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Entry
CA00586                                                            

Classification
Carotenoid Name

IUPAC name 5',8'-Epoxy-3'-hydroxy-3-methoxy-4,5-didehydro-5',8'-dihydro-4,6-cyclo-5,6-seco-beta,beta-caroten-5-one
Formula
C41H56O4
Molecular Weight 
612.858 g/mol
Structure      Search similar carotenoids

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 
  • Constitutional isomer: CA00585
  • InChI
    InChI=1S/C41H56O4/c1-28(18-14-19-30(3)22-23-34-38(32(5)42)36(44-11)27-39(34,6)7)16-12-13-17-29(2)20-15-21-31(4)35-24-37-40(8,9)25-33(43)26-41(37,10)45-35/h12-24,33,36-37,43H,25-27H2,1-11H3/b13-12+,18-14+,20-15+,23-22+,28-16+,29-17+,30-19+,31-21+/t33-,36?,37?,41+/m0/s1
    InChIKey
    GAJFEAZNYLBZJM-HSSKSVRUSA-N
    Canonical SMILES
    COC1CC(C(=C1C(=O)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C1=CC2[C@@](O1)(C)C[C@H](CC2(C)C)O)\C)\C)/C)/C)(C)C
    XLogP
    9.877
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    2
    Complexity of molecule
    0.297
    Number of heavy atoms
    45
    TPSA
    (Topological Polar Surface Area) 
    55.760 Å2
    Source organisms
    Pittosporum tobira (Ref.310) - Land plant
    References
  • Ref.310 : Fujiwara, Yasuhiro; Maruwaka, Hisashi; Toki, Fujio; Hashimoto, Keiji; Maoka, Takashi, Chemical & Pharmaceutical Bulletin (2001), 49(8), 985-987., "Structure of three new carotenoids with a 3-methoxy-5-keto-5,6-seco-4,6-cyclo-β end group from the seeds of Pittosporum tobira".
  • CAS
    367252-31-1
    Links to other DB
    KNApSAcK: C00023172

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