Structure Database (LMSD)

Common Name
(9Z)-Lutein
Systematic Name
(3R,3'R,6'R,9Z)-β,ε-Carotene-3,3'-diol
Synonyms
  • Neolutein B
LM ID
LMPR01070905
Formula
C40H56O2
Exact Mass
Calculate m/z
568.42803
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
synthetic construct (#32630)
Preparation and Spectroscopic Characterization of (9Z,9′Z)-Lutein (Neolutein C),
Helv Chim Acta, 2006

String Representations

InChiKey (Click to copy)
KBPHJBAIARWVSC-OMUOOEEESA-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

Other Databases

PubChem CID
162945700
Carotenoid ID
CA00603

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