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[5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-8-hydroxy-2,6-dimethyloct-6-enoate

PubChem CID: 101297685

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 181.0
Hydrogen Bond Donor Count 5.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC2CC(CC3CCCCC3)CCC12
Np Classifier Class Secoiridoid monoterpenoids
Deep Smiles OC/C=C/CCCCC=O)OCOC=O)C=COCCC6C%10))C=C)))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))))))))))C)))))C
Heavy Atom Count 38.0
Classyfire Class Fatty acyls
Scaffold Graph Node Level OC1OCCC2CC(OC3CCCCO3)OCC21
Classyfire Subclass Fatty acyl glycosides
Isotope Atom Count 0.0
Molecular Complexity 901.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-8-hydroxy-2,6-dimethyloct-6-enoate
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.2
Gsk 4 400 Rule False
Molecular Formula C26H38O12
Scaffold Graph Node Bond Level O=C1OCCC2CC(OC3CCCCO3)OC=C12
Inchi Key MLZWMRAJMJNMHR-IRRADOKUSA-N
Silicos It Class Soluble
Rotatable Bond Count 12.0
Synonyms dihydrofoliamenthin
Esol Class Soluble
Functional Groups C/C=C(/C)C, C=CC, CC(=O)OC1CC2CC(O[C@@H](C)OC)OC=C2C(=O)O1, CO
Compound Name [5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-8-hydroxy-2,6-dimethyloct-6-enoate
Exact Mass 542.236
Formal Charge 0.0
Monoisotopic Mass 542.236
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 542.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C26H38O12/c1-4-15-16-10-19(36-23(32)14(3)7-5-6-13(2)8-9-27)37-24(33)17(16)12-34-25(15)38-26-22(31)21(30)20(29)18(11-28)35-26/h4,8,12,14-16,18-22,25-31H,1,5-7,9-11H2,2-3H3/b13-8+/t14?,15?,16?,18-,19?,20-,21+,22-,25?,26+/m1/s1
Smiles CC(CCC/C(=C/CO)/C)C(=O)OC1CC2C(C(OC=C2C(=O)O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=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 Menyanthes Trifoliata (Plant) Rel Props:Reference:ISBN:9788172361150; ISBN:9788185042053; ISBN:9788185042138