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Genipin 1-gentiobioside

PubChem CID: 3082301

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Compound Synonyms Genipin 1-gentiobioside, 29307-60-6, genipin gentiobioside, genipin-1-b-D-gentiobioside, Genipin 1-o-beta-D-gentiobioside, Genipin 1-beta-gentiobioside, Genipin 1-, A-D-gentiobioside, Genipin-1-O-gentiobioside, methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate, 0NI5399RDZ, CHEBI:80829, GBGB, Genipin 1-beta-D-gentiobioside, UNII-0NI5399RDZ, Genipin-gentiobioside, Genipin 1--D-gentiobioside, CHEMBL504969, DTXSID50183554, GENIPIN 1-O-GENTIOBIOSIDE, HY-N2094, MFCD12031626, s3270, AKOS032946013, FG73930, GENIPIN 1-.BETA.-GENTIOBIOSIDE, NCGC00347524-02, AC-34358, DA-63734, GENIPIN 1-.BETA.-D-GENTIOBIOSIDE, MS-30068, GENIPIN 1-O-.BETA.-D-GENTIOBIOSIDE, CS-0018599, C16965, F17696, Q27149871, Genipin 1-gentiobioside, Genipin 1--gentiobioside, Genipin gentiobioside, CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-((6-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-1,4A,5,7A-TETRAHYDRO-7-(HYDROXYMETHYL)-, METHYL ESTER, (1S,4AS,7AS)-, Cyclopenta(c)pyran-4-carboxylic acid, 1-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1R-(1alpha,4aalpha,7aalpha))-, Methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 234.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCCC(CC3CCCC4CCCC43)C2)CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OCC=CC[C@H][C@@H]5[C@@H]OC=C6C=O)OC))))))O[C@@H]O[C@H]CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 38.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OCC2CCCC(OC3OCCC4CCCC43)O2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 894.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 13.0
Iupac Name methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -4.5
Gsk 4 400 Rule False
Molecular Formula C23H34O15
Scaffold Graph Node Bond Level C1=CC2C(C=COC2OC2CCCC(COC3CCCCO3)O2)C1
Prediction Swissadme 0.0
Inchi Key FYZYXYLPBWLLGI-AUOPOVQUSA-N
Silicos It Class Soluble
Fcsp3 0.782608695652174
Logs -0.944
Rotatable Bond Count 9.0
Logd -0.669
Synonyms genipin-1-β-d-gentiobioside, genipin-1β-d-gentiobioside
Esol Class Highly soluble
Functional Groups CC=C(C)C, CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, CO[C@@H](C)OC
Compound Name Genipin 1-gentiobioside
Prediction Hob Swissadme 0.0
Exact Mass 550.19
Formal Charge 0.0
Monoisotopic Mass 550.19
Hydrogen Bond Acceptor Count 15.0
Molecular Weight 550.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 13.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol 0.1695379999999982
Inchi InChI=1S/C23H34O15/c1-33-20(32)10-6-34-21(13-8(4-24)2-3-9(10)13)38-23-19(31)17(29)15(27)12(37-23)7-35-22-18(30)16(28)14(26)11(5-25)36-22/h2,6,9,11-19,21-31H,3-5,7H2,1H3/t9-,11-,12-,13-,14-,15-,16+,17+,18-,19-,21+,22-,23+/m1/s1
Smiles COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids