Structure Database (LMSD)

Common Name
4-Oxoretinol
Systematic Name
4-oxo-15-apo-β-caroten-15-ol
Synonyms
  • all-trans-4-Oxoretinol
  • 15-hydroxy-retin-4-one
LM ID
LMPR01090060
Formula
C20H28O2
Exact Mass
Calculate m/z
300.20893
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mus musculus (#10090)
Mammalia (#40674)
4-Oxoretinol, a new natural ligand and transactivator of the retinoic acid receptors.,
Proc Natl Acad Sci U S A, 1996
Pubmed ID: 8643497

String Representations

InChiKey (Click to copy)
PLIUCYCUYQIBDZ-RMWYGNQTSA-N
InChi (Click to copy)
InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/CO)=C(C)C(=O)C1

Other Databases

KEGG ID
C16683
CHEBI ID
44597
PubChem CID
5289090
Carotenoid ID
CA01045
PDB ID
OXR

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 343.94
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.97
Molar Refractivity 94.09

Admin

Created at
17th Nov 2021
Updated at
23rd Jun 2022