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Entry
CA00150                                                            
Classification
Carotenoid Name
Lycopene 5,6-epoxide
IUPAC name 5,6-Epoxy-5,6-dihydro-psi,psi-carotene
Formula
C40H56O
Molecular Weight 
552.848 g/mol
Structure      Search similar carotenoids

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

InChIKey

Canonical SMILES

XLogP
13.343
Hydrogen Bond donors
(Lipinski's definition)
0
Hydrogen Bond Acceptors
(Lipinski's definition)
1
LipinskiFailures
2
Complexity of molecule
0.031
Number of heavy atoms
41
TPSA
(Topological Polar Surface Area) 
12.530 Å2
Reaction
Pathway
Major carotenoid information

Minor carotenoid information

Source organisms
Solanum lycopersicum  - Land plant: Solanaceae: tomato, same as Lycopersicon esculentum (Streptophyta - Solanaceae)
Protousnea sp. (Ref.388) - Fungi: lichen (Ascomycota - Lecanorineae)
Cladonia sp. (Ref.609) - Fungi: lichen, ascomycetes (Ascomycota - Cladoniaceae)
Discina reticulata (Ref.115) - Fungi: mushroom (Ascomycota - Helvellaceae)
Discina ancilis (Ref.115) - Fungi: mushroom (Basidiomycota - Unclassified Basidiomycota)
Oxidation of lycopene with m-chloroperbenzoic acid (Ref.345) - Oxidation of lycopene with m-chloroperbenzoic acid (Unclassified non-living matter - Unclassified non-living matter)
References
  • Ref.115: Czeczuga, B., Phyton (Horn, Austria) (1979), 19(3-4), 225-32., "Investigations on carotenoids in fungi. VI. Representatives of the Helvellaceae and Morchellaceae".
  • Ref.345: Khachik, Frederick; Pfander, Hanspeter; Traber, Bruno, Journal of Agricultural and Food Chemistry (1998), 46(12), 4885-4890., "Proposed Mechanisms for the Formation of Synthetic and Naturally Occurring Metabolites of Lycopene in Tomato Products and Human Serum".
  • Ref.388: B. Czeczuga, E. Czeczuga-Semeniuk, S. Calvelo, and S. Liberatore, Journal of Botanical Taxonomy and Geobotany, Volume 116, Issue 3-4, pages 195–200, August 2005, "Carotenoids in representatives of the Protousnea (Parmeliaceae), endemic genus from South America".
  • Ref.609: Prof. Dr. B. Czeczuga and Doz. Dr. R. Doll, Journal of Botanical Taxonomy and Geobatany, Volume 102, Issue 5-6, pages 431–436, 1991, DOI: 10.1002/fedr.19911020518, "The carotenoid content of lichens of the Cladonia genus from Mecklenburg".
    • CAS
    51599-10-1
    Links to other DB

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