Promegestone

HCID 36709CAS 34184-77-5
Substructure searchFind similar structures

Basic information

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
DTXSID4036510
ChEMBL
CHEMBL196003
ChEBI
CHEBI:73390
UNII
9XE0V2SQYX
EC Number
682-405-8
Nikkaji
J17.778D

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

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 2 items

G - Genito urinary system and sex hormones

QG - Genito urinary system and sex hormones

Applications · 2 items

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.

Suppliers13 total

InvivoChem中国13549236410 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
武汉峰耀同辉化学制品有限公司027-87466205 15377579727 · [email protected]
成都凯泰创医药科技有限公司16608035117
上海陶术生物科技股份有限公司13564774135 · [email protected]

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
New reaction record

Linked notes

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