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CHEBI:7939 - parthenolide

ChEBI IDCHEBI:7939
ChEBI Nameparthenolide
Stars
DefinitionA sesquiterpene lactone and active principle of Feverfew (Tanacetum parthenium).
Last Modified18 August 2019
DownloadsMolfile
FormulaC15H20O3
Net Charge0
Average Mass248.322
Monoisotopic Mass248.14124
SMILES[H][C@]12O[C@]1(C)CC/C=C(\C)CC[C@@]1([H])C(=C)C(=O)O[C@]21[H]
InChIInChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
InChIKeyKTEXNACQROZXEV-PVLRGYAZSA-N
Wikipedia
Roles Classification
Biological Roles:
drug allergen  Any drug which causes the onset of an allergic reaction.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
inhibitor  A substance that diminishes the rate of a chemical reaction.
Applications:
drug allergen  Any drug which causes the onset of an allergic reaction.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
peripheral nervous system drug  A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
parthenolide (CHEBI:7939) has role drug allergen (CHEBI:88188)
parthenolide (CHEBI:7939) has role inhibitor (CHEBI:35222)
parthenolide (CHEBI:7939) has role non-narcotic analgesic (CHEBI:35481)
parthenolide (CHEBI:7939) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
parthenolide (CHEBI:7939) has role peripheral nervous system drug (CHEBI:49110)
parthenolide (CHEBI:7939) is a sesquiterpene lactone (CHEBI:37667)
Incoming Relation(s)
3β-hydroxyparthenolide (CHEBI:144561) has functional parent parthenolide (CHEBI:7939)
IUPAC Name 
(1aR,4E,7aS,10aS,10bR)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
Synonyms  Source
ParthenolideKEGG COMPOUND
(-)-ParthenolideChemIDplus
4,5-alpha-Epoxy-6-beta-hydroxygermacra-1(10),11(13)-dien-12-oic acid gamma-lactoneChemIDplus
UniProt Name  Source
parthenolideUniProt
Manual XrefsDatabases
C07609KEGG COMPOUND
ParthenolideWikipedia
C00003345KNApSAcK
LMPR0103090002LIPID MAPS
Registry NumbersSources
Reaxys:3550011Reaxys
CAS:20554-84-1KEGG COMPOUND
CAS:20554-84-1ChemIDplus
Citations