Structure Database (LMSD)

Common Name
Estramustine
Systematic Name
estra-1,3,5(10)-triene-3,17β-diol, 3-[bis(2-chloroethyl)carbamate]
Synonyms
  • Estradiol mustard
LM ID
LMST02010038
Formula
C23H31NO3Cl2
Exact Mass
Calculate m/z
439.1681
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C18 steroids (estrogens) and derivatives [ST0201]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Studies on the antiprostatic action of estracyt, a nitrogen mustard of estradiol.,
Cancer Res, 1974
Pubmed ID: 4823900

String Representations

InChiKey (Click to copy)
FRPJXPJMRWBBIH-RBRWEJTLSA-N
InChi (Click to copy)
InChI=1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1
SMILES (Click to copy)
C1C(=CC2=C(C=1)[C@@]1([H])CC[C@]3(C)[C@@H](O)CC[C@@]3([H])[C@]1([H])CC2)OC(N(CCCl)CCCl)=O

Other Databases

Wikipedia
Estramustine
KEGG ID
C11228
HMDB ID
HMDB0015327
CHEBI ID
4868
PubChem CID
259331
GuidePharm ID
9076

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 403.35
Topological Polar Surface Area 49.77
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.61
Molar Refractivity 118.57

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Created at
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Updated at
13th Dec 2023