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5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

PubChem CID: 10879760

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Compound Synonyms 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol, 3,3',5-trihydroxy-4'-methoxystilbene, 1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene, CHEMBL333230, 3,5,3'-Trihydroxy-4'-methoxy-cis-stilben
Topological Polar Surface Area 69.9
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 19.0
Description Isolated from rhizomes of Rheum undulatum (rhubarb) 4-Guanidinobutanoate is a normal metabolite present in low concentrations., Patients with hyperargininemia have an arginase deficiency which leads to blockade of the urea cycle in the last step with several clinical symptoms. Owing to the arginase deficiency this patients accumulate arginine which leads eventually to epileptogenic guanidino compounds (PMID 7752905). Rhapontigenin is found in green vegetables and garden rhubarb.
Isotope Atom Count 0.0
Molecular Complexity 295.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P03372
Iupac Name 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol
Prediction Hob 1.0
Class Stilbenes
Xlogp 3.1
Superclass Phenylpropanoids and polyketides
Molecular Formula C15H14O4
Prediction Swissadme 0.0
Inchi Key PHMHDRYYFAYWEG-IHWYPQMZSA-N
Fcsp3 0.0666666666666666
Logs -2.662
Rotatable Bond Count 3.0
State Solid
Logd 3.058
Synonyms 1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene, 3,3',5-Trihydroxy-4'-methoxystilbene, 4-guanidinobutanoic acid, 4'-Methoxy-3,3',5-trihydroxystilbene, Pontigenin, Rhapontigenin, 4-Guanidinobutanoic acid
Compound Name 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 258.089
Formal Charge 0.0
Monoisotopic Mass 258.089
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 258.269
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homomonocyclic compounds
Esol -3.972361021052631
Inchi InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2-
Smiles COC1=C(C=C(C=C1)/C=C\C2=CC(=CC(=C2)O)O)O
Nring 2.0
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Stilbenes

  • 1. Outgoing r'ship FOUND_IN to/from Rheum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Rheum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Rheum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Rheum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all