Structure Database (LMSD)

Common Name
Quinestrol
Systematic Name
3-o-cyclopentyl-17α-ethinyl-estra-1,3,5(10)-triene-3,17β-diol
Synonyms
LM ID
LMST02010037
Formula
Exact Mass
Calculate m/z
364.24023
Sum Composition
Status
Curated

Classification

Biological Context

Quinestrol is a synthetic estrogen that is effective in hormone replacement therapy.1,2 It is a 3-cyclopentyl ether of ethynyl estradiol. After gastrointestinal absorption, it is stored in adipose tissue, where it is slowly released and metabolized in the liver to its active form, ethinyl estradiol. Quinestrol has found limited use in suppressing lactation in postpartum women and, in combination with synthetic progestogens, as contraceptive therapy, although additional studies are needed for both applications.

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Prolonged oestrogenic activity in rats after single oral administration of ethinyloestradiol-3-cyclopentyl ether.,
J Pharm Pharmacol, 1969
Pubmed ID: 4390151

String Representations

InChiKey (Click to copy)
PWZUUYSISTUNDW-VAFBSOEGSA-N
InChi (Click to copy)
InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CC[C@@](O)(C#C)[C@@]1(C)CC[C@]1([H])C3C=CC(OC4CCCC4)=CC=3CC[C@@]21[H]

Other Databases

Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 5
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 372.74
Topological Polar Surface Area 29.46
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.80
Molar Refractivity 108.75

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Updated at
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