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cis-Violaxanthin

PubChem CID: 6442428

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Compound Synonyms cis-Violaxanthin, 1263-54-3, 6-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-(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]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol, DTXSID20861771, 6-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-(3-hydroxy-1,5,5-trimethyl-7-oxabicyclo[4.1.0]hept-6-yl)-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
Topological Polar Surface Area 65.5
Hydrogen Bond Donor Count 2.0
Inchi Key SZCBXWMUOPQSOX-VPYIVGMTSA-N
Rotatable Bond Count 10.0
Synonyms 9-c-violaxanthin, 9cViol
Heavy Atom Count 44.0
Compound Name cis-Violaxanthin
Kingdom Organic compounds
Description Cis-violaxanthin 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. Cis-violaxanthin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cis-violaxanthin can be found in ginkgo nuts and potato, which makes cis-violaxanthin a potential biomarker for the consumption of these food products.
Exact Mass 600.418
Formal Charge 0.0
Monoisotopic Mass 600.418
Isotope Atom Count 0.0
Molecular Complexity 1270.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 600.9
Database Name fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 6-[(1E,3E,5E,7E,9E,11E,13E,15Z,17E)-18-(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]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
Total Atom Stereocenter Count 6.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 9.0
Class Prenol lipids
Inchi InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19-,32-20+
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/C=C(\C)/C=C/C34C(CC(CC3(O4)C)O)(C)C
Xlogp 9.8
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 9.0
Subclass Tetraterpenoids
Taxonomy Direct Parent Xanthophylls
Molecular Formula C40H56O4

  • 1. Outgoing r'ship FOUND_IN to/from Ginkgo Biloba (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all