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I+/--D-Glucopyranosyl (2I+/-,3I(2),4I+/-)-2,3,19,23-tetrahydroxyurs-12-en-28-oate

PubChem CID: 101608066

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Compound Synonyms DTXSID101155730, I+/--D-Glucopyranosyl (2I+/-,3I(2),4I+/-)-2,3,19,23-tetrahydroxyurs-12-en-28-oate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 197.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1CCCCC1)C12CCCCC1C1CCC3C4CCCCC4CCC3C1CC2
Np Classifier Class Ursane and Taraxastane triterpenoids
Deep Smiles OC[C@H]O[C@H]OC=O)[C@]CC[C@H][C@@][C@H]6C=CC[C@H][C@@][C@@]6CC%14))C))C)CC[C@@H][C@]6C)C[C@H][C@@H][C@@]6C)CO)))O))O)))))))))))))C)O))C)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 47.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(OC1CCCCO1)C12CCCCC1C1CCC3C4CCCCC4CCC3C1CC2
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1280.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 17.0
Iupac Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.5
Gsk 4 400 Rule False
Molecular Formula C36H58O11
Scaffold Graph Node Bond Level O=C(OC1CCCCO1)C12CCCCC1C1=CCC3C4CCCCC4CCC3C1CC2
Inchi Key WKKBYJLXSKPKSC-DOHZVZOHSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms nigaichigoside f1, quercilicoside a
Esol Class Moderately soluble
Functional Groups CC(=O)O[C@H](C)OC, CC=C(C)C, CO
Compound Name I+/--D-Glucopyranosyl (2I+/-,3I(2),4I+/-)-2,3,19,23-tetrahydroxyurs-12-en-28-oate
Exact Mass 666.398
Formal Charge 0.0
Monoisotopic Mass 666.398
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 666.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 17.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H58O11/c1-18-9-12-36(30(44)47-29-26(42)25(41)24(40)21(16-37)46-29)14-13-33(4)19(27(36)35(18,6)45)7-8-23-31(2)15-20(39)28(43)32(3,17-38)22(31)10-11-34(23,33)5/h7,18,20-29,37-43,45H,8-17H2,1-6H3/t18-,20-,21-,22-,23-,24-,25+,26-,27-,28+,29-,31+,32+,33-,34-,35-,36+/m1/s1
Smiles C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
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 Alnus Nitida (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/18717338
  • 2. Outgoing r'ship FOUND_IN to/from Quercus Ilex (Plant) Rel Props:Reference:ISBN:9788185042114
  • 3. Outgoing r'ship FOUND_IN to/from Rubus Ellipticus (Plant) Rel Props:Reference:ISBN:9788172363093