetophenide

Alphasone Acetophenide

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Also known as: Algestone acetophenide, Algesterone acetophenide, 24356-94-3, Hms3264g12, Pharmakon1600-01505720, Nsc759863

Molecular Formula

C₂₉H₃₆O₄

Molecular Weight

448.6 g/mol

InChI Key

AHBKIEXBQNRDNL-LZAIWCNMSA-N

A progesterone that has been used in ESTRUS SYNCHRONIZATION and has been evaluated as an injectable contraceptive in combination with estradiol enanthate. It is also applied topically as an anti-inflammatory and in the treatment of ACNE.

1 2D Structure

Alphasone Acetophenide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R,6R,8S,9S,13R)-8-acetyl-6,9,13-trimethyl-6-phenyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-16-one

2.1.2 InChI

InChI=1S/C29H36O4/c1-18(30)29-25(32-28(4,33-29)19-8-6-5-7-9-19)17-24-22-11-10-20-16-21(31)12-14-26(20,2)23(22)13-15-27(24,29)3/h5-9,16,22-25H,10-15,17H2,1-4H3/t22?,23?,24?,25-,26+,27+,28-,29-/m1/s1

2.1.3 InChI Key

AHBKIEXBQNRDNL-LZAIWCNMSA-N

2.1.4 Canonical SMILES

CC(=O)C12C(CC3C1(CCC4C3CCC5=CC(=O)CCC45C)C)OC(O2)(C)C6=CC=CC=C6

2.1.5 Isomeric SMILES

CC(=O)[C@@]12[C@@H](CC3[C@@]1(CCC4C3CCC5=CC(=O)CC[C@]45C)C)O[C@@](O2)(C)C6=CC=CC=C6

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Acetophenide, Algestone

2. Acetophenide, Alphasone

3. Acetophenide, Dihydroxyprogesterone

4. Algestone Acetophenide

5. Alphasone Acetophenide

6. Dihydroxyprogesterone Acetophenide

7. Pregn-4-ene-3,20-dione, 16,17-((1-phenylethylidene)bis(oxy))-, (16alpha(r))-

2.2.2 Depositor-Supplied Synonyms

1. Algestone Acetophenide

2. Algesterone Acetophenide

3. 24356-94-3

4. Hms3264g12

5. Pharmakon1600-01505720

6. Nsc759863

7. Akos037643276

8. Ccg-213531

9. As-12206

10. Sbi-0206921.p001

11. Ab01563116_01

12. Sr-05000001972

13. Sr-05000001972-1

14. Brd-a09977907-001-01-9

2.3 Create Date

2010-03-26

3 Chemical and Physical Properties

Molecular Formula	C₂₉H₃₆O₄
Molecular Weight	448.6 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	448.26135963 g/mol
Monoisotopic Mass	448.26135963 g/mol
Topological Polar Surface Area	52.6 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	901
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents

Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)

Contraceptive Agents, Hormonal

Contraceptive agents that act on the ENDOCRINE SYSTEM. (See all compounds classified as Contraceptive Agents, Hormonal.)

Contraceptives, Oral, Synthetic

Oral contraceptives which owe their effectiveness to synthetic preparations. (See all compounds classified as Contraceptives, Oral, Synthetic.)

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.)