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Latoxanthin

PubChem CID: 102150983

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Compound Synonyms Latoxanthin, (1R,2R,4S)-1-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo(4.1.0)heptan-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl)-2,6,6-trimethylcyclohexane-1,2,4-triol, (1R,2R,4S)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,6,6-trimethylcyclohexane-1,2,4-triol, IHFACKVTKFGBBA-UVAHLJQVSA-N, 95034-11-0, (3S,5R,6R,3'S,5'R,6'S)-5',6'-Epoxy-5,6,5',6'-tetrahydro-beta,beta-carotene-3,5,6,3'-tetorol
Topological Polar Surface Area 93.5
Hydrogen Bond Donor Count 4.0
Inchi Key IHFACKVTKFGBBA-UVAHLJQVSA-N
Rotatable Bond Count 10.0
Synonyms (3S,3'S,5R,5'R,6R,6'S)-5,6-Epoxy-5,5',6,6'-tetrahydro-3,3',5',6'-tetrahydroxy-beta,beta-carotene, Latoxanthin
Heavy Atom Count 45.0
Compound Name Latoxanthin
Kingdom Organic compounds
Description Latoxanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Latoxanthin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Latoxanthin can be found in a number of food items such as red bell pepper, yellow bell pepper, orange bell pepper, and pepper (c. annuum), which makes latoxanthin a potential biomarker for the consumption of these food products.
Exact Mass 618.428
Formal Charge 0.0
Monoisotopic Mass 618.428
Isotope Atom Count 0.0
Molecular Complexity 1360.0
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 618.9
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 6.0
Iupac Name (1R,2R,4S)-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,6,6-trimethylcyclohexane-1,2,4-triol
Total Atom Stereocenter Count 6.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 9.0
Class Prenol lipids
Inchi InChI=1S/C40H58O5/c1-29(17-13-19-31(3)21-23-39(44)35(5,6)25-33(41)27-37(39,9)43)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)45-40/h11-24,33-34,41-44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39+,40-/m0/s1
Smiles C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)/C=C/C=C(\C)/C=C/[C@@]3([C@](C[C@H](CC3(C)C)O)(C)O)O
Xlogp 8.8
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 9.0
Subclass Tetraterpenoids
Taxonomy Direct Parent Xanthophylls
Molecular Formula C40H58O5

  • 1. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Capsicum Frutescens (Plant) Rel Props:Source_db:fooddb_chem_all