What is the molecular formula of Cyproterone acetate?

Cyproterone acetate has a molecular formula of C 24 H 29 ClO 4

What is the InChI Key of Cyproterone acetate molecule?

The InChI Key of Cyproterone acetate is: UWFYSQMTEOIJJG-FDTZYFLXSA-N.

What is the molecular weight of Cyproterone acetate?

Cyproterone acetate presents a molecular weight of 416.938 g/mol.

Cyproterone acetate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Cyproterone acetate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

Table of Contents

1. What is Cyproterone acetate?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the Cyproterone acetate?

The molecule Cyproterone acetate presents a molecular formula of C₂₄H₂₉ClO₄ and its IUPAC name is [(1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-chloro-2,16-dimethyl-6-oxo-15-pentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dienyl] acetate.

Cyproterone acetate is a synthetic progestin and antiandrogen which is used in the treatment of androgen-dependent conditions like acne, seborrhea, hirsutism, and androgenic alopecia in women, and as a component of combined injectable birth control. It was first synthesized in 1963..

Cyproterone acetate works by binding to androgen receptors, thereby preventing androgens like testosterone and dihydrotestosterone from binding and exerting their effects. It also has some progestogenic activity, though this is weaker than that of natural progesterone. In addition, cyproterone acetate has weak antigonadotropic effects..

The most common side effects of cyproterone acetate are weight gain, fluid retention, and depression. Rare but serious side effects include liver toxicity, deep venous thrombosis, and pulmonary embolism. Cyproterone acetate is a teratogen and must not be used by women who are pregnant or who could become pregnant..

Cyproterone acetate exists in a number of countries, including Canada, the United Kingdom, and the United States. It is not available in Australia..

3D structure

Cartesian coordinates

Geometry of Cyproterone acetate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

Cyproterone acetate UWFYSQMTEOIJJG-FDTZYFLXSA-N chemical compound 2D structure molecule svg — Cyproterone acetate

Molecule descriptors

IUPAC name	[(1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-chloro-2,16-dimethyl-6-oxo-15-pentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dienyl] acetate
InChI code	InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14-,15+,16-,17-,18-,22-,23-,24-/m0/s1
InChI Key	UWFYSQMTEOIJJG-FDTZYFLXSA-N
SMILES	CC(=O)O[C@]1(C(C)=O)CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@@]21C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

(1?,2?)-17-(Acetyloxy)-6-chloro-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione
(1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate
(1S,2S,3S,12S,16S,5R,11R,15R)-15-acetyl-9-chloro-2,16-dimethyl-6-oxopentacyclo [9.7.0.0<2,8>.0<3,5>.0<12,16>]octadeca-7,9-dien-15-yl acetate
(2aR,3aS,3bS,3cS,5aS,6R,8aS,8bR)-6-acetyl-10-chloro-3b,5a-dimethyl-2-oxo-2,2a,3,3a,3b,3c,4,5,5a,6,7,8,8a,8b-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-6-yl acetate
(acetyl-chloro-dimethyl-oxo-[?]yl) acetate
(non-d)Cyproterone acetate-d5
1,2-alpha-Methylene-6-chloro-(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-alpha-acetate
1,2-alpha-Methylene-6-chloro-delta(sup 6)-17-alpha-hydroxyprogesterone acetate
1,2-alpha-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17-alpha-acetate
1,2.alpha.-Methylene-6-chloro-.delta.(sup 6)-17.alpha.-hydroxyprogesterone acetate
1,6)-pregnadeine-17.alpha.-3,20-dione acetate
1,6)-pregnadiene-17.alpha.-ol-3,20-dione 17alpha-acetate
1,6)-pregnadiene-17.alpha.-ol-3,20-dione acetate
1,6-diene-3,20-dione 17.alpha.-acetate
17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione
17.alpha.-Acetoxy-6-chloro-1.alpha.,6-diene-3,20-dione
17alpha-acetoxy-6-chloro-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione
2oz7
3'H-CYCLOPROPA(1,2)PREGNA-1,4,6-TRIENE-3,20-DIONE, 17-(ACETYLOXY)-6-CHLORO-1,2-DIHYDRO-, (1.BETA.,2.BETA.)-
3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1beta,2beta)-
3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-, acetate
3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1.beta.,2.beta.)-
3'H-Cyclopropa[1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1.beta.,2.beta.)-
3'H-Cyclopropa[1,4,6-triene-3,20-dione, 6-chloro-1.beta.,2.beta.-dihydro-17-hydroxy-, acetate
3'H-Cyclopropa[1,4,6-triene-3,20-dione, 6-chloro-1.beta.,2.beta.-dihydro-17-hydroxy-,acetate
427-51-0
427C510
4KM2BN5JHF
6-CHLORO-1.BETA.,2.BETA.-DIHYDRO-17-HYDROXY-3'H-CYCLOPROPA(1,2)-PREGNA-1,4,6-TRIENE-3,20-DIONE ACETATE
6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat
6-Chloro-.delta.(sup 6)-1,2.alpha.-methylene-17.alpha.-hydroxyprogesterone acetate
6-Chloro-1,2-alpha-methylene-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
6-Chloro-1,2-alpha-methylene-6-dehydro-17-alpha-hydroxyprogesterone acetate
6-Chloro-1,2.alpha.-methylene-17.alpha.-hydroxy-.delta.(sup 6)-progesterone acetate
6-Chloro-1,2.alpha.-methylene-6-dehydro-17.alpha.-hydroxyprogesterone acetate
6-Chloro-1-beta,2-beta-dihydro-17-hydroxy-3'H-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione 17-acetate
6-Chloro-1.beta.,2]pregna-1,4,6-triene-3,20-dione acetate
6-Chloro-17-hydroxy-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione acetate
6-Chloro-17-hydroxy-1.alpha.,6-diene-3,20-dione acetate
6-Chloro-1beta,2beta-dihydro-17-hydroxy-3'H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate
6-Chloro-delta(sup 6)-1,2-alpha-methylene-17-alpha-hydroxyprogesterone acetate
6-Chloro-delta-6-1,2alpha-methylene-17alpha-hydroxyprogesterone acetate
6-chloro-17-acetoxy-1alpha,2alpha-methylene-4,6-pregnadiene-3,20-dione
6-chloro-3,20-dioxo-1beta,2beta-dihydro-3''H-cyclopropa[1,2]pregna-4,6-dien-17-yl acetate
6-chloro-3,20-dioxo-1beta,2beta-dihydro-3'H-cyclopropa[1,2]pregna-4,6-dien-17-yl acetate
AB00698312-08
AC-929
Androcur
BDBM50094569
BIDD:PXR0052
C 3412
CCG-204396
CCRIS 4385
CYPROTERONE ACETATE
Cyprostat
Cyprostat®
Cyprosterone acetate
Cyproteron acetate
Cyproteron-R acetate
Cyproterone 17-O-acetate
Cyproterone 17.alpha.-acetate
Cyproterone acetate
Cyproteroneacetate
D01368
DB04839
DL-368
DSSTox_CID_366
DSSTox_GSID_20366
DSSTox_RID_75542
EU-0100301
GTPL2865
HMS2090A14
HMS2233J06
HMS3260N04
HSDB 3592
LP00301
Lopac0_000301
MFCD00864671
MLS000859908
MLS001055462
MLS001066353
MLS002207305
MLS006011110
NCGC00091032-01
NCGC00091032-03
NCGC00091032-04
NCGC00091032-05
NCGC00091032-09
NCGC00091032-12
NCGC00256442-01
NCGC00259235-01
NCGC00260986-01
NCGC00262575-02
NSC 81430
NSC-81430
NSC81430
Pregna-4,20-dione, 6-chloro-17-hydroxy-1.alpha.,2.alpha.-methylene-, acetate
Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1-alpha,2-alpha-methylene-, acetate
Progesterone,2.alpha.-methylene, acetate
Progesterone,2.alpha.-methylene-, acetate
Q426185
SDCCGSBI-0050289.P002
SH 714
SH 80714
SH-714
SMR000326769
SMR000686068
SR-01000075755
SR-01000075755-1
SR-01000075755-4
SR-01000075755-6
W-106262
WLN: L F3 E6 D665 IV JU LUTJ A1 E1 RV1 RQ
acetic acid (8R,9S,10S,13S,14S,17R)-17-acetyl-6-(S)-chloro-10,13-dimethyl-3-(R)-oxo-1,2,3,8,9,10,11,12,13,14,15,16,17,20-tetradecahydro-cyclopropa[1,2]cyclopenta[a]phenanthren-17-yl ester
cid_9880
cyproterone-acetate
s2042

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC3814423
CAS-427-51-0
UNII-4KM2BN5JHF
AKOS008901350
AKOS015895238
BRD-K41141507-001-16-2
DTXSID5020366
CHEMBL139835
CHEBI:50743
Tox21_111064
Tox21_201686
Tox21_302941
Tox21_500301
Tox21_111064_1
EINECS 207-048-3
SCHEMBL5936

Physico-Chemical properties

IUPAC name	[(1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-chloro-2,16-dimethyl-6-oxo-15-pentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dienyl] acetate
Molecular formula	C₂₄H₂₉ClO₄
Molecular weight	416.938
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	111.96
LogP	4.6
Topological polar surface area	60.4

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(K_ow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å² are required. Thus, molecules with a polar surface area greater than 140 Å² tend to be poorly permeable to cell membranes.