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Entry
CA00663                                                            

Classification
Carotenoid Name
Siphonaxanthin octenoate
IUPAC name (3R,3'R,6'R)-19-(trans-Oct-2-enoyloxy)-3,3'-dihydroxy-7,8-dihydro-beta,epsilon-caroten-8-one
Formula
C48H68O5
Molecular Weight 
725.024 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 and 2 including one ketone (11 in total)
Number of
conjugated multiple bonds 
9 and 2 including one ketone (11 in total)
Isomers 
InChI
InChI=1S/C48H68O5/c1-11-12-13-14-15-26-46(52)53-34-40(45(51)31-44-39(6)30-42(50)33-48(44,9)10)25-19-24-36(3)21-17-16-20-35(2)22-18-23-37(4)27-28-43-38(5)29-41(49)32-47(43,7)8/h15-29,41-43,49-50H,11-14,30-34H2,1-10H3/b17-16+,22-18+,24-19+,26-15+,28-27+,35-20+,36-21+,37-23+,40-25+/t41-,42+,43-/m0/s1
InChIKey
DBTVWXCYDOGLIW-VPSZULFQSA-N
Canonical SMILES
CCCCC/C=C/C(=O)OC/C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@H]1C(=C[C@@H](CC1(C)C)O)C)/C)/C)\C)/C(=O)CC1=C(C)C[C@H](CC1(C)C)O
XLogP
11.901
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.248
Number of heavy atoms
53
TPSA
(Topological Polar Surface Area) 
83.830 Å2
Source organisms
Chlamydomonas parkeae (Ref.15) - Green alga: Chlamydomonadales, unicellular marine flagellate
Chlamydomonas parkeae  - Green alga: Chlamydomonadales, unicellular marine flagellate
References
  • Ref.15 : T. Sasa, S. Suda, M. M. Watanabe, S. Takaichi, Plant Cell Physiol. 33(5): 527-534(1992) "A novel carotenoid ester, Loroxanthin dodecenoate, from Pyramimonas parkeae (Prasinophyceae) and Chlorarachniophycean alga".
  • CAS
    889891-05-8
    Links to other DB

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