Desogestrel

HCID 40973CAS 54024-22-5

Completing data — usually done within a minute

Basic information

Standard SMILES
C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CCCC[C@@H]4[C@H]3C(=C)C[C@@]21CC
InChIKey
RPLCPCMSCLEKRS-BPIQYHPVSA-N
Molecular formula
C22H30O
Average molar mass
310.481 g/mol
Monoisotopic mass
310.22966558

Names & identifiers

Preferred name
Desogestrel
IUPAC
(1R,3aS,3bS,9aR,9bS,11aS)-11a-Ethyl-1-ethynyl-10-methylidene-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-ol
English name
Desogestrel
Molecular formula
C22H30O
Molecular weight
310.47

Names & synonyms

Desogestrel for system suitability CRSDesogenDesogestrel CRS13-ethyl-17-ethynyl-11-methylene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-olorg2969CyclosaDicromilDESTODENECerazetteDESOGESTREL

Database identifiers

CAS
54024-22-5
PubChem CID
40973
DTXSID
DTXSID6022898
ChEMBL
CHEMBL1533
ChEBI
CHEBI:4453
UNII
81K9V7M3A3
EC Number
258-929-4
Nikkaji
J12.635G

Properties

Physicochemical properties

Melting point
109 · 109-110°C
alpha
20 · D20 +55° (chloroform)
Boiling point
390.62 °C · 390.62°C (rough estimate)
Density
1.0169 · 1.0169 (rough estimate)
refractive index
1.51 · 1.5100 (estimate)
storage temp.
-20 °C · -20°C Freezer

Safety & regulation

Safety data

wgk
3
rtecs
JF7975000
ridadr
UN 3077 9 / PGIII
hs_code
29372390
Signal word
Danger
Symbol(GHS)
GHS08,GHS09

Chemistry & industry

Applications · 3 items

DescriptionDesogestrel is a synthetic progestogen. It inhibits ovulation and prevents fertilization in rabbits and mice. Desogestrel inhibits rhodamine 123 efflux, a measure of P-glycoprotein activity, ex vivo in human lymphocytes and CD8+ T cells in a dose-dependent manner. Formulations containing desogestrel have been used as oral contraceptives and for the treatment of polycystic ovary syndrome.

UsesA progestogen with low androgenic potency

General DescriptionDesogestrel, (17α)-13-ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol, is a 19-nortestosterone analog with good progestin activity. Likethe other progestins, it is orally active and used in combinationwith an estrogen in oral contraceptives. Desogestrel is aprodrug that must be oxidized to the 3-one in vivo to haveprogestational action. CYPs 2C9 and 2C19 have been implicatedin the initial hydroxylation of desogestrel at C3.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]

Additional notes

DefinitionChEBI: Desogestrel is a 17beta-hydroxy steroid and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin and a synthetic oral contraceptive.

Related reactions

1 records

Linked notes

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