Structure Database (LMSD)

O O OH
Common Name
all-trans-4-oxoretinoic acid
Systematic Name
Synonyms
LM ID
LMPR01090026
Formula
C20H26O3
Exact Mass
Calculate m/z
314.188195
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
Retinoids [PR0109]

String Representations

InChiKey (Click to copy)
GGCUJPCCTQNTJF-FRCNGJHJSA-N
InChi (Click to copy)
InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C)=C(C)C(=O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cricetulus griseus (#10029)
Mammalia (#40674)
Isolation and identification of 4-hydroxy- and 4-oxoretinoic acid. In vitro metabolites of all-trans-retinoic acid in hamster trachea and liver.,
Biochemistry, 1979
Pubmed ID: 435468

Other Databases

KEGG ID
C16678
HMDB ID
HMDB0006285
CHEBI ID
80656
LIPIDBANK ID
VVA0025
PubChem CID
6437063
Cayman ID
35819
GuidePharm ID
2741

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 350.09
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.78
Molar Refractivity 94.15

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Created at
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Updated at
21st Dec 2022