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Sinensiaxanthin

PubChem CID: 13964732

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Compound Synonyms Sinensiaxanthin, SCHEMBL2836603
Topological Polar Surface Area 53.0
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 30.0
Description Sinensiaxanthin is a member of the class of compounds known as sesterterpenoids. Sesterterpenoids are terpenes composed of five consecutive isoprene units. Sinensiaxanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Sinensiaxanthin can be found in apple and sweet orange, which makes sinensiaxanthin a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 819.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 6-[(1E,3E,5E,7E,9E,11E,13E)-15-hydroxy-3,7,12-trimethylpentadeca-1,3,5,7,9,11,13-heptaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
Nih Violation True
Class Prenol lipids
Xlogp 6.4
Superclass Lipids and lipid-like molecules
Is Pains False
Subclass Sesterterpenoids
Molecular Formula C27H38O3
Inchi Key GMQZSQMIENYQEB-JNOJMRGUSA-N
Rotatable Bond Count 8.0
Synonyms 5,6-Epoxy-5,6-dihydro-10'-apo-beta,psi-carotene-3,10'-diol
Compound Name Sinensiaxanthin
Kingdom Organic compounds
Exact Mass 410.282
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 410.282
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 410.6
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 7.0
Molecular Framework Aliphatic heteropolycyclic compounds
Inchi InChI=1S/C27H38O3/c1-21(11-7-8-12-22(2)15-10-18-28)13-9-14-23(3)16-17-27-25(4,5)19-24(29)20-26(27,6)30-27/h7-17,24,28-29H,18-20H2,1-6H3/b8-7+,13-9+,15-10+,17-16+,21-11+,22-12+,23-14+
Smiles C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C12C(CC(CC1(O2)C)O)(C)C)/C=C/CO
Defined Bond Stereocenter Count 7.0
Taxonomy Direct Parent Sesterterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all