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cis-3,5,3',4'-Tetrahydroxystilbene

PubChem CID: 6603962

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Compound Synonyms cis-Piceatannol, 106325-86-4, cis-3,5,3',4'-tetrahydroxystilbene, 4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol, CHEBI:76156, 4-[(1Z)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol, , Lopac-P-0453, CHEMBL1603409, SCHEMBL19953785, DTXSID40424968, CDRPUGZCRXZLFL-UPHRSURJSA-N, (Z)-3,5,3',4'-tetrahydroxystilbene, NCGC00015794-01, (Z)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol, Q27145793, 5-[(1Z)-2-(3,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol
Topological Polar Surface Area 80.9
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 18.0
Description Piceatannol, also known as (Z)-3,5,3',4'-tetrahydroxystilbene, is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Piceatannol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Piceatannol can be synthesized from cis-stilbene. Piceatannol can also be synthesized into cis-astringin. Piceatannol can be found in common grape and grape wine, which makes piceatannol a potential biomarker for the consumption of these food products. Piceatannol is a stilbenoid, a type of phenolic compound .
Isotope Atom Count 0.0
Molecular Complexity 282.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q27686, Q99714, P08659, Q16665, P14618, P16050, P18054, O14924, P08482, P40225, P04637, P29466, P08684, P11712, O15296, P05177
Iupac Name 4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol
Prediction Hob 1.0
Target Id NPT149, NPT211, NPT52, NPT792, NPT1119, NPT96, NPT539, NPT277, NPT109, NPT212, NPT208
Xlogp 2.9
Molecular Formula C14H12O4
Prediction Swissadme 0.0
Inchi Key CDRPUGZCRXZLFL-UPHRSURJSA-N
Fcsp3 0.0
Logs -2.099
Rotatable Bond Count 2.0
Logd 3.103
Synonyms 3,3',4,5'-Stilbenetetrol, 8CI, 3,3',4,5'-Tetrahydroxystilbene, 4-[2-(3,5-Dihydroxyphenyl)ethenyl]-1,2-benzenediol, 9CI, Astringenin, NSC 365798, Piceatannol
Compound Name cis-3,5,3',4'-Tetrahydroxystilbene
Prediction Hob Swissadme 0.0
Exact Mass 244.074
Formal Charge 0.0
Monoisotopic Mass 244.074
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 244.24
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Esol -3.517458533333333
Inchi InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1-
Smiles C1=CC(=C(C=C1/C=C\C2=CC(=CC(=C2)O)O)O)O
Nring 2.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Rheum Australe (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Rhodomyrtus Tomentosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all