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Entry
CA00738                                                            

Classification
Carotenoid Name
Capsanthone
IUPAC name (3R,5'R)-3-Hydroxy-beta,kappa-carotene-3',6'-dione
Formula
C40H54O3
Molecular Weight 
582.832 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
11 including one ketone (11 in total)
Number of
conjugated multiple bonds 
11 including one ketone (11 in total)
Isomers 
InChI
InChI=1S/C40H54O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34,41H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,40+/m1/s1
InChIKey
RSVFJNWBMXVMGE-LXQXRHSASA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C[C@H](CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C(=O)[C@]1(C)CC(=O)CC1(C)C)\C
XLogP
9.483
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
3
LipinskiFailures
2
Complexity of molecule
0.309
Number of heavy atoms
43
TPSA
(Topological Polar Surface Area) 
54.370 Å2
Source organisms
Aesculus rubicunda  - Land plant: horse chestnut
Capsicum annuum (Ref.447) - Land plant: red pepper
References
  • Ref.447 : Cholnoky, L.; Szabolcs, J., Acta Chimica Academiae Scientiarum Hungaricae¬†(1960),¬†22,¬†117-19., "Structure of the coloring matter of paprika".
  • CAS
    28368-01-6
    Links to other DB
    KNApSAcK: C00023053
    MassBank: CA000019

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