Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00744   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00744                                                            

Classification
Carotenoid Name
Capsoneoxanthin
IUPAC name (3S,5R,6R,3'S,5'R)-3,5,3'-Trihydroxy-6,7-didehydro-5,6-dihydro-beta,kappa-caroten-6'-one
Formula
C40H56O4
Molecular Weight 
600.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 including one ketone (10 in total)
Number of
conjugated multiple bonds 
10 including one ketone (10 in total)
Isomers 
InChI
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35-37(5,6)25-33(41)28-40(35,10)44)15-11-12-16-30(2)18-14-20-32(4)22-24-36(43)39(9)27-34(42)26-38(39,7)8/h11-22,24,33-34,41-42,44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-22+,29-15+,30-16+,31-19+,32-20+/t23?,33-,34-,39-,40+/m0/s1
InChIKey
CHUCTZTVUGPRQU-YHHVKFGRSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)O)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]1(C)C[C@H](CC1(C)C)O)\C
XLogP
10.447
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.300
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
77.760 Å2
Source organisms
Asparagus falcatus (Ref.446) - Land plant: asparagus
References
  • Ref.446 : Deli, Jozsef; Molnar, Peter; Osz, Erzsebet; Toth, Gyula, Tetrahedron Letters (2000), 41(42), 8153-8155., "Capsoneoxanthin, a new carotenoid isolated from the fruits of Asparagus falcatus".
  • CAS
    310898-15-8
    Links to other DB
    KNApSAcK: C00023025

       Search other references with Google Scholar