Structure Database (LMSD)

Common Name
4-hydroxyestrone
Systematic Name
3,4-dihydroxy-1,3,5(10)-estratrien-17-one
Synonyms
LM ID
LMST02010056
Status
Active
Exact Mass
Calculate m/z
286.156895
Formula
C18H22O3
Abbrev
ST 18:4;O3
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
XQZVQQZZOVBNLU-QDTBLXIISA-N
InChi (Click to copy)
InChI=1S/C18H22O3/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/h4,6,11-12,14,19,21H,2-3,5,7-9H2,1H3/t11-,12-,14+,18+/m1/s1
SMILES (Click to copy)
[C@@]12([H])CCC3C(O)=C(O)C=CC=3[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
4-Hydroxyestrone: A new metabolite of estradiol-17β from humans,
Steroids, 1974

Other Databases

CHEBI ID
87602
PubChem CID
9971251
SwissLipids ID
SLM:000485711

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 4
Aromatic Rings 1
Rotatable Bonds
Van der Waals Molecular Volume 275.43
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 3.52
Molar Refractivity 79.40

Reactions

Filter by species:
ⓘ 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.
Click on an edge to display the reaction(s).
Reactions graph legend

Admin

Created at
3rd Aug 2022
Updated at
16th Aug 2022