Structure Database (LMSD)

H H H O HO
Common Name
8-Isoestrone
Systematic Name
8α-3β-hydroxy-estra-1,3,5(10)-trien-17-one
Synonyms
  • 8alpha-Estrone
  • 8-Epiestrone
LM ID
LMST02010021
Formula
C18H22O2
Exact Mass
Calculate m/z
270.16198
Sum Composition
ST 18:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
DNXHEGUUPJUMQT-CVYDXHPNSA-N
InChi (Click to copy)
InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15+,16+,18+/m1/s1
SMILES (Click to copy)
C1C2[C@@]3([H])CC[C@]4(C)C(=O)CC[C@@]4([H])[C@@]3([H])CCC=2C=C(O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Configuration of the estrones. Total synthesis of the remaining stereoisomers.,
J Am Chem Soc, 1958

Other Databases

LIPIDBANK ID
SST0248
PubChem CID
9547221

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 4
Aromatic Rings 1
Rotatable Bonds 0
Van der Waals Molecular Volume 266.64
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 3.82
Molar Refractivity 77.73

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Created at
-
Updated at
3rd Oct 2023