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Medicagenic acid 3-O-beta-D-glucopyranoside

PubChem CID: 162084

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Compound Synonyms 49792-23-6, Medicagenic acid 3-O-beta-D-glucopyranoside, Compound G2, (2S,3R,6aR,6bS,8aS,12aR,14aR,14bR)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid, CCRIS 6616, Medicagenic acid 3-O-glucoside, DTXSID70964408, FM69757, Olean-12-ene-23,28-dioic acid, 3-(beta-D-glucopyranosyloxy)-2-hydroxy-, (2beta,3beta,4alpha)-, 3-(Hexopyranosyloxy)-2-hydroxyolean-12-ene-23,28-dioic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 194.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(CC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)CC1
Np Classifier Class Oleanane triterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@H][C@@H]O)C[C@]CC6C)C=O)O)))CC[C@@][C@@H]6CC=C[C@@]6C)CC[C@@][C@@H]6CCC)C)CC6)))))C=O)O))))))))))C)))))C))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 47.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CCC3C(CCC4C3CCC3C5CCCCC5CCC34)C2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1320.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 13.0
Iupac Name (2S,3R,6aR,6bS,8aS,12aR,14aR,14bR)-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.6
Gsk 4 400 Rule False
Molecular Formula C36H56O11
Scaffold Graph Node Bond Level C1=C2C3CCCCC3CCC2C2CCC3CC(OC4CCCCO4)CCC3C2C1
Inchi Key XCHARIIIZLLEBL-GHKSOYFMSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms medicagenic acid 3-o-β-d-glucopyranoside, medicagenic acid-3-o-beta-d-glucopyranoside, medicagenic acid-3-o-glucopyranoside
Esol Class Moderately soluble
Functional Groups CC(=O)O, CC=C(C)C, CO, CO[C@@H](C)OC
Compound Name Medicagenic acid 3-O-beta-D-glucopyranoside
Exact Mass 664.382
Formal Charge 0.0
Monoisotopic Mass 664.382
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 664.8
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C36H56O11/c1-31(2)11-13-36(30(44)45)14-12-33(4)18(19(36)15-31)7-8-22-32(3)16-20(38)27(35(6,29(42)43)23(32)9-10-34(22,33)5)47-28-26(41)25(40)24(39)21(17-37)46-28/h7,19-28,37-41H,8-17H2,1-6H3,(H,42,43)(H,44,45)/t19-,20+,21-,22-,23?,24-,25+,26-,27+,28+,32-,33-,34-,35?,36+/m1/s1
Smiles C[C@@]12CCC3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@@H]([C@@H](C3(C)C(=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

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