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(1R,7S,9R,10S,13S,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid

PubChem CID: 102004836

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Compound Synonyms 77228-71-8
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 304.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC23CCC4CCC(CC5CCCCC5)CC4C2CCC1C3
Np Classifier Class Norkaurane diterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]CCC=O)O))C=O)O))C[C@@]C6)C)[C@@H]CC[C@H]C[C@@]6CC%10))[C@@H]O)C5=C)))))))))))))))[C@@H][C@H][C@@H]6OS=O)=O)O))))OS=O)=O)O))))OC=O)CCC)C
Heavy Atom Count 51.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CC23CCC4CCC(OC5CCCCO5)CC4C2CCC1C3
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1600.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name (1R,7S,9R,10S,13S,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.8
Gsk 4 400 Rule False
Molecular Formula C31H46O18S2
Scaffold Graph Node Bond Level C=C1CC23CCC4CCC(OC5CCCCO5)CC4C2CCC1C3
Prediction Swissadme 0.0
Inchi Key AQFATIOBERWBDY-SRIINCLRSA-N
Silicos It Class Soluble
Fcsp3 0.8387096774193549
Logs 0.095
Rotatable Bond Count 13.0
Logd -0.334
Synonyms carboxyatractyloside
Esol Class Moderately soluble
Functional Groups C=C(C)C, CC(=O)O, CC(=O)OC, CO, COS(=O)(=O)O, CO[C@@H](C)OC
Compound Name (1R,7S,9R,10S,13S,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 770.213
Formal Charge 0.0
Monoisotopic Mass 770.213
Hydrogen Bond Acceptor Count 18.0
Molecular Weight 770.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -4.233615000000004
Inchi InChI=1S/C31H46O18S2/c1-14(2)9-21(33)47-24-23(49-51(42,43)44)22(48-50(39,40)41)18(13-32)46-26(24)45-17-11-29(4)19-6-5-16-10-30(19,25(34)15(16)3)8-7-20(29)31(12-17,27(35)36)28(37)38/h14,16-20,22-26,32,34H,3,5-13H2,1-2,4H3,(H,35,36)(H,37,38)(H,39,40,41)(H,42,43,44)/t16-,17-,18+,19-,20?,22+,23-,24+,25-,26+,29+,30+/m0/s1
Smiles CC(C)CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2C[C@@]3([C@@H]4CC[C@H]5C[C@@]4(CCC3C(C2)(C(=O)O)C(=O)O)[C@H](C5=C)O)C)CO)OS(=O)(=O)O)OS(=O)(=O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Xanthium Sibiricum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Xanthium Strumarium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all