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Entry
CA00352                                                            

Classification
Carotenoid Name
6-Epikarpoxanthin
IUPAC name (3S,5R,6S,3'R)-5,6-Dihydro-beta,beta-carotene-3,5,6,3'-tetrol
Formula
C40H58O4
Molecular Weight 
602.864 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10
Number of
conjugated multiple bonds 
10
Isomers 
  • Conformer: CA00353, CA00351
  • Constitutional isomer: CA00612, CA00611
  • InChI
    InChI=1S/C40H58O4/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40(44)38(8,9)27-35(42)28-39(40,10)43/h11-24,34-35,41-44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1
    InChIKey
    DJOWTWWHMWQATC-OYQUVCAXSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@]1(O)C(C)(C)C[C@@H](C[C@@]1(C)O)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)O)\C
    XLogP
    9.175
    Hydrogen Bond donors
    (Lipinski's definition)
    4
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    1
    Complexity of molecule
    0.294
    Number of heavy atoms
    44
    TPSA
    (Topological Polar Surface Area) 
    80.920 Å2
    Source organisms
    Capsicum annuum var. longum (Ref.286) - Land plant: red spice paprika
    Rosa pomifera (Ref.591) - Land plant: Rosaceae: rose hips
    References
  • Ref.286 : Deli, Jozsef; Molnar, Peter; Matus, Zoltan; Toth, Gyula; Steck, Andrea; Pfander, Hanspeter, Helvetica Chimica Acta (1998), 81(7), 1233-1241., "Isolation of carotenoids with 3,5,6-trihydroxy-5,6-dihydro-β-end groups from red paprika (Capsicum annuum)".
  • Ref.591 : Edith Märki-Fischer, Conrad Hans Eugster, Helvetica Chimica acta, Vol.68, Issue 6, 25 September 1985, Pages 1704–1707, "Karpoxanthin und 6-Epikarpoxanthin".
  • CAS
    99664-49-0
    Links to other DB
    KNApSAcK: C00022927

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