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Entry
CA00390                                                            

Classification
Carotenoid Name
Physalien;
Zeaxanthin dipalmitate
IUPAC name (3R,3'R)-3,3'-Dihexadecanoyloxy-beta,beta-carotene
Formula
C72H116O4
Molecular Weight 
1045.648 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Yellow food coloring (Ref.468).
  • Number of
    conjugated double bonds 
    11
    Number of
    conjugated multiple bonds 
    11
    Isomers 
  • Constitutional isomer: CA00621
  • InChI
    InChI=1S/C72H116O4/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-69(73)75-65-55-63(7)67(71(9,10)57-65)53-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)52-54-68-64(8)56-66(58-72(68,11)12)76-70(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-54,65-66H,13-38,49-50,55-58H2,1-12H3/b40-39+,45-41+,46-42+,53-51+,54-52+,59-43+,60-44+,61-47+,62-48+/t65-,66-/m1/s1
    InChIKey
    XACHQDDXHDTRLX-XLVVAOPESA-N
    Canonical SMILES
    CCCCCCCCCCCCCCCC(=O)O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1=C(C)C[C@H](CC1(C)C)OC(=O)CCCCCCCCCCCCCCC)\C)\C)/C)/C)C
    XLogP
    27.344
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    2
    Complexity of molecule
    0.156
    Number of heavy atoms
    76
    TPSA
    (Topological Polar Surface Area) 
    52.600 Å2
    Source organisms
    Physalis alkekengi  - Land plant: Solanaceae: winter cherry
    Lycium sp. (Ref.543) - Land plant: goji berry
    References
  • Ref.543 : Yong Peng, Chen Ma, Yawei Li, Kelvin Sze-Yin Leung, Zhi-Hong Jiang, Zhongzhen Zhao, Plant Foods for Human Nutrition, December 2005, Volume 60, Issue 4, pp 161-164, "Quantification of Zeaxanthin Dipalmitate and Total Carotenoids in Lycium Fruits (Fructus Lycii).
  • Ref.468 : Gerard P. Moss, Herbert Baxter, J.B. Harborne, Gerald P. Moss, CRC Press; 1 edition (February 15, 1993), ISBN-10: 0850667364, ISBN-13: 978-0850667363, "Phytochemical Dictionary: A Handbook of Bioactive Compounds from Plants".
  • CAS
    144-67-2
    Links to other DB
    KNApSAcK: C00003783

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