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Ingenol 3,20-dibenzoate

PubChem CID: 442043

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Compound Synonyms Ingenol 3,20-dibenzoate, 59086-90-7, Ingenol dibenzoate, CHEBI:5923, CHEMBL2165713, RD4-2174, C09113, [(1S,4S,5S,6R,9S,10R,12R,14R)-4-benzoyloxy-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate, AC1L9C5N, (benzoyloxy-dihydroxy-tetramethyl-oxo-[?]yl)methyl benzoate, Ingenol-3,20-dibenzoate, SCHEMBL18873016, AKOS040754905, NS00093856, Q27106931, 5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-7-(phenylcarbonyloxymethyl)tetracyclo[7.5.1.0<1,5>.0<10,12>]pentadeca-2,7-dien-4-yl benzoate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 110.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CC2C3CC3CCC3(CCC(CC(C)C4CCCCC4)C3C1)C2C)C1CCCCC1
Np Classifier Class Ingenane diterpenoids, Tetracyclic diterpenoids
Deep Smiles O=Ccccccc6))))))OCC=C[C@H][C@H][C@H]C3C)C))C[C@H][C@][C@@][C@@H]%10O))O)[C@@H]OC=O)cccccc6))))))))C=C5)C))))C7=O)))C
Heavy Atom Count 41.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(OCC1CC2C3CC3CCC3(CCC(OC(O)C4CCCCC4)C3C1)C2O)C1CCCCC1
Classyfire Subclass Diterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1160.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id O42275, P81908, n.a.
Iupac Name [(1S,4S,5S,6R,9S,10R,12R,14R)-4-benzoyloxy-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl benzoate
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.1
Gsk 4 400 Rule False
Molecular Formula C34H36O7
Scaffold Graph Node Bond Level O=C(OCC1=CC2C(=O)C3(C=CC(OC(=O)c4ccccc4)C3C1)CCC1CC12)c1ccccc1
Prediction Swissadme 0.0
Inchi Key GIMKEHNOTHXONN-NXBFFCPZSA-N
Silicos It Class Poorly soluble
Fcsp3 0.4411764705882353
Logs -4.614
Rotatable Bond Count 7.0
Logd 4.255
Synonyms ingenol-3,20-dibenzoate
Esol Class Moderately soluble
Functional Groups CC(C)=CC, CC(C)=O, CO, cC(=O)OC
Compound Name Ingenol 3,20-dibenzoate
Prediction Hob Swissadme 0.0
Exact Mass 556.246
Formal Charge 0.0
Monoisotopic Mass 556.246
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 556.6
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 -5.6414463658536596
Inchi InChI=1S/C34H36O7/c1-19-17-33-20(2)15-25-26(32(25,3)4)24(28(33)36)16-23(18-40-30(37)21-11-7-5-8-12-21)27(35)34(33,39)29(19)41-31(38)22-13-9-6-10-14-22/h5-14,16-17,20,24-27,29,35,39H,15,18H2,1-4H3/t20-,24+,25-,26+,27-,29+,33+,34+/m1/s1
Smiles C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C5=CC=CC=C5)C)O)O)COC(=O)C6=CC=CC=C6
Nring 6.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Croton Tiglium (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 2. Outgoing r'ship FOUND_IN to/from Euphorbia Esula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all