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Linusitamarin

PubChem CID: 6444291

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Compound Synonyms Linusitamarin, 152574-10-2, methyl (E)-3-[3-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate, 2-Propenoic acid, 3-(3-(beta-D-glucopyranosyloxy)-5-methoxyphenyl)-, methyl ester, (E)-, Methyl (2Z)-3-(3-methoxy-5-((3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)phenyl)prop-2-enoic acid, Methyl (2Z)-3-(3-methoxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid, methyl (E)-3-(3-methoxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)prop-2-enoate, CHEBI:172601, AKOS040752590, methyl (E)-3-(3-methoxy-5-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)acrylate
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 135.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CC2CCCCC2)CC1
Np Classifier Class Cinnamic acids and derivatives
Deep Smiles OC[C@H]O[C@@H]Occc/C=C/C=O)OC)))))ccc6)OC))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 26.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level C1CCC(OC2CCCCO2)CC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 483.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name methyl (E)-3-[3-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
Veber Rule True
Classyfire Superclass Organic oxygen compounds
Xlogp -0.2
Gsk 4 400 Rule True
Molecular Formula C17H22O9
Scaffold Graph Node Bond Level c1ccc(OC2CCCCO2)cc1
Inchi Key USFDIQKRDRIDPN-CTYIEIGBSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms linusitamarin
Esol Class Very soluble
Functional Groups CO, c/C=C/C(=O)OC, cOC, cO[C@@H](C)OC
Compound Name Linusitamarin
Exact Mass 370.126
Formal Charge 0.0
Monoisotopic Mass 370.126
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 370.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C17H22O9/c1-23-10-5-9(3-4-13(19)24-2)6-11(7-10)25-17-16(22)15(21)14(20)12(8-18)26-17/h3-7,12,14-18,20-22H,8H2,1-2H3/b4-3+/t12-,14-,15+,16-,17-/m1/s1
Smiles COC1=CC(=CC(=C1)/C=C/C(=O)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Phenylpropanoids (C6-C3)

  • 1. Outgoing r'ship FOUND_IN to/from Linum Usitatissimum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/8289068