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Carotenoids DB          Carotenoids DB: CA01031   
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Entry
CA01031                                                            
Classification
Carotenoid Name
Vitamin A;
Vitamin A1;
Vitamin A alchol;
Retinol;
all-trans-Retinol
IUPAC name 15-Apo-beta-caroten-15-ol
Formula
C20H30O
Molecular Weight 
286.44 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Anticarcinogenic activity (Ref.487).
  • Absorpsion maxim: λmax in UV: 328nm λmax: 617nm (Ref.571).
    • Number of
    conjugated double bonds 
    5
    Number of
    conjugated multiple bonds 
    5
    Isomers 
  • Cis/trans isomer: CA01032, CA01033
    • InChI

    InChIKey

    Canonical SMILES

    XLogP
    6.158
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.118
    Number of heavy atoms
    21
    TPSA
    (Topological Polar Surface Area) 
    20.230 Å2
    Reaction
  • Substrate: CR00009,  CR00258,  CR00278
  • Product: CR00259
    • Pathway
  • Pathway: CB000087,  CB000088
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Homo sapiens (Ref.422) - Mammal: Human (Chordata - Hominidae)
    References
  • Ref.422: Dean Bok, Joram Heller, Experimental Eye Research, Volume 22, Issue 5, Part 1, May 1976, Pages 395-402, "Transport of retinol from the blood to the retina: an autoradiographic study of the pigment epithelial cell surface receptor for plasma retinol-binding protein".
  • Ref.487: Bertram JS, Vine AL., Biochim Biophys Acta. 2005 May 30;1740(2):170-8. Epub 2005 Jan 25., "Cancer prevention by retinoids and carotenoids: independent action on a common target.".
  • Ref.571: Morton RA, Creed RH., Biochem J. 1939 Mar;33(3):318-24., PMID: 16746914 PMCID: PMC1264377, "The conversion of carotene to vitamin A(2) by some fresh-water fishes.".
    • CAS
    68-26-8
    Links to other DB

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