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Entry
CA00149                                                            

Classification
Carotenoid Name
Lycopene 1,2-epoxide
IUPAC name (2S)-1,2-Epoxy-1,2-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 
11
Number of
conjugated multiple bonds 
11
Isomers 
InChI
InChI=1S/C40H56O/c1-32(2)18-13-21-35(5)24-16-27-36(6)25-14-22-33(3)19-11-12-20-34(4)23-15-26-37(7)28-17-29-38(8)30-31-39-40(9,10)41-39/h11-12,14-20,22-29,39H,13,21,30-31H2,1-10H3/b12-11+,22-14+,23-15+,27-16+,28-17+,33-19+,34-20+,35-24+,36-25+,37-26+,38-29+/t39-/m0/s1
InChIKey
GTXHICADEVOUIY-NHNQDMECSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\CC[C@@H]1OC1(C)C)/C)/C)/C)/C=C/C=C(/C=C/C=C(/CCC=C(C)C)\C)\C
XLogP
13.255
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
Source organisms
Oxidation of lycopene with m-chloroperbenzoic acid (Ref.345) - Oxidation of lycopene with m-chloroperbenzoic acid
References
  • 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".
  • CAS
    51599-09-8
    Links to other DB
    KNApSAcK: C00022937
    MassBank: CA000076

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