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D-Chicoric acid

PubChem CID: 5470299

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Compound Synonyms D-Chicoric acid, D-DCTA, Dicaffeoyl-D-tartaric acid, 52248-48-3, NSC 699176, CHEMBL29660, (2S,3S)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid, NSC699176, (1S,2S)-1,2-Bis(3-(3,4-dihydroxyphenyl)prop-2-enoyloxy)ethane-1,2-dicarboxylic acid, Butanedioic acid, 2,3-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (2S,3S)-, (1S,2S)-1,2-Bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]ethane-1,2-dicarboxylic acid, Butanedioic acid, 2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (2S,3S)-, NSC-699176, ( -)-Chicoric acid, Chicoric acid, Cichoric acid, Cichoric acid, Cichoriens?ure, SCHEMBL13772650, (2S,3S)-2,3-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioic acid, BDBM50076267, (2S,3S)-2,3-Bis-[(E)-3-(3,4-dihydroxy-phenyl)-acryloyloxy]-succinic acid
Topological Polar Surface Area 208.0
Hydrogen Bond Donor Count 6.0
Heavy Atom Count 34.0
Isotope Atom Count 0.0
Molecular Complexity 740.0
Database Name cmaup_ingredients;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (2S,3S)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
Prediction Hob 0.0
Class Carboxylic acids and derivatives
Xlogp 2.0
Superclass Organic acids and derivatives
Subclass Tetracarboxylic acids and derivatives
Molecular Formula C22H18O12
Prediction Swissadme 0.0
Inchi Key YDDGKXBLOXEEMN-QFZCZCNSSA-N
Fcsp3 0.0909090909090909
Logs -3.503
Rotatable Bond Count 11.0
State Solid
Logd 3.427
Synonyms D-Chicate, D-Chicic acid, Chicate, Chicic acid, 2,3-Bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid, Cichoric acid, Dicaffeoyltartaric acid, (2S,3S)-2,3-Bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioate, Chicoric acid, (+)-Chicoric acid, (+)-D-Chicoric acid, (2S,3S)-2,3-Bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]butanedioic acid, D-Chicoric acid
Compound Name D-Chicoric acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 474.08
Formal Charge 0.0
Monoisotopic Mass 474.08
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 474.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aromatic homomonocyclic compounds
Esol -3.5825952705882362
Inchi InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m0/s1
Smiles C1=CC(=C(C=C1/C=C/C(=O)O[C@H](C(=O)O)[C@H](OC(=O)/C=C/C2=CC(=C(C=C2)O)O)C(=O)O)O)O
Nring 2.0
Defined Bond Stereocenter Count 2.0
Taxonomy Direct Parent Tetracarboxylic acids and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Cichorium Glandulosum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Isodon Rubescens (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Taraxacum Borealisinense (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Taraxacum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 6. Outgoing r'ship FOUND_IN to/from Taraxacum Mongolicum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Taraxacum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Taraxacum Platycarpum (Plant) Rel Props:Source_db:cmaup_ingredients