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Canin

PubChem CID: 442175

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Compound Synonyms Canin, 24959-84-0, CHEBI:3356, (1R,2R,5S,9S,10S,11S,13R,14S)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one, CHEMBL271164, Canin (Chrysartemin A), DTXSID70947832, 4H-Bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one, octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-, (3aS-(3aalpha,6alpha,6aS*,7abeta,7bbeta,8abeta,8balpha,8cbeta))-, Octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-4H-bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one (3aS-(3aalpha,6alpha,6aS*,7abeta,7bbeta,8abeta,8balpha,8cbeta))-, NS00094041, C09354, Q27106041, 6-Hydroxy-6,8a-dimethyl-3-methylideneoctahydro-4H-bisoxireno[2,3:1,8a]azuleno[4,5-b]furan-2(3H)-one
Topological Polar Surface Area 71.6
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 20.0
Description Artecanin belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Artecanin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Artecanin can be found in sweet bay, which makes artecanin a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 573.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id n.a.
Iupac Name (1R,2R,5S,9S,10S,11S,13R,14S)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one
Prediction Hob 1.0
Class Prenol lipids
Xlogp 0.2
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Molecular Formula C15H18O5
Prediction Swissadme 0.0
Inchi Key KXLUWEYBZBGJRZ-POEOZHCLSA-N
Fcsp3 0.8
Logs -3.63
Rotatable Bond Count 0.0
Logd 1.154
Synonyms Artecanin, Canin
Compound Name Canin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 278.115
Formal Charge 0.0
Monoisotopic Mass 278.115
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 278.3
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -1.6977847999999998
Inchi InChI=1S/C15H18O5/c1-6-7-4-5-13(2,17)15-9(8(7)18-12(6)16)14(3)10(19-14)11(15)20-15/h7-11,17H,1,4-5H2,2-3H3/t7-,8-,9-,10+,11-,13+,14-,15+/m0/s1
Smiles C[C@]1(CC[C@@H]2[C@@H]([C@@H]3[C@@]14[C@@H](O4)[C@@H]5[C@]3(O5)C)OC(=O)C2=C)O
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Guaianolides and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Artemisia Argyi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Handelia Trichophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Tanacetum Parthenium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Tripterygium Wilfordii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all