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Limonin 17-beta-D-glucopyranoside

PubChem CID: 24820753

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Compound Synonyms Limonin glucoside, Limonin 17-beta-D-glucopyranoside, Glucosyl-limonin, 123564-61-4, limonin 17-beta-D-glucoside, beta-D-glucosyl-limonin, CCRIS 6986, (1R,2R,2'S,5S,6R,7R,10R,13S)-5-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-5,7,11,11-tetramethyl-8,15-dioxospiro[12,16-dioxatetracyclo[8.7.0.01,13.02,7]heptadecane-6,3'-oxirane]-2'-carboxylic acid, 9553Q8Z7PF, (3'S,4aS,6aR,8aR,9R,10S,12aR,12bR)-10-[(R)-furan-3-yl(beta-D-glucopyranosyloxy)methyl]-6,6,8a,10-tetramethyl-3,8-dioxodecahydro-3H,6H-spiro[naphtho[1',2':3,4]furo[3,2-c]pyran-9,2'-oxirane]-3'-carboxylic acid, UNII-9553Q8Z7PF, Limonin 17-O-beta-D-glucoside, CHEBI:16063, AKOS040748750, DA-62129, HY-125354, CS-0090661, LIMONIN 17-.BETA.-D-GLUCOPYRANOSIDE, C06740, G91455, LIMONOIC ACID, 17-O-.BETA.-D-GLUCOPYRANOSYL-, .DELTA.-LACTONE, (2AR,3'S,4AS,5R,6S,8AR,8BR,12AS)-6-((S)-3-FURANYL(.BETA.-D-GLUCOPYRANOSYLOXY)METHYL)DECAHYDRO-2,2,4A,6-TETRAMETHYL-4,11-DIOXOSPIRO(9H,11H-NAPHTHO(1',2':3,4)FURO(3,2-C)PYRAN-5(2H),2'-OXIRANE)-3'-CARBOXYLIC ACID, SPIRO(9H,11H-NAPHTHO(1',2':3,4)FURO(3,2-C)PYRAN-5(2H),2'-OXIRANE)-3'-CARBOXYLIC ACID, 6-((S)-3-FURANYL(.BETA.-D-GLUCOPYRANOSYLOXY)METHYL)DECAHYDRO-2,2,4A,6-TETRAMETHYL-4,11-DIOXO-, (2AR,3'S,4AS,5R,6S,8AR,8BR,12AS)-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 215.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC23C(CCC2CC(C)C2C3CCC(C(CC3CCCCC3)C3CCCC3)C23CC3)C1
Np Classifier Class Limonoids
Deep Smiles OC[C@H]O[C@@H]O[C@H][C@]C)CC[C@H][C@@][C@]6O[C@@H]3C=O)O)))))C)C=O)C[C@@H][C@@]6COC=O)C[C@@H]6OC9C)C)))))))))))))))))ccocc5)))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 46.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2OCC3CC(O)C4C(CCC(C(OC5CCCCO5)C5CCOC5)C45CO5)C32CO1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1290.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name (1R,2R,2'S,5S,6R,7R,10R,13S)-5-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-5,7,11,11-tetramethyl-8,15-dioxospiro[12,16-dioxatetracyclo[8.7.0.01,13.02,7]heptadecane-6,3'-oxirane]-2'-carboxylic acid
Class Prenol lipids
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.6
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Gsk 4 400 Rule False
Molecular Formula C32H42O14
Scaffold Graph Node Bond Level O=C1CC2OCC3CC(=O)C4C(CCC(C(OC5CCCCO5)c5ccoc5)C45CO5)C32CO1
Inchi Key FYIKIBQJAJRKQM-WNCNYDOCSA-N
Silicos It Class Soluble
Rotatable Bond Count 6.0
Synonyms beta-D-Glucosyl-limonin, Glucosyl-limonin, Limonin 17-beta-D-glucopyranoside, b-D-Glucosyl-limonin, Β-D-glucosyl-limonin, Limonin 17-b-D-glucopyranoside, Limonin 17-β-D-glucopyranoside, Limonin 17-b-D-glucoside, Limonin 17-β-D-glucoside, Limonin 17-beta-D-glucoside, 17-β-d-glucopyranosides of limonin, limonin-17-beta-d-glucopyranoside, limonin-17beta-d-glucoside
Esol Class Soluble
Functional Groups CC(C)=O, CO, COC, COC(C)=O, CO[C@@H](C)OC, C[C@]1(C)O[C@@H]1C(=O)O, coc
Compound Name Limonin 17-beta-D-glucopyranoside
Kingdom Organic compounds
Exact Mass 650.257
Formal Charge 0.0
Monoisotopic Mass 650.257
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 650.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C32H42O14/c1-28(2)17-9-18(34)30(4)16(31(17)13-42-20(35)10-19(31)45-28)5-7-29(3,32(30)25(46-32)26(39)40)24(14-6-8-41-12-14)44-27-23(38)22(37)21(36)15(11-33)43-27/h6,8,12,15-17,19,21-25,27,33,36-38H,5,7,9-11,13H2,1-4H3,(H,39,40)/t15-,16+,17+,19+,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/m1/s1
Smiles C[C@]1(CC[C@H]2[C@]([C@@]13[C@H](O3)C(=O)O)(C(=O)C[C@@H]4[C@@]25COC(=O)C[C@@H]5OC4(C)C)C)[C@H](C6=COC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Limonoids
Np Classifier Superclass Triterpenoids

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