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Entry
CA00669                                                            

Classification
Carotenoid Name
Lutein 3-pyropheophorbide A ester
IUPAC name (3R,3'R,6'R)-3-[(3S,4S)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate]-beta,epsilon-Carotene-3,3'-diol
Formula
C73H88N4O4
Molecular Weight 
1085.474 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
10 and 12 (22 in total)
Number of
conjugated multiple bonds 
10 and 12 (22 in total)
Isomers 
  • Constitutional isomer: CA00670
  • InChI
    InChI=1S/C73H88N4O4/c1-17-55-49(9)61-38-63-51(11)57(70(76-63)58-37-67(79)69-52(12)64(77-71(58)69)40-66-56(18-2)50(10)62(75-66)39-65(55)74-61)31-34-68(80)81-54-36-48(8)60(73(15,16)42-54)33-30-46(6)28-22-26-44(4)24-20-19-23-43(3)25-21-27-45(5)29-32-59-47(7)35-53(78)41-72(59,13)14/h17,19-30,32-33,35,38-40,51,53-54,57,59,74,77-78H,1,18,31,34,36-37,41-42H2,2-16H3/b20-19+,25-21+,26-22+,32-29+,33-30+,43-23+,44-24+,45-27+,46-28+,61-38-,62-39-,63-38-,64-40-,65-39-,66-40-,70-58-/t51-,53-,54+,57-,59-/m0/s1
    InChIKey
    QWYXOVOWYLAWDL-QBRGPVBVSA-N
    Canonical SMILES
    CCC1=C(C)C2=N/C/1=C\c1[nH]c3c(c1C)C(=O)C/C/3=C\1/N=C(/C=c/3\[nH]/c(=C\2)/c(C=C)c3C)[C@H]([C@@H]1CCC(=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/[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C)\C)/C)/C)C)C
    XLogP
    16.972
    Hydrogen Bond donors
    (Lipinski's definition)
    3
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    8
    LipinskiFailures
    2
    Complexity of molecule
    0.355
    Number of heavy atoms
    81
    TPSA
    (Topological Polar Surface Area) 
    120.960 Å2
    Source organisms
    Haliotis diversicolor aquatilis (Ref.157) - Shellfish: Abalone
    References
  • Ref.157 : Maoka, Takashi; Etoh, Tetsuji; Akimoto, Naoshige; Yasui, Hiroyuki, Tetrahedron Letters (2011), Volume52 Issue23 Pages3012-3015, DOI:10.1016/j.tetlet.2011.03.14, "Novel carotenoid pyropheophorbide A esters from abalone".
  • CAS
    1311273-04-7
    Links to other DB

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