Structure Database (LMSD)

HO OH
Common Name
Lutein B
Systematic Name
(3R,3'S,6'R)-β,ε-Carotene-3,3'-diol
Synonyms
  • Calthaxanthin
  • 3'-Epilutein
LM ID
LMPR01070030
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
KBPHJBAIARWVSC-IRHPOQNPSA-N
InChi (Click to copy)
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37+/m1/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/[C@H]2C(C)=C[C@@H](O)CC2(C)C)=C(C)C[C@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Protousnea (#235511)
Lecanoromycetes (#147547)
Carotenoids in representatives of the Protousnea (Parmeliaceae), endemic genus from South America,
Feddes Repertorium, 2005
Homo sapiens (#9606)
Mammalia (#40674)
Identification of lutein and zeaxanthin oxidation products in human and monkey retinas.,
Invest Ophthalmol Vis Sci, 1997
Pubmed ID: 9286269

Other Databases

Wikipedia
Lutein
KEGG ID
C08601
HMDB ID
HMDB0003415
CHEBI ID
28838
LIPIDBANK ID
VCA0028
PubChem CID
10210008
Carotenoid ID
CA00599

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 664.38
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 10.98
Molar Refractivity 185.13

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Created at
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Updated at
27th Oct 2023