Structure Database (LMSD)

Common Name
Idoxanthin
Systematic Name
(3S,3'S)-3,3',4'-Trihydroxy-β,β-caroten-4-one
Synonyms
LM ID
LMPR01070822
Formula
C40H54O4
Exact Mass
Calculate m/z
598.40221
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salvelinus alpinus (#8036)
Actinopteri (#186623)
Astaxanthin and its metabolites idoxanthin and crustaxanthin in flesh, skin, and gonads of sexually immature and maturing Arctic charr (Salvelinus alpinus (L.)).,
Comp Biochem Physiol B Biochem Mol Biol, 2000
Pubmed ID: 10818273
Clione limacina (#71516)
Gastropoda (#6448)
Carotenoids of sea angels Clione limacina and Paedoclione doliiformis from the perspective of the food chain.,
Mar Drugs, 2014
Pubmed ID: 24633249

String Representations

InChiKey (Click to copy)
DNKQGUYVWUAYIE-KRJZFOBGSA-N
InChi (Click to copy)
InChI=1S/C40H54O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-37,41-43H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-,37+/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)[C@@H](O)[C@@H](O)CC2(C)C)=C(C)C(=O)[C@H]1O

Other Databases

PubChem CID
14056459
Carotenoid ID
CA00507

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 679.32
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 9.56
Molar Refractivity 187.49

Admin

Created at
17th Nov 2021
Updated at
14th Dec 2021