Structure Database (LMSD)

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

Classification

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

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

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

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