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Bruceoside C

PubChem CID: 73122

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Compound Synonyms Bruceoside C, 141271-79-6, Bruceoside-C, methyl (1R,2R,6S,7R,8R,13R,14R,15R,16S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyloxy)-4,11-dioxo-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate, Picras-3-en-21-oic acid, 13,20-epoxy-3-(beta-D-glucopyranosyloxy)-11,12-dihydroxy-6-((3-methyl-1-oxo-2-butenyl)oxy)-2,16-dioxo-, methyl ester, (6alpha,11beta,12alpha)-, DTXSID80931060, Methyl 3-(hexopyranosyloxy)-11,12-dihydroxy-6-[(3-methylbut-2-enoyl)oxy]-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 245.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CC3CC(CC4CCCCC4)C(C)CC3C3CCC4CCC23C4C1
Np Classifier Class Quassinoids
Deep Smiles OC[C@H]O[C@@H]OC=CC)[C@H][C@@]CC6=O)))C)[C@H][C@@H]O)[C@H]O)C[C@H][C@@]6[C@@H][C@@H]%10OC=O)C=CC)C))))))OC=O)C6))))CO5))))C=O)OC))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 48.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2C3CCC4C5CC(O)C(OC6CCCCO6)CC5CC(O1)C24CO3
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 1450.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name methyl (1R,2R,6S,7R,8R,13R,14R,15R,16S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyloxy)-4,11-dioxo-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.1
Gsk 4 400 Rule False
Molecular Formula C32H42O16
Scaffold Graph Node Bond Level O=C1CC2C3CCC4C5CC(=O)C(OC6CCCCO6)=CC5CC(O1)C24CO3
Prediction Swissadme 0.0
Inchi Key ASOOSZCOBHWYHJ-VRLQPTCESA-N
Silicos It Class Soluble
Fcsp3 0.75
Logs -3.178
Rotatable Bond Count 8.0
Logd -0.518
Synonyms bruceoside c
Esol Class Soluble
Functional Groups CC(=O)C(O[C@@H](C)OC)=C(C)C, CC(=O)OC, CC(C)=CC(=O)OC, CO, COC, COC(C)=O
Compound Name Bruceoside C
Prediction Hob Swissadme 0.0
Exact Mass 682.247
Formal Charge 0.0
Monoisotopic Mass 682.247
Hydrogen Bond Acceptor Count 16.0
Molecular Weight 682.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -2.857866400000003
Inchi InChI=1S/C32H42O16/c1-11(2)6-16(35)46-24-18-12(3)23(48-28-21(39)20(38)19(37)14(9-33)45-28)13(34)8-30(18,4)25-22(40)26(41)32(29(42)43-5)15-7-17(36)47-27(24)31(15,25)10-44-32/h6,14-15,18-22,24-28,33,37-41H,7-10H2,1-5H3/t14-,15-,18-,19-,20+,21-,22-,24-,25-,26+,27-,28+,30+,31+,32?/m1/s1
Smiles CC1=C(C(=O)C[C@]2([C@H]1[C@H]([C@@H]3[C@]45[C@@H]2[C@H]([C@@H](C([C@@H]4CC(=O)O3)(OC5)C(=O)OC)O)O)OC(=O)C=C(C)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
Nring 6.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Brucea Javanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all