REF

2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione

Created: 2008-03-12
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count28
Chiral Atom Count0
Bond Count31
Aromatic Bond Count13
2D diagram of REF
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Chemical Component Summary

Name2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione
SynonymsEllagic acid, 4,4',5,5',6,6'-Hexahydroxydiphenic acid 2,6,2',6'-dilactone
Systematic Name (OpenEye OEToolkits)n/a
FormulaC14 H6 O8
Molecular Weight302.193
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C1Oc3c2c4c1cc(O)c(O)c4OC(=O)c2cc(O)c3O
SMILESCACTVS3.341Oc1cc2C(=O)Oc3c(O)c(O)cc4C(=O)Oc(c1O)c2c34
SMILESOpenEye OEToolkits1.5.0c1c2c-3c(c(c1O)O)OC(=O)c4c3c(c(c(c4)O)O)OC2=O
Canonical SMILESCACTVS3.341 Oc1cc2C(=O)Oc3c(O)c(O)cc4C(=O)Oc(c1O)c2c34
Canonical SMILESOpenEye OEToolkits1.5.0 c1c2c-3c(c(c1O)O)OC(=O)c4c3c(c(c(c4)O)O)OC2=O
InChIInChI1.03 InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H
InChIKeyInChI1.03 AFSDNFLWKVMVRB-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB08846 
NameEllagic acid
Groups investigational
DescriptionEllagic acid is present in several fruits such as cranberries, strawberries, raspberries, and pomegranates. In pomegranates, there are several therapeutic compounds but ellagic acid is the most active and abundant. Ellagic acid is also present in vegetables. Ellagic acid is an investigational drug studied for treatment of Follicular Lymphoma (phase 2 trial), protection from brain injury of intrauterine growth restricted babies (phase 1 and 2 trial), improvement of cardiovascular function in adolescents who are obese (phase 2 trial), and topical treatment of solar lentigines. Ellagic acid's therapeutic action mostly involves antioxidant and anti-proliferative effects.
Synonyms
  • ácido elágico
  • Ellagic acid
  • 2,3,7,8-tetrahydroxychromeno[5,4,3-cde]chromene-5,10-dione
IndicationEllagic acid is being investigated for use in follicular lymphoma, brain injury in intrauterine growth restricted babies, obese adolescents, and solar lentigines.
Categories
  • Benzopyrans
  • Cytochrome P-450 CYP2E1 Inhibitors
  • Cytochrome P-450 CYP2E1 Inhibitors (strength unknown)
  • Cytochrome P-450 Enzyme Inhibitors
  • Heterocyclic Compounds, Fused-Ring
CAS number476-66-4

Drug Targets

NameTarget SequencePharmacological ActionActions
Carbonic anhydrase 1MASPDWGYDDKNGPEQWSKLYPIANGNNQSPVDIKTSETKHDTSLKPISV...unknowninhibitor
Carbonic anhydrase 2MSHHWGYGKHNGPEHWHKDFPIAKGERQSPVDIDTHTAKYDPSLKPLSVS...unknowninhibitor
Carbonic anhydrase 3MAKEWGYASHNGPDHWHELFPNAKGENQSPVELHTKDIRHDPSLQPWSVS...unknowninhibitor
Carbonic anhydrase 4MRMLLALLALSAARPSASAESHWCYEVQAESSNYPCLVPVKWGGNCQKDR...unknowninhibitor
Carbonic anhydrase 5A, mitochondrialMLGRNTWKTSAFSFLVEQMWAPLWSRSMRPGRWCSQRSCAWQTSNNTLHP...unknowninhibitor
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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 CHEMBL6246
PubChem 5281855
ChEMBL CHEMBL6246
ChEBI CHEBI:4775
CCDC/CSD RUWGIA, KUVBEI, DIDTUH, KUVBEI01, DIDVAP, RUWGEW, ELLAGC, MUPMUG, KUFBIY, VASYEU, OKEYUB, ICOVIJ
COD 4501799, 4501800