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Entry
CA01140                                                            

Classification
Carotenoid Name
(all-E,3R)-3-Hydroxy-α-retinal
IUPAC name (all-E,3R)-3-Hydroxy-15-apo-epsilon-carotene-15-al
Formula
C20H28O2
Molecular Weight 
300.424g /mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
5 in cluding an aldehyde (5 in total)
Number of
conjugated multiple bonds 
5 in cluding an aldehyde (5 in total)
Isomers 
  • Constitutional isomer: CA01045, CA01036, CA01000
  • InChI
    InChI=1S/C20H28O2/c1-15(7-6-8-16(2)11-12-21)9-10-19-17(3)13-18(22)14-20(19,4)5/h6-13,18-19,22H,14H2,1-5H3/b8-6+,10-9+,15-7+,16-11+/t18-,19-/m0/s1
    InChIKey
    PZBSUBCYUBCPQQ-YGFOUELWSA-N
    Canonical SMILES
    O=C/C=C(/C=C/C=C(/C=C/[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C)\C
    XLogP
    4.969
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.120
    Number of heavy atoms
    22
    TPSA
    (Topological Polar Surface Area) 
    37.300 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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