Structure Database (LMSD)

Common Name
4-Oxoretinaldehyde
Systematic Name
4-oxo-15-apo-β-caroten-15-al
Synonyms
  • 4-Ketoretinal
  • all-trans-4-Ketoretinal
  • 4-Oxoretinal
LM ID
LMPR01090064
Formula
C20H26O2
Exact Mass
Calculate m/z
298.19328
Status
Curated
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
Xenopus laevis (#8355)
Amphibia (#8292)
Novel retinoic acid receptor ligands in Xenopus embryos.,
Proc Natl Acad Sci U S A, 1996
Pubmed ID: 8643496

String Representations

InChiKey (Click to copy)
PLILDISEFZJECC-RMWYGNQTSA-N
InChi (Click to copy)
InChI=1S/C20H26O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14H,11,13H2,1-5H3/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/C=O)=C(C)C(=O)C1

Other Databases

CHEBI ID
139347
PubChem CID
6151363
Carotenoid ID
CA01046

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 341.30
Topological Polar Surface Area 34.14
Hydrogen Bond Donors
Hydrogen Bond Acceptors 2
logP 4.90
Molar Refractivity 92.58

Admin

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