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3-Glc, 28-Glc medicagenic acid

PubChem CID: 495195

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Compound Synonyms NSC645591, 3-Glc, 28-Glc medicagenic acid, 2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 273.0
Hydrogen Bond Donor Count 10.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1CCCCC1)C12CCCCC1C1CCC3C4CCC(CC5CCCCC5)CC4CCC3C1CC2
Np Classifier Class Oleanane triterpenoids
Deep Smiles OCCOCOC=O)CCCCC=CCCC6C)CCCC6C)CCCC6C)C=O)O)))OCOCCO))CCC6O))O))O)))))))O)))))))))))C6CCCC%10))C)C)))))C)))))))CCC6O))O))O
Heavy Atom Count 58.0
Classyfire Class Prenol lipids
Description Isolated from roots of Medicago sativa (alfalfa). Medicoside G is found in cereals and cereal products.
Scaffold Graph Node Level OC(OC1CCCCO1)C12CCCCC1C1CCC3C4CCC(OC5CCCCO5)CC4CCC3C1CC2
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1620.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
Class Prenol lipids
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.8
Superclass Lipids and lipid-like molecules
Subclass Terpene glycosides
Gsk 4 400 Rule False
Molecular Formula C42H66O16
Scaffold Graph Node Bond Level O=C(OC1CCCCO1)C12CCCCC1C1=CCC3C4CCC(OC5CCCCO5)CC4CCC3C1CC2
Inchi Key LFWLYNKBYSIXAH-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 8.0
State Solid
Synonyms Medicoside G, 2-Hydroxy-4,6a,6b,11,11,14b-hexamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylate, medicoside g
Esol Class Moderately soluble
Functional Groups CC(=O)O, CC=C(C)C, CO, COC(C)OC, COC(C)OC(C)=O
Compound Name 3-Glc, 28-Glc medicagenic acid
Kingdom Organic compounds
Exact Mass 826.435
Formal Charge 0.0
Monoisotopic Mass 826.435
Hydrogen Bond Acceptor Count 16.0
Molecular Weight 827.0
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 20.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C42H66O16/c1-37(2)11-13-42(36(54)58-34-31(51)29(49)27(47)23(18-44)56-34)14-12-39(4)19(20(42)15-37)7-8-24-38(3)16-21(45)32(41(6,35(52)53)25(38)9-10-40(24,39)5)57-33-30(50)28(48)26(46)22(17-43)55-33/h7,20-34,43-51H,8-18H2,1-6H3,(H,52,53)
Smiles CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Triterpene saponins
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Medicago Sativa (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729