Promegestone
Basic information
- CAS
34184-77-5- Standard SMILES
CCC(=O)[C@@]1(C)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3CC[C@@]21C- InChIKey
QFFCYTLOTYIJMR-XMGTWHOFSA-N- Molecular formula
- C22H30O2
- Average molar mass
- 326.5 g/mol
- Monoisotopic mass
- 326.2245802
Overview
Promegestone is a progestin consisting of 17beta-propionylestra-4,9-dien-3-one substituted at position 17 by a methyl group. It has a role as an antineoplastic agent, a progestin and a progesterone receptor agonist. It is a 20-oxo steroid and a 3-oxo-Delta(4) steroid. It derives from a hydride of an estrane.
Names & identifiers
- Preferred name
- Promegestone
- IUPAC
- (8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
- English name
- PROMEGESTONE
- Molecular formula
- C22H30O2
- Molecular weight
- 326.47
Names & synonyms
Promegestone34184-77-5SurgestonePromegestonaPromegestonumRU5020R 5020RU-50209XE0V2SQYXR5020DTXSID4036510(8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
Show more names
PROMEGESTONE USP/EP/BPNicotinamide Impurity 13717α-Methyl-17β-propionylestra-4,9-dien-3-oneEstra-4,9-dien-3-one, 17-methyl-17-(1-oxopropyl)-, (17β)-
CHEBI:73390(17beta)-17-methyl-17-propionylestra-4,9-dien-3-onePromestoneEstra-4,9-dien-3-one, 17-methyl-17-(1-oxopropyl)-, (17beta)-(8S,13S,14S,17S)-13,17-dimethyl-17-propanoyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta(a)phenanthren-3-one17,21-Dimethyl-19-nor-4,9-pregnadiene-3,20-dioneRU 5020RefChem:176228
Database identifiers
- CAS
34184-77-5- PubChem CID
- 36709
- DTXSID
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 34.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 667
Experimental & physicochemical properties
LogP4.05
Physicochemical properties
- Melting point
- 152 ° · 152°
- alpha
- 20 · D20 -262° (c = 0.5 in ethanol)
- Boiling point
- 486.8 · 486.8±45.0 °C(Predicted)
- Density
- 1.09 · 1.09±0.1 g/cm3(Predicted)
- form
- Solid
- color
- White to off-white
- FDA UNII
- 9 XE0V2SQYX · 9XE0V2SQYX
- ATC code
- 3 DB07 · G03DB07
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 340 · H340
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H340 (97.4%): May cause genetic defects [Danger Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesMuta. 1B (97.4%)
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H340
Chemistry & industry
Pharmacology
ATC Code
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
Applications
DescriptionPromegestone is a potent progesterone-like agent devoid of androgenic properties, and thus masculinizing side effects. It is useful in the treatment of various gynecological conditions due to luteal insufficiency, such as premenopausal disorders, dysmenorrhea, and premenstrual syndrome.
UsesAs radioligand for the progestin receptor.
Additional notes
DefinitionChEBI: A progestin consisting of 17beta-propionylestra-4,9-dien-3-one substituted at position 17 by a methyl group.
Related reactions
1 records
Compound notes
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