Structure Database (LMSD)

OH H H H OH HO
Common Name
4-hydroxyestradiol
Systematic Name
estra-1,3,5(10)-triene-2,4,17β-triol
Synonyms
LM ID
LMST02010028
Formula
C18H24O3
Exact Mass
Calculate m/z
288.172545
Sum Composition
ST 18:3;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)
QOZFCKXEVSGWGS-ZHIYBZGJSA-N
InChi (Click to copy)
InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1
SMILES (Click to copy)
C1=CC2[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CCC=2C(O)=C1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
4-Hydroxylation of estrogens as marker of human mammary tumors.,
Proc Natl Acad Sci U S A, 1996
Pubmed ID: 8622931

Other Databases

KEGG ID
C14209
HMDB ID
HMDB05896
CHEBI ID
62845
PubChem CID
5282360
SwissLipids ID
SLM:000485708
Cayman ID
31508

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 4
Aromatic Rings 1
Rotatable Bonds 0
Van der Waals Molecular Volume 278.07
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 3.60
Molar Refractivity 80.91

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

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Created at
-
Updated at
5th Apr 2024