STL

RESVERATROL

Created: 1999-07-08
Last modified:  2011-06-04

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Chemical Details

Formal Charge0
Atom Count29
Chiral Atom Count0
Bond Count30
Aromatic Bond Count12
2D diagram of STL
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Chemical Component Summary

NameRESVERATROL
Systematic Name (OpenEye OEToolkits)5-[(E)-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
FormulaC14 H12 O3
Molecular Weight228.243
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04Oc2cc(\C=C\c1ccc(O)cc1)cc(O)c2
SMILESCACTVS3.341Oc1ccc(cc1)C=Cc2cc(O)cc(O)c2
SMILESOpenEye OEToolkits1.5.0c1cc(ccc1C=Cc2cc(cc(c2)O)O)O
Canonical SMILESCACTVS3.341 Oc1ccc(cc1)/C=C/c2cc(O)cc(O)c2
Canonical SMILESOpenEye OEToolkits1.5.0 c1cc(ccc1\C=C\c2cc(cc(c2)O)O)O
InChIInChI1.03 InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+
InChIKeyInChI1.03 LUKBXSAWLPMMSZ-OWOJBTEDSA-N

Drug Info: DrugBank

DrugBank IDDB02709 
NameResveratrol
Groups investigational
DescriptionResveratrol (3,5,4'-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as cis-(Z) and trans-(E) isomers. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature.
Synonyms
  • (E)-resveratrol
  • 5-[(E)-2-(4-hydroxyphenyl)vinyl]benzene-1,3-diol
  • trans-resveratrol
  • 5-[(E)-2-(4-Hydroxyphenyl)-Ethenyl] Benzene-1,3 Diol
  • 3,4',5-trihydroxy-trans-stilbene
Brand Names
  • Herodianow
  • Mebolex
  • Medi-10
  • Co-Balamin
  • Lovita NMN 38000
IndicationBeing investigated for the treatment of Herpes labialis infections (cold sores).
Categories
  • Angiogenesis Inhibitors
  • Anticarcinogenic Agents
  • Antioxidants
  • Antiplatelet agents
  • Antirheumatic Agents
CAS number501-36-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Ribosyldihydronicotinamide dehydrogenase [quinone]MAGKKVLIVYAHQEPKSFNGSLKNVAVDELSRQGCTVTVSDLYAMNLEPR...unknown
Casein kinase II subunit alphaMSGPVPSRARVYTDVNTHRPREYWDYESHVVEWGNQDDYQLVRKLGRGKY...unknown
Prostaglandin G/H synthase 1MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...unknowninhibitor
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknowninhibitor
Arachidonate 15-lipoxygenaseMGLYRIRVSTGASLYAGSNNQVQLWLVGQHGEAALGKRLWPARGKETELK...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL165
PubChem 445154
ChEMBL CHEMBL165
ChEBI CHEBI:45713, CHEBI:27881
CCDC/CSD RUWFUL, DEVYIP, DALGON04, VOPQEZ, PEBZOO, RECLOD, PEBZEE, PEBZUU, BUHRUU, DALGON05, DEVXUA, HOXFEI, DALGON, DALGON06, PEBZII, DALGON01, DEVXEK, RECMAQ, DEVYUB, DEVYOV, HOXGEJ, DEVYEL, RECLIX, UQEXIA
COD 4501797, 1506803