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Acroptilin

PubChem CID: 442140

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Compound Synonyms Acroptilin, Chlorohyssopifolin C, CHEBI:2439, [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate, (3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-bis(methylidene)-2-oxodecahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoate, 41787-75-1, ((3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-dimethylidene-2-oxospiro(3a,4,5,6a,7,8,9a,9b-octahydroazuleno(4,5-b)furan-9,2'-oxirane)-4-yl) (2S)-3-chloro-2-hydroxy-2-methylpropanoate, (3AR,4S,6ar,8S,9S,9as,9BR)-8-hydroxy-3,6-dimethylidene-2-oxo-decahydro-2H-spiro(azuleno(4,5-b)furan-9,2'-oxirane)-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoic acid, (3AR,4S,6ar,8S,9S,9as,9BR)-8-hydroxy-3,6-dimethylidene-2-oxo-decahydro-2H-spiro[azuleno[4,5-b]furan-9,2'-oxirane]-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoic acid, (3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-bis(methylidene)-2-oxodecahydro-2H-spiro(azuleno(4,5-b)furan-9,2'-oxiran)-4-yl (2S)-3-chloro-2-hydroxy-2-methylpropanoate, C09288, Q27105668
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 106.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(CCC(C)C3CCC4(CC4)C32)C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles ClC[C@]C=O)O[C@H]CC=C)[C@H][C@@H][C@@H][C@@H]7C=C)C=O)O5)))))[C@][C@H]C5)O))OC3))))))))))O)C
Heavy Atom Count 27.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2C(C)C(O)OC2C2C1CCC21CO1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 736.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name [(3aR,4S,6aR,8S,9S,9aS,9bS)-8-hydroxy-3,6-dimethylidene-2-oxospiro[3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-9,2'-oxirane]-4-yl] (2S)-3-chloro-2-hydroxy-2-methylpropanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.6
Gsk 4 400 Rule True
Molecular Formula C19H23ClO7
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCC(=C)C1CCC3(CO3)C12
Prediction Swissadme 1.0
Inchi Key RFRUYYQMUJRBAN-LKUPFZQBSA-N
Silicos It Class Soluble
Fcsp3 0.6842105263157895
Logs -3.002
Rotatable Bond Count 4.0
Logd 1.528
Synonyms acroptilin
Esol Class Soluble
Functional Groups C=C(C)C, C=C1CCOC1=O, CCl, CO, COC(C)=O, C[C@@]1(C)CO1
Compound Name Acroptilin
Prediction Hob Swissadme 1.0
Exact Mass 398.113
Formal Charge 0.0
Monoisotopic Mass 398.113
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 398.8
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 -2.401601800000001
Inchi InChI=1S/C19H23ClO7/c1-8-4-11(26-17(23)18(3,24)6-20)13-9(2)16(22)27-15(13)14-10(8)5-12(21)19(14)7-25-19/h10-15,21,24H,1-2,4-7H2,3H3/t10-,11-,12-,13+,14-,15-,18+,19-/m0/s1
Smiles C[C@@](CCl)(C(=O)O[C@H]1CC(=C)[C@@H]2C[C@@H]([C@]3([C@@H]2[C@@H]4[C@@H]1C(=C)C(=O)O4)CO3)O)O
Nring 4.0
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 Acroptilon Repens (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Rhaponticum Repens (Plant) Rel Props:Reference:ISBN:9788185042114