FEN

N-(4-HYDROXYPHENYL)ALL-TRANS RETINAMIDE


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Chemical Component Summary

NameN-(4-HYDROXYPHENYL)ALL-TRANS RETINAMIDE
Identifiers(2E,4E,6E,8E)-N-(4-hydroxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenamide
FormulaC26 H33 N O2
Molecular Weight391.546
TypeNON-POLYMER
Isomeric SMILESCC1=C(C(CCC1)(C)C)\C=C\C(=C\C=C\C(=C\C(=O)Nc2ccc(cc2)O)\C)\C
InChIInChI=1S/C26H33NO2/c1-19(11-16-24-21(3)10-7-17-26(24,4)5)8-6-9-20(2)18-25(29)27-22-12-14-23(28)15-13-22/h6,8-9,11-16,18,28H,7,10,17H2,1-5H3,(H,27,29)/b9-6+,16-11+,19-8+,20-18+
InChIKeyAKJHMTWEGVYYSE-FXILSDISSA-N

Chemical Details

Formal Charge0
Atom Count62
Chiral Atom Count0
Bond Count63
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB05076 
NameFenretinide
Groups investigational
DescriptionA synthetic retinoid that is used orally as a chemopreventive against prostate cancer and in women at risk of developing contralateral breast cancer. It is also effective as an antineoplastic agent.
Synonyms
  • Fenretinide
  • N-(4-hydroxyphenyl)all-trans retinamide
  • 4-hydroxy(phenyl)retinamide
  • Fenretinida
  • 4-HPR
IndicationInvestigated for use/treatment in macular degeneration.
Categories
  • Alkenes
  • Anticarcinogenic Agents
  • Antineoplastic Agents
  • Biological Factors
  • Carotenoids
CAS number65646-68-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Retinol-binding protein 4MKWVWALLLLAALGSGRAERDCRVSSFRVKENFDKARFSGTWYAMAKKDP...unknown
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 CHEMBL7301
PubChem 5288209
ChEMBL CHEMBL7301
ChEBI CHEBI:42588, CHEBI:92493