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Entry
CA00435                                                            

Classification
Carotenoid Name
Aurochrome
IUPAC name 5,8:5',8'-Diepoxy-5,8,5',8'-tetrahydro-beta,beta-carotene
Formula
C40H56O2
Molecular Weight 
568.848 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Moderately inhibits MDR in hMDR1-L1210, at 4 and 40 microgram/ml (Ref.493).
  • Number of
    conjugated double bonds 
    7
    Number of
    conjugated multiple bonds 
    7
    Isomers 
    InChI
    InChI=1S/C40H56O2/c1-29(19-13-21-31(3)33-27-35-37(5,6)23-15-25-39(35,9)41-33)17-11-12-18-30(2)20-14-22-32(4)34-28-36-38(7,8)24-16-26-40(36,10)42-34/h11-14,17-22,27-28,33-34H,15-16,23-26H2,1-10H3/b12-11+,19-13+,20-14+,29-17+,30-18+,31-21+,32-22+
    InChIKey
    JLFOTJPFBATTLK-HEQCMDTNSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C1C=C2C(O1)(C)CCCC2(C)C)/C)/C)/C=C/C=C(/C1C=C2C(O1)(C)CCCC2(C)C)\C
    XLogP
    8.938
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    1
    Complexity of molecule
    0.327
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    18.460 Å2
    Source organisms
    Camellia sinensis (Ref.215) - Land plant: tea, black tea, Camellia sinensis L.
    Calendula officinalis (Ref.430) - Land plant: common marigold
    References
  • Ref.215 : Taylor, Sarah; Baker, David; Owuor, Philip; Orchard, John; Othieno, Caleb; Gay, Clifton, Taylor, Sarah; Baker, David; Owuor, Philip; Orchard, John; Othieno, Caleb; Gay, Clifton, "A model for predicting black tea quality from the carotenoid and chlorophyll composition of fresh green tea leaf".
  • Ref.430 : T. W. GOODWIN, Biochem J. 1954 Sep;58(1):90-4., "Studies in carotenogenesis. 13. The carotenoids of the flower petals of Calendula officinalis.".
  • Ref.493 : Anne-Laure Gagez, ValĂ©rie Thiery, Virginie Pasquet, Jean-Paul Cadoret, and Laurent Picot, Current Bioactive Compounds 2012, 8, 000-000, "Epoxycarotenoids and Cancer. Review".
  • CAS
    6821-09-6
    Links to other DB
    MassBank: CA000030

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