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Technical details about Alphasone Acetophenide, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
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

2D Structure

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 Weight 448.6 g/mol
Molecular Formula C29H36O4
XLogP34.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass448.26135963 g/mol
Monoisotopic Mass448.26135963 g/mol
Topological Polar Surface Area52.6 Ų
Heavy Atom Count33
Formal Charge0
Complexity901
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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.)


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