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Entry
CA00607                                                            

Classification
Carotenoid Name
4-Hydroxylutein
IUPAC name (3S,4R,3'R,6'R)-beta,epsilon-Carotene-3,4,3'-triol
Formula
C40H56O3
Molecular Weight 
584.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10
Number of
conjugated multiple bonds 
10
Isomers 
InChI
InChI=1S/C40H56O3/c1-28(17-13-19-30(3)21-23-35-32(5)25-34(41)26-39(35,7)8)15-11-12-16-29(2)18-14-20-31(4)22-24-36-33(6)38(43)37(42)27-40(36,9)10/h11-25,34-35,37-38,41-43H,26-27H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,28-15+,29-16+,30-19+,31-20+/t34-,35-,37-,38+/m0/s1
InChIKey
RDHCMKIXMMGSAD-LBSQTNITSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)[C@@H](O)[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C
XLogP
10.526
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
3
LipinskiFailures
1
Complexity of molecule
0.303
Number of heavy atoms
43
TPSA
(Topological Polar Surface Area) 
60.690 Å2
Source organisms
Liolophura japonica (Ref.366) - chiton
Placiphorella japonica (Ref.366) - chiton
Placiphorella stimpsonii (Ref.366) - chiton
Acanthochiton defilippii (Ref.366) - 
Acanthochiton rubrolineatus (Ref.366) - chiton
Cryptochiton stelleri (Ref.366) - 
References
  • Ref.366 : Tsushima, Miyuki; Maoka, Takashi; Matsuno, Takao, Comparative Biochemistry and Physiology, Part B:  Biochemistry & Molecular Biology (1989), 93B(3), 665-71., "Comparative biochemical studies of carotenoids in marine invertebrates - the first positive identification of ε,ε-carotene derivatives and isolation of two new carotenoids from chitons".
  • CAS
    123163-67-7
    Links to other DB
    KNApSAcK: C00022915
    LipidBank: VCA1146
    MassBank: CA000136

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