Structure Database (LMSD)

Common Name
Megestrol acetate
Systematic Name
17α-hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
Synonyms
LM ID
LMST02030118
Formula
C24H32O4
Exact Mass
Calculate m/z
384.23006
Sum Composition
ST 24:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry
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Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
The oral progestational and anti-ovulatory properties of megestrol acetate and its therapeutic use in gynaecological disorders.,
J Obstet Gynaecol Br Emp, 1965
Pubmed ID: 12332461

String Representations

InChiKey (Click to copy)
RQZAXGRLVPAYTJ-GQFGMJRRSA-N
InChi (Click to copy)
InChI=1S/C24H32O4/c1-14-12-18-19(22(4)9-6-17(27)13-21(14)22)7-10-23(5)20(18)8-11-24(23,15(2)25)28-16(3)26/h12-13,18-20H,6-11H2,1-5H3/t18-,19+,20+,22-,23+,24+/m1/s1
SMILES (Click to copy)
[C@]1(C(=O)C)(OC(=O)C)CC[C@@]2([H])[C@]3([H])C=C(C4=CC(CC[C@]4(C)[C@@]3([H])CC[C@]12C)=O)C

Other Databases

Wikipedia
Megestrol acetate
KEGG ID
C08151
CHEBI ID
6723
PubChem CID
11683
Cayman ID
21749

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 396.28
Topological Polar Surface Area 60.44
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 4
logP 4.86
Molar Refractivity 106.92

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Created at
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Updated at
1st Jun 2022