Structure Database (LMSD)

OH O H H H HO
Common Name
16-Ketoestradiol
Systematic Name
3,17β-dihydroxy-estra-1,3,5(10)-trien-16-one
Synonyms
  • 16-oxoestradiol
LM ID
LMST02010047
Formula
C18H22O3
Exact Mass
Calculate m/z
286.156895
Sum Composition
ST 18:4;O3
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)
KJDGFQJCHFJTRH-YONAWACDSA-N
InChi (Click to copy)
InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-15,17,19,21H,2,4,6-7,9H2,1H3/t13-,14-,15+,17+,18+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CCC3C=C(O)C=CC=3[C@@]1([H])CC[C@]1(C)[C@@H](O)C(=O)C[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The conversion of estradiol-17beta-16-C14 to radioactive 16-ketoestradiol-17beta-in man.,
J Biol Chem, 1956
Pubmed ID: 13367066

Other Databases

KEGG ID
C14383
HMDB ID
HMDB0000406
CHEBI ID
34165
PubChem CID
66417
Cayman ID
36033

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 4
Aromatic Rings 1
Rotatable Bonds 0
Van der Waals Molecular Volume 275.43
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 3.07
Molar Refractivity 79.63

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Created at
-
Updated at
22nd Mar 2024