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Entry
CA00295                                                            

Classification
Carotenoid Name
Crassostreaxanthin B
IUPAC name (3R,3'-)-3,3'-Dihydroxy-7,8-didehydro-1',2',7',8'-tetrahydro-6'-methyl-16'-nor-beta,psi-carotene-1',8'-dione
Formula
C40H54O4
Molecular Weight 
598.832 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8 including one ketone (8 in total)
Number of
conjugated multiple bonds 
10 including one ketone (10 in total)
Isomers 
InChI
InChI=1S/C40H54O4/c1-28(17-13-18-30(3)21-22-38-34(7)24-37(43)27-40(38,9)10)15-11-12-16-29(2)19-14-20-31(4)39(44)25-33(6)32(5)23-36(42)26-35(8)41/h11-20,36-37,42-43H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+,33-32+/t36?,37-/m1/s1
InChIKey
LGLPDUBVWXHHHU-HUJBFANOSA-N
Canonical SMILES
OC(C/C(=C(/CC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C#CC1=C(C)C[C@H](CC1(C)C)O)\C)\C)/C)/C)\C)/C)CC(=O)C
XLogP
7.580
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.061
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
74.600 Å2
Source organisms
Crassostrea gigas (Ref.270) - Shellfish: pacific oyster
References
  • Ref.270 : Y Fujiwara, T Maoka, M Ookubo, T Matsuno - Tetrahedron letters, 1992, Volume 33, Issue 34, 18 August 1992, Pages 4941–4944 "Crassostreaxanthins A and B, novel marine carotenoids from the oyster Crassostrea gigas".
  • CAS
    144601-87-6
    Links to other DB
    KNApSAcK: C00023165
    MassBank: CA000148

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