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Lactucaxanthin

PubChem CID: 5281242

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Compound Synonyms Lactucaxanthin, 78306-12-4, CHEBI:6357, (1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-ol, DTXSID80415092, Tunaxanthin F, (1R,4R)-4-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl)-3,5,5-trimethylcyclohex-2-en-1-ol, C08599, DTXCID40365943, BIPAHAFBQLWRMC-SUOWZELTSA-N, LMPR01070273, Q27107159, (3S,3'S,6S,6'S)-epsilon,epsilon-carotene-3,3'-diol
Topological Polar Surface Area 40.5
Hydrogen Bond Donor Count 2.0
Inchi Key BIPAHAFBQLWRMC-SUOWZELTSA-N
Rotatable Bond Count 10.0
Synonyms (3S,3's,6S,6's)-Ε,ε-carotene-3,3'-diol, (3S,3's,6S,6's)-epsilon,epsilon-Carotene-3,3'-diol, Tunaxanthin F, Lactucaxanthin
Heavy Atom Count 42.0
Compound Name Lactucaxanthin
Kingdom Organic compounds
Description Lactucaxanthin 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. Thus, lactucaxanthin is considered to be an isoprenoid lipid molecule. Lactucaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Lactucaxanthin can be found in a number of food items such as pepper (c. baccatum), caraway, japanese persimmon, and lambsquarters, which makes lactucaxanthin a potential biomarker for the consumption of these food products. Lactucaxanthin can be found primarily in blood and breast milk.
Exact Mass 568.428
Formal Charge 0.0
Monoisotopic Mass 568.428
Isotope Atom Count 0.0
Molecular Complexity 1160.0
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 568.9
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 4.0
Iupac Name (1R,4R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-ol
Total Atom Stereocenter Count 4.0
Molecular Framework Aliphatic homomonocyclic compounds
Total Bond Stereocenter Count 9.0
Class Prenol lipids
Inchi InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-26,35-38,41-42H,27-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37-,38-/m0/s1
Smiles CC1=C[C@@H](CC([C@H]1/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@@H]2C(C[C@H](C=C2C)O)(C)C)\C)\C)/C)/C)(C)C)O
Xlogp 11.1
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 9.0
Subclass Tetraterpenoids
Taxonomy Direct Parent Xanthophylls
Molecular Formula C40H56O2

  • 1. Outgoing r'ship FOUND_IN to/from Lactuca Sativa (Plant) Rel Props:Source_db:fooddb_chem_all