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3beta-O-cis-caffeoylbetulinic acid

PubChem CID: 46881898

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Compound Synonyms CHEBI:70670, CHEMBL1077310, betulinic acid 3beta-cis-caffeate, 3beta-O-cis-caffeoylbetulinic acid, Q27139002
Topological Polar Surface Area 104.0
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 45.0
Isotope Atom Count 0.0
Molecular Complexity 1240.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Iupac Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
Prediction Hob 1.0
Xlogp 10.2
Molecular Formula C39H54O6
Prediction Swissadme 0.0
Inchi Key MNUNUJQYFJZRHQ-MDQHOGMVSA-N
Fcsp3 0.6923076923076923
Logs -4.343
Rotatable Bond Count 6.0
Logd 5.667
Compound Name 3beta-O-cis-caffeoylbetulinic acid
Prediction Hob Swissadme 0.0
Exact Mass 618.392
Formal Charge 0.0
Monoisotopic Mass 618.392
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 618.8
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Esol -9.774067666666669
Inchi InChI=1S/C39H54O6/c1-23(2)25-14-19-39(34(43)44)21-20-37(6)26(33(25)39)10-12-30-36(5)17-16-31(35(3,4)29(36)15-18-38(30,37)7)45-32(42)13-9-24-8-11-27(40)28(41)22-24/h8-9,11,13,22,25-26,29-31,33,40-41H,1,10,12,14-21H2,2-7H3,(H,43,44)/b13-9-/t25-,26+,29-,30+,31-,33+,36-,37+,38+,39-/m0/s1
Smiles CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OC(=O)/C=C\C6=CC(=C(C=C6)O)O)C)C(=O)O
Nring 6.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Chaenomeles Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Durio Carinatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all