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27-p-Coumaroyloxy ursolic acid

PubChem CID: 5459189

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Compound Synonyms NSC640464, 27-p-Coumaroyloxy ursolic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 104.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCC1CCCCC1)CCC12CCC3CCCCC3C1CCC1C3CCCCC3CCC12
Np Classifier Class Ursane and Taraxastane triterpenoids
Deep Smiles O=COCCCC[C@@][C@H]C6=CCC[C@@]%10C)CCC[C@]6C)CC[C@@H]C6C)C))O)))))))))))))[C@@H]C)CCC6))C))))C=O)O))))))))/C=C/cccccc6))O
Heavy Atom Count 45.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OCC12CCC3CCCCC3C1CCC1C3CCCCC3CCC12
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1230.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (1S,4aS,6bR,10S,12aR,14bS)-10-hydroxy-6a-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 8.2
Gsk 4 400 Rule False
Molecular Formula C39H54O6
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OCC12CCC3CCCCC3C1=CCC1C3CCCCC3CCC12
Inchi Key RZHJGXXCTIXCRI-VZJLLYDTSA-N
Silicos It Class Poorly soluble
Rotatable Bond Count 6.0
Synonyms 27-(p-coumaroyloxy) ursolic acid, ursolic acid, 27-p-coumaroyloxy
Esol Class Poorly soluble
Functional Groups CC(=O)O, CC=C(C)C, CO, c/C=C/C(=O)OC, cO
Compound Name 27-p-Coumaroyloxy ursolic acid
Exact Mass 618.392
Formal Charge 0.0
Monoisotopic Mass 618.392
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 618.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C39H54O6/c1-24-15-20-38(34(43)44)21-22-39(23-45-32(42)14-9-26-7-10-27(40)11-8-26)28(33(38)25(24)2)12-13-30-36(5)18-17-31(41)35(3,4)29(36)16-19-37(30,39)6/h7-12,14,24-25,29-31,33,40-41H,13,15-23H2,1-6H3,(H,43,44)/b14-9+/t24?,25-,29?,30?,31-,33-,36-,37+,38-,39?/m0/s1
Smiles C[C@@H]1[C@H]2C3=CCC4[C@]5(CC[C@@H](C(C5CC[C@]4(C3(CC[C@]2(CCC1C)C(=O)O)COC(=O)/C=C/C6=CC=C(C=C6)O)C)(C)C)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ilex Aquifolium (Plant) Rel Props:Reference:ISBN:9788185042114