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Artecanin

PubChem CID: 442147

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Compound Synonyms Artecanin, Chrysartemin B, 29431-84-3, UNII-7U3EQ7150L, 7U3EQ7150L, C09302, ARTECANIN, (+)-, CHEBI:2849, (1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo[8.5.0.01,14.05,9.011,13]pentadecan-7-one, 4H-Bisoxireno(1,8a:2,3)azuleno(4,5-b)furan-2(3H)-one, octahydro-6-hydroxy-6,8a-dimethyl-3-methylene-, J39.139E, (1aS,2R,4aS,7aS,7bS,7cR,8aS,8bR)-2-hydroxy-2,7c-dimethyl-5-methyleneoctahydro-2H-bis(oxireno)[2',3':1,8a, 2'',3'':2,3]azuleno[4,5-b]furan-6(5H)-one, (3AS,6AS,7A.BETA.,7B.BETA.,8B.BETA.,8C.ALPHA.)-3A,5,6,7A,7B,8A,8B,8C-OCTAHYDRO-6.BETA.-HYDROXY-6,8A.BETA.-DIMETHYL-3-METHYLENE-4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENEOCTAHYDRO-4H-BISOXIRENO(2,3:1,8A)AZULENO(4,5-B)FURAN-2(3H)-ONE, (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-6-HYDROXY-6,8A-DIMETHYL-3-METHYLIDENEOCTAHYDRO-4H-BISOXIRENO(2,3:1,8A)AZULENO(4,5-B)FURAN-2(3H)-ONE, 4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, OCTAHYDRO-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENE-, (3AS,6R,6AS,7AR,7BS,8AR,8BS,8CS)-, 4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, OCTAHYDRO-6-HYDROXY-6,8A-DIMETHYL-3-METHYLENE-, (3AS-(3A.ALPHA.,6.ALPHA.,6AR*,7A.ALPHA.,7B.ALPHA.,8A.ALPHA.,8B.ALPHA.,8C.BETA.))-, AC1L9CBW, (1S,2R,5S,9S,10S,11R,13S,14R)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,15-trioxapentacyclo(8.5.0.01,14.05,9.011,13)pentadecan-7-one, CHEMBL467832, DTXSID501318578, NS00094042, Q27105846, (3AS,6AS,7ABETA,7BBETA,8BBETA,8CALPHA)-3A,5,6,7A,7B,8A,8B,8C-OCTAHYDRO-6BETA-HYDROXY-6,8ABETA-DIMETHYL-3-METHYLENE-4H-BISOXIRENO(1,8A:2,3)AZULENO(4,5-B)FURAN-2(3H)-ONE, 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,6AR*,7AALPHA,7BALPHA,8AALPHA,8BALPHA,8CBETA))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 71.6
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C(CCCC34CC3C3CC3C24)C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles C=CC=O)O[C@H][C@H]5CC[C@@][C@][C@@H]7[C@@]C)O[C@H]3[C@H]6O7)))))))C)O
Heavy Atom Count 20.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2C1CCCC13OC1C1OC1C23
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 573.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (1S,2R,5S,9S,10S,11R,13S,14R)-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
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.2
Gsk 4 400 Rule True
Molecular Formula C15H18O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCCC13OC1C1OC1C23
Prediction Swissadme 0.0
Inchi Key KXLUWEYBZBGJRZ-SSISGLGMSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -3.736
Rotatable Bond Count 0.0
Logd 1.119
Synonyms artecanin
Esol Class Very soluble
Functional Groups C=C1CCOC1=O, CO, C[C@@]12C[C@]3(C)O[C@@H]3[C@@H]1O2
Compound Name Artecanin
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
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
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
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 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 Artemisia Japonica (Plant) Rel Props:Reference:ISBN:9788185042145
  • 3. Outgoing r'ship FOUND_IN to/from Tanacetum Parthenium (Plant) Rel Props:Reference:ISBN:9780896038776