Structure Database (LMSD)

Common Name
(3'S)-2,3'-Dihydroxycanthaxanthin
Systematic Name
(3'S)-2,3'-dihydroxy-β,β-caroten-4,4'-dione
Synonyms
LM ID
LMPR01070813
Formula
C40H52O4
Exact Mass
Calculate m/z
596.38656
Status
Active
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
Paralithodes brevipes (#174403)
Malacostraca (#6681)
2,3'-Dihydroxycanthaxanthin, a new carotenoid with a 2-hydroxy-4-oxo-beta-end group from the hermit crab, Paralithodes brevipes.,
Chem Pharm Bull (Tokyo), 2006
Pubmed ID: 17015993

String Representations

InChiKey (Click to copy)
RAWKXKPJGBUIEG-RAUWFAQPSA-N
InChi (Click to copy)
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-32(6)38(44)36(42)26-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-31(5)35(41)25-37(43)40(34,9)10/h11-24,36-37,42-43H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t36-,37?/m0/s1
SMILES (Click to copy)
C1(O)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=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C)=C(C)C(=O)C1

Other Databases

PubChem CID
101412442
Carotenoid ID
CA00504

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 676.68
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 9.48
Molar Refractivity 185.98

Admin

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