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Entry
CA01141                                                            

Classification
Carotenoid Name
(13Z)-Retinal;
13-cis-Retinal;
13-cis-Vitamin A aldehyde
IUPAC name (13Z)-15-Apo-beta-caroten-15-al
Formula
C20H28O
Molecular Weight 
284.424 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
6 including one aldehyde (6 in total)
Number of
conjugated multiple bonds 
6 including one aldehyde (6 in total)
Isomers 
  • Cis/trans isomer: CA00807, CA01034
  • InChI
    InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13-
    InChIKey
    NCYCYZXNIZJOKI-HWCYFHEPSA-N
    Canonical SMILES
    O=C/C=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C
    XLogP
    6.335
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.122
    Number of heavy atoms
    21
    TPSA
    (Topological Polar Surface Area) 
    17.070 Å2
    Source organisms
    Galleria mellonella (Ref.558) - Insect: greater wax moth
    References
  • Ref.558 : Vitus Oberhausera, Olaf Voolstraa, Annette Bangerta, Johannes von Lintigb, and Klaus Vogt, Proc Natl Acad Sci U S A. 2008 Dec 2;105(48):19000-5. doi: 10.1073/pnas.0807805105. Epub 2008 Nov 19., "NinaB combines carotenoid oxygenase and retinoid isomerase activity in a single polypeptide.".
  • CAS

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