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CHEBI:31602 - fentanyl citrate

Default Structure
ChEBI IDCHEBI:31602
ChEBI Namefentanyl citrate
Stars
DefinitionThe citric acid salt of fentanyl, comprising equimolar amounts of citric acid and fentanyl. A μ-opioid receptor agonist, it is a potent opioid analgesic used in the management of labour pain, postoperative pain, and chronic intractable cancer pain. It is also widely used as the analgesic component of balanced anaesthesia.
Secondary ChEBI IDCHEBI:130072
Last Modified29 October 2018
DownloadsMolfile
FormulaC22H28N2O.C6H8O7
Net Charge0
Average Mass528.602
Monoisotopic Mass528.24717
SMILESCCC(=O)N(c1ccccc1)C1CCN(CCc2ccccc2)CC1.O=C(O)CC(O)(CC(=O)O)C(=O)O
InChIInChI=1S/C22H28N2O.C6H8O7/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;7-3(8)1-6(13,5(11)12)2-4(9)10/h3-12,21H,2,13-18H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKeyIVLVTNPOHDFFCJ-UHFFFAOYSA-N
Roles Classification
Biological Roles:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
Applications:
mu-opioid receptor agonist  A compound that exhibits agonist activity at the μ-opioid receptor.
vulnerary  A drug used in treating and healing of wounds.
opioid analgesic  A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
fentanyl citrate (CHEBI:31602) has part fentanyl (CHEBI:119915)
fentanyl citrate (CHEBI:31602) has role analgesic (CHEBI:35480)
fentanyl citrate (CHEBI:31602) has role anti-inflammatory agent (CHEBI:67079)
fentanyl citrate (CHEBI:31602) has role antineoplastic agent (CHEBI:35610)
fentanyl citrate (CHEBI:31602) has role opioid analgesic (CHEBI:35482)
fentanyl citrate (CHEBI:31602) has role vulnerary (CHEBI:73336)
fentanyl citrate (CHEBI:31602) has role μ-opioid receptor agonist (CHEBI:55322)
fentanyl citrate (CHEBI:31602) is a citrate salt (CHEBI:50744)
IUPAC Name 
N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide 2-hydroxypropane-1,2,3-tricarboxylate
Synonyms  Source
N-(1-phenethyl-4-piperidinyl)propionanilide dihydrogen citrateChemIDplus
N-(1-phenethyl-4-piperidyl)propionanilide citrateChemIDplus
N-(1-phenethyl-4-piperidyl)propionanilide dihydrogen citrateChemIDplus
N-(1-phenethylpiperidin-4-yl)-N-phenylpropionamide citrateChEBI
N-phenyl-N-[1-(2-phenylethyl)-4-piperidyl]propanamide citrateChEBI
Fentanyl buccalChEMBL
Brand Names  Source
AbstralChemIDplus
ActiqChemIDplus
Fentanyl citrate component of innovarChEMBL
Fentanyl citrate preservative freeChEMBL
FentoraChemIDplus
LazandaChemIDplus
Manual XrefsDatabases
D01399KEGG DRUG
DBSALT000301DrugBank
Registry NumbersSources
Reaxys:4121500Reaxys
CAS:990-73-8ChemIDplus
CAS:990-73-8KEGG DRUG
Citations