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Entry
CA01048                                                            

Classification
Carotenoid Name
Cucumariaxanthins A;Cucumariaxanthin A;
(9Z,9'Z)-5,6,5',6'-Tetrahydro-β,β-carotene-4,4'-dione
IUPAC name (5S,6S,5'S,6'S)-(9Z,9'Z)-5,6,5',6'-tetrahydro-beta,beta-carotene-4,4'-dione
Formula
C42H58O2
Molecular Weight 
594.884 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 including two ketones (10 in total)
Number of
conjugated multiple bonds 
10 including two ketones (10 in total)
Isomers 
InChI
InChI=1S/C42H58O2/c1-31(20-15-21-33(3)19-13-14-24-37-35(5)39(43)27-29-41(37,7)8)17-11-12-18-32(2)22-16-23-34(4)25-26-38-36(6)40(44)28-30-42(38,9)10/h11-26,35-38H,27-30H2,1-10H3/b12-11+,19-13+,20-15+,22-16+,24-14+,26-25+,31-17+,32-18+,33-21-,34-23-/t35-,36-,37-,38-/m0/s1
InChIKey
AFLAULKQNLOXKW-AVZUFHRSSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(/C=C/[C@H]1[C@H](C)C(=O)CCC1(C)C)\C)/C)/C=C/C=C(\C=C\C=C\[C@H]1[C@H](C)C(=O)CCC1(C)C)/C
XLogP
12.620
Hydrogen Bond donors
(Lipinski's definition)
0
Hydrogen Bond Acceptors
(Lipinski's definition)
2
LipinskiFailures
2
Complexity of molecule
0.314
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
34.140 Å2
Source organisms
Cucumaria japonica (Ref.432) - northern sea cucumber
References
  • Ref.432 : Miyuki Tsushima, Yasuhiro Fujiwara ,and Takao Matsuno, J. Nat. Prod., 1996, 59 (1), pp 30–34, DOI: 10.1021/np960022s, "Novel Marine di-Z-Carotenoids:  Cucumariaxanthins A, B, and C from the Sea Cucumber Cucumaria japonica".
  • CAS
    167613-52-7
    Links to other DB
    KNApSAcK: C00023048

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