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2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester

PubChem CID: 14021258

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Compound Synonyms Blumealactone B, 111545-47-2, 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno[4,5]cyclodeca[1,2-b]furan-10-yl ester, 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester, (-)-Blumealactone B, CHEBI:175670, DTXSID901099986, (10-hydroxy-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-2-yl) 3-methylbut-2-enoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 85.4
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCCCCC3CC3CC2C1C
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles CC=CC=O)OCCCOC=O)C5=C))))CO)CC)CCCCC%10O3))C)))))))))))))C
Heavy Atom Count 26.0
Classyfire Class Prenol lipids
Description Constituent of Blumea balsamifera (sambong). Blumealactone B is found in tea.
Scaffold Graph Node Level CC1C(O)OC2CCCCCC3OC3CC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 649.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (10-hydroxy-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-2-yl) 3-methylbut-2-enoate
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.0
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Gsk 4 400 Rule True
Molecular Formula C20H28O6
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCCCCC3OC3CC12
Inchi Key UMHQHFHQQZZQGN-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
State Solid
Synonyms (-)-Blumealactone B, Blumealactone B, (-)-Blumealactone b, 10-Hydroxy-5,9-dimethyl-14-methylidene-13-oxo-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradecan-2-yl 3-methylbut-2-enoic acid, blumealactone b
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CC1OC1(C)C, CO, COC(=O)C=C(C)C
Compound Name 2-Butenoic acid, 3-methyl-, (1aR,5R,6R,6aS,9aS,10R,10aR)-dodecahydro-6-hydroxy-1a,5-dimethyl-9-methylene-8-oxooxireno(4,5)cyclodeca(1,2-b)furan-10-yl ester
Kingdom Organic compounds
Exact Mass 364.189
Formal Charge 0.0
Monoisotopic Mass 364.189
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 364.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C20H28O6/c1-10(2)9-13(21)24-17-14-12(4)19(23)25-16(14)15(22)11(3)7-6-8-20(5)18(17)26-20/h9,11,14-18,22H,4,6-8H2,1-3,5H3
Smiles CC1CCCC2(C(O2)C(C3C(C1O)OC(=O)C3=C)OC(=O)C=C(C)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Terpene lactones
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Blumea Balsamifera (Plant) Rel Props:Reference:ISBN:9788172362089