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Entry
CA00194                                                            

Classification
Carotenoid Name
β-Zeacarotene;
beta-Zeacarotene
IUPAC name 7',8'-Dihydro-beta,psi-carotene
Formula
C40H58
Molecular Weight 
538.864 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Provitamin A (Ref.463).
  • Number of
    conjugated double bonds 
    9
    Number of
    conjugated multiple bonds 
    9
    Isomers 
  • Constitutional isomer: CA00046, CA00047, CA00193, CA00299, CA00306, CA00317, CA00313
  • InChI
    InChI=1S/C40H58/c1-32(2)18-13-21-35(5)24-15-26-36(6)25-14-22-33(3)19-11-12-20-34(4)23-16-27-37(7)29-30-39-38(8)28-17-31-40(39,9)10/h11-12,14,16,18-20,22-25,27,29-30H,13,15,17,21,26,28,31H2,1-10H3/b12-11+,22-14+,23-16+,30-29+,33-19+,34-20+,35-24+,36-25+,37-27+
    InChIKey
    MICBIPJWKDDGNL-FILYMEKXSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C)/C=C/C=C(/CC/C=C(/CCC=C(C)C)\C)\C
    XLogP
    14.702
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    0
    LipinskiFailures
    2
    Complexity of molecule
    0.061
    Number of heavy atoms
    40
    TPSA
    (Topological Polar Surface Area) 
    0.000 Å2
    Source organisms
    Coccinella septempunctata (Ref.116) - Insect: seven-spotted ladybird
    Citrus sinensis L. Osbeck (Ref.373) - Land plant: orange
    Mauritia vinifera (Ref.567) - Land plant: buriti, native Amazonian fruits, Mauritia flexuosa var. venezuelana Steyerm.
    References
  • Ref.116 : Britton, George; Lockley, William J. S.; Harriman, Garry A.; Goodwin, Trevor W., Nature (London, United Kingdom) (1977), 266(5597), 49-50., "Pigmentation of the ladybird beetle Coccinella septempunctata by carotenoids not of plant origin".
  • Ref.373 : Kudritskaya, S. E.; Fishman, G. M.; Zagorodskaya, L. M., Subtropicheskie Kul'tury (1977), (5-6), 154-8., "Identification of orange peel (Citrus sinensis Osb.) carotenoids".
  • Ref.567 : Veridiana V. de Rosso and Adriana Z. Mercadante, J. Agric. Food Chem., 2007, 55 (13), pp 5062–5072, DOI: 10.1021/jf0705421, "Identification and Quantification of Carotenoids, By HPLC-PDA-MS/MS, from Amazonian Fruits".
  • Ref.463 : E.N. Petzold, F.W. Quackenbush, Marilyn McQuistan, Archives of Biochemistry and Biophysics Volume 82, Issue 1, May 1959, Pages 117-124, "Zeacarotenes, new provitamins A from corn".
  • CAS
    514-90-9
    Links to other DB
    KEGG COMPOUND: C05434
    KNApSAcK: C00022807
    LipidBank: VCA1008
    ProCarDB: C1029

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