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methyl (4S,5Z,6S)-5-ethylidene-4-[2-[[(1S,2R,3R,5S)-3-hydroxy-5-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

PubChem CID: 101936077

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 202.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCC1)CC1CCCC(CC2CCCCC2)C1C
Np Classifier Class Secoiridoid monoterpenoids
Deep Smiles C/C=C[C@@H]OC=C[C@H]6CC=O)OC[C@H][C@@H]C[C@H][C@@H]5C))O)))CCO))C)))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Heavy Atom Count 40.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(CC(O)OCC2CCCC2)CCOC1OC1CCCCO1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 935.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name methyl (4S,5Z,6S)-5-ethylidene-4-[2-[[(1S,2R,3R,5S)-3-hydroxy-5-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.8
Gsk 4 400 Rule False
Molecular Formula C27H42O13
Scaffold Graph Node Bond Level C=C1C(CC(=O)OCC2CCCC2)C=COC1OC1CCCCO1
Inchi Key XNIRCYGLGZSLPW-GENWCYJKSA-N
Silicos It Class Soluble
Rotatable Bond Count 12.0
Synonyms jasmesoside
Esol Class Soluble
Functional Groups C/C=C1/CC(C(=O)OC)=CO[C@H]1O[C@@H](C)OC, CO, COC(C)=O
Compound Name methyl (4S,5Z,6S)-5-ethylidene-4-[2-[[(1S,2R,3R,5S)-3-hydroxy-5-(1-hydroxypropan-2-yl)-2-methylcyclopentyl]methoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
Exact Mass 574.263
Formal Charge 0.0
Monoisotopic Mass 574.263
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 574.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C27H42O13/c1-5-14-16(7-21(31)37-10-17-13(3)19(30)6-15(17)12(2)8-28)18(25(35)36-4)11-38-26(14)40-27-24(34)23(33)22(32)20(9-29)39-27/h5,11-13,15-17,19-20,22-24,26-30,32-34H,6-10H2,1-4H3/b14-5-/t12?,13-,15+,16+,17-,19-,20-,22-,23+,24-,26+,27+/m1/s1
Smiles C/C=C\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)OC)CC(=O)OC[C@@H]3[C@H]([C@@H](C[C@H]3C(C)CO)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Jasminum Mesnyi (Plant) Rel Props:Reference:ISBN:9788172362461