Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00664   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00664                                                            

Classification
Carotenoid Name
Siphonaxanthin decenoate
IUPAC name (3R,3'R,6'R)-19-(trans-Dec-2-enoyloxy)-3,3'-dihydroxy-7,8-dihydro-beta,epsilon-caroten-8-one
Formula
C50H72O5
Molecular Weight 
753.076 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/C50H72O5/c1-11-12-13-14-15-16-17-28-48(54)55-36-42(47(53)33-46-41(6)32-44(52)35-50(46,9)10)27-21-26-38(3)23-19-18-22-37(2)24-20-25-39(4)29-30-45-40(5)31-43(51)34-49(45,7)8/h17-31,43-45,51-52H,11-16,32-36H2,1-10H3/b19-18+,24-20+,26-21+,28-17+,30-29+,37-22+,38-23+,39-25+,42-27+/t43-,44+,45-/m0/s1
InChIKey
XMQHQSCSYZPBNB-AIZNKAMTSA-N
Canonical SMILES
CCCCCCC/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
13.039
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.236
Number of heavy atoms
55
TPSA
(Topological Polar Surface Area) 
83.830 Å2
Source organisms
Chlamydomonas parkeae (Ref.15) - Green alga: Chlamydomonadales, unicellular marine flagellate
Pyramimonas amylifera  - Green alga: Prasinophyte
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
    189016-94-2
    Links to other DB

       Search other references with Google Scholar