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Lonijaposide C

PubChem CID: 24879106

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Compound Synonyms Lonijaposide C, CHEMBL515693, 5-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]-1-(2-hydroxyethyl)pyridin-1-ium-3-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 210.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCCC(CC3CCCCC3)C2)CC1
Np Classifier Class Secoiridoid monoterpenoids, Pyridine alkaloids
Deep Smiles OCC[n+]cc/C=C/[C@H][C@@H]C=C))[C@@H]OC=C6C=O)O)))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))))))ccc6)C=O)[O-]
Heavy Atom Count 37.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OC2CC(CCC3CCCNC3)CCO2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 872.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Uniprot Id n.a.
Iupac Name 5-[(E)-2-[(2S,3R,4S)-5-carboxy-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]ethenyl]-1-(2-hydroxyethyl)pyridin-1-ium-3-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.6
Gsk 4 400 Rule False
Molecular Formula C24H29NO12
Scaffold Graph Node Bond Level C1=CC(C=Cc2ccc[nH+]c2)CC(OC2CCCCO2)O1
Prediction Swissadme 0.0
Inchi Key DXFHNEGQVDLRDO-KBCYOOEFSA-N
Silicos It Class Soluble
Fcsp3 0.4583333333333333
Logs -1.007
Rotatable Bond Count 9.0
Logd -1.095
Synonyms lonijaposide c
Esol Class Very soluble
Functional Groups C=CC, CO, CO[C@H](C)O[C@H]1CCC(C(=O)O)=CO1, c/C=C/C, cC(=O)[O-], c[n+](c)C
Compound Name Lonijaposide C
Prediction Hob Swissadme 0.0
Exact Mass 523.169
Formal Charge 0.0
Monoisotopic Mass 523.169
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 523.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -2.3440442000000012
Inchi InChI=1S/C24H29NO12/c1-2-14-15(4-3-12-7-13(21(31)32)9-25(8-12)5-6-26)16(22(33)34)11-35-23(14)37-24-20(30)19(29)18(28)17(10-27)36-24/h2-4,7-9,11,14-15,17-20,23-24,26-30H,1,5-6,10H2,(H-,31,32,33,34)/b4-3+/t14-,15+,17-,18-,19+,20-,23+,24+/m1/s1
Smiles C=C[C@@H]1[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O)/C=C/C3=CC(=C[N+](=C3)CCO)C(=O)[O-]
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids, Alkaloids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Monoterpenoids, Nicotinic acid alkaloids