Structure Database (LMSD)

Common Name
(9Z,9'Z)-Lutein
Systematic Name
(3R,3'R,6'R,9Z,9'Z)-β,ε-Carotene-3,3'-diol
Synonyms
  • (9Z,9'Z,3R,3'R,6'R)-Lutein
  • Neolutein C
LM ID
LMPR01070904
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
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
synthetic construct (#32630)
Preparation and Spectroscopic Characterization of (9Z,9′Z)-Lutein (Neolutein C),
Helv Chim Acta, 2006

String Representations

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

Other Databases

PubChem CID
162886810
Carotenoid ID
CA00601

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 2
Aromatic Rings
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

Admin

Created at
17th Nov 2021
Updated at
22nd Dec 2021