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Entry
CA00348                                                            

Classification
Carotenoid Name
Heteroxanthin
IUPAC name (3S,5S,6S,3'R)-7',8'-didehydro-5,6-dihydro-beta,beta-carotene-3,5,3',6'-tetrol
Formula
C40H56O4
Molecular Weight 
600.848 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8
Number of
conjugated multiple bonds 
10
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
9.141
Hydrogen Bond donors
(Lipinski's definition)
4
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.300
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
80.920 Å2
Reaction
  • Product: CR00170
  • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Euglena gracilis (Ref.39, Ref.590) - Alga: Euglena (Euglenida - Euglenaceae)
    Euglena viridis (Ref.44) - Alga: Euglena (Euglenida - Euglenaceae)
    Gonyostomum semen (Ref.35) - Alga: Raphidophyceae ((Raphidophyceae) - Chattonellaceae)
    Vacuolaria virescens (Ref.35) - Alga: Raphidophyceae ((Raphidophyceae) - Chattonellaceae)
    Corbicula clams (Ref.221) - Shellfish: bivalve (Mollusca - Corbiculidae)
    Corbicula japonica (Ref.221) - Shellfish: bivalve (Mollusca - Corbiculidae)
    Corbicula sandai (Ref.221) - Shellfish: bivalve (Mollusca - Corbiculidae)
    References
  • Ref.35: A.Fiksdahl, N. Withers, R. R. L. Guillard, and S. Liaaen-Jensen, Comp. Biochem. Physiol. Vol. 78B, No. 1, pp. 265-271, 1984, "Carotenoids of the Raphidophyceae - a chemosystematic contribution ".
  • Ref.39: H. Nitsche, Arch. Mikrobiol. 90, 151-155 (1973), "Heteroxanthin in Euglena gracilis".
  • Ref.590: Richard Buchecker, Synnøve Liaaen-Jensen, Phytochemistry, Volume 16, Issue 6, 1977, Pages 729-733, "Absolute configuration of heteroxanthin and diadinoxanthin".
  • Ref.44: A. Fiksdahl, S. Liaaen-Jensen, Phytochemistry, Vol.27, No.5, pp. 1447 - 1450, 1988 "Diacetylenic carotenoids from Euglena viridis".
  • Ref.221: Maoka, Takashi; Fujiwara, Yasuhiro; Hashimoto, Keiji; Akimoto, Naoshige, Journal of Agricultural and Food Chemistry (2005), 53(21), 8357-8364. "Carotenoids in Three Species of Corbicula Clams, Corbicula japonica, Corbicula sandai, and Corbicula sp. (Chinese Freshwater Corbicula Clam)".
  • CAS
    29488-00-4
    Links to other DB
    KNApSAcK: C00022925
    MassBank: CA000062

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