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2-trans-O-Feruloylglucaric acid

PubChem CID: 157009906

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Compound Synonyms 2-trans-O-Feruloylglucaric acid
Topological Polar Surface Area 191.0
Hydrogen Bond Donor Count 6.0
Inchi Key JZRAOXRUPYISEN-GLJYKRHASA-N
Rotatable Bond Count 10.0
Heavy Atom Count 27.0
Compound Name 2-trans-O-Feruloylglucaric acid
Description 2-trans-o-feruloylglucaric acid belongs to glucuronic acid derivatives class of compounds. Those are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid. 2-trans-o-feruloylglucaric acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 2-trans-o-feruloylglucaric acid can be found in sweet orange, which makes 2-trans-o-feruloylglucaric acid a potential biomarker for the consumption of this food product.
Exact Mass 386.085
Formal Charge 0.0
Monoisotopic Mass 386.085
Isotope Atom Count 0.0
Molecular Complexity 561.0
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 386.31
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 4.0
Iupac Name (2S,3S,4S,5R)-2,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyhexanedioic acid
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C16H18O11/c1-26-9-6-7(2-4-8(9)17)3-5-10(18)27-14(16(24)25)12(20)11(19)13(21)15(22)23/h2-6,11-14,17,19-21H,1H3,(H,22,23)(H,24,25)/b5-3+/t11-,12-,13-,14+/m0/s1
Smiles COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)C(=O)O)O
Xlogp -0.8
Defined Bond Stereocenter Count 1.0
Molecular Formula C16H18O11

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all