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beta-D-Glucopyranosiduronic acid, (3beta,4beta,16alpha,21beta,22alpha)-16,21,22,23,28-pentahydroxyolean-12-en-3-yl O-beta-D-glucopyranosyl-(1,2)-O-(beta-D-glucopyranosyl-(1-4))-

PubChem CID: 122361323

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Compound Synonyms beta-D-Glucopyranosiduronic acid, (3beta,4beta,16alpha,21beta,22alpha)-16,21,22,23,28-pentahydroxyolean-12-en-3-yl O-beta-D-glucopyranosyl-(1,2)-O-(beta-D-glucopyranosyl-(1-4))-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 376.0
Hydrogen Bond Donor Count 15.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCC(CC3CCC4C(CCC5C4CCC4C6CCCCC6CCC45)C3)C(CC3CCCCC3)C2)CC1
Np Classifier Class Oleanane triterpenoids
Deep Smiles OCCOCOC[C@@H]O[C@@H]C[C@@H]6O))OCOCCO))[C@H]C[C@H]6O))O))O)))))))C=O)O))))OCCCC[C@H][C@@]6C)CO)))CCC[C@@H]6CC=C[C@@]6C)C[C@H]CC6CCC)C)C[C@@H]6O))O)))))CO)))O))))))))C)))))C)))))))))[C@@H]C[C@@H]6O))O))O
Heavy Atom Count 70.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2COC(OC3CCC4C(CCC5C4CCC4C6CCCCC6CCC45)C3)C(OC3CCCCO3)C2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1930.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 13.0
Iupac Name (2S,4S,6R)-6-[[(4S,4aR,6bS,8R,9R,14aR)-8,9,10-trihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(3R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -1.7
Gsk 4 400 Rule False
Molecular Formula C48H78O22
Scaffold Graph Node Bond Level C1=C2C3CCCCC3CCC2C2CCC3CC(OC4OCC(OC5CCCCO5)CC4OC4CCCCO4)CCC3C2C1
Inchi Key TWYGNCHWUKMUKE-RRVIALJDSA-N
Silicos It Class Soluble
Rotatable Bond Count 11.0
Synonyms aesculuside b
Esol Class Moderately soluble
Functional Groups CC(=O)O, CC=C(C)C, CO, COC(C)OC, CO[C@@H](C)OC
Compound Name beta-D-Glucopyranosiduronic acid, (3beta,4beta,16alpha,21beta,22alpha)-16,21,22,23,28-pentahydroxyolean-12-en-3-yl O-beta-D-glucopyranosyl-(1,2)-O-(beta-D-glucopyranosyl-(1-4))-
Exact Mass 1006.5
Formal Charge 0.0
Monoisotopic Mass 1006.5
Hydrogen Bond Acceptor Count 22.0
Molecular Weight 1007.1
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 27.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C48H78O22/c1-43(2)13-20-19-7-8-24-44(3)11-10-26(45(4,17-51)23(44)9-12-46(24,5)47(19,6)14-25(53)48(20,18-52)38(62)37(43)61)67-42-35(69-41-32(59)30(57)28(55)22(16-50)66-41)33(60)34(36(70-42)39(63)64)68-40-31(58)29(56)27(54)21(15-49)65-40/h7,20-38,40-42,49-62H,8-18H2,1-6H3,(H,63,64)/t20?,21?,22?,23-,24-,25-,26?,27-,28-,29?,30?,31-,32-,33+,34?,35?,36+,37?,38+,40?,41?,42-,44?,45-,46?,47-,48?/m1/s1
Smiles C[C@@]12C[C@H](C3([C@H](C(C(CC3C1=CC[C@H]4C2(CC[C@@H]5C4(CCC([C@]5(C)CO)O[C@H]6C([C@H](C([C@H](O6)C(=O)O)OC7[C@@H](C([C@@H](C(O7)CO)O)O)O)O)OC8[C@@H](C([C@@H](C(O8)CO)O)O)O)C)C)(C)C)O)O)CO)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 Aesculus Indica (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172362089