Structure Database (LMSD)

Common Name
Lutein
Systematic Name
(3R,3'R,6'R)-β,ε-Carotene-3,3'-diol
Synonyms
LM ID
LMPR01070274
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Micrococcus luteus (#1270)
Actinomycetes (#1760)
Lutein in a bacterial membrane.,
Nature, 1958
Pubmed ID: 13566177
Calendula officinalis (#41496)
Magnoliopsida (#3398)
Studies in carotenogenesis. 13. The carotenoids of the flower petals of Calendula officinalis.,
Biochem J, 1954
Pubmed ID: 13198857

String Representations

InChiKey (Click to copy)
KBPHJBAIARWVSC-RGZFRNHPSA-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-/m0/s1
SMILES (Click to copy)
[C@H]1(/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[C@@H](O)CC2(C)C)C(C)=C[C@H](O)CC1(C)C

Other Databases

Wikipedia
Lutein
KEGG ID
C08601
HMDB ID
HMDB03233
CHEBI ID
28838
PubChem CID
5281243
Cayman ID
10010811
Carotenoid ID
CA00597
PDB ID
A1LXP
GuidePharm ID
13099

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
20th Nov 2024