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CHEBI:8809 - resiniferatoxin

ChEBI IDCHEBI:8809
ChEBI Nameresiniferatoxin
Stars
DefinitionA heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).
Last Modified2 September 2021
DownloadsMolfile
FormulaC37H40O9
Net Charge0
Average Mass628.718
Monoisotopic Mass628.26723
SMILES[H][C@@]12C=C(COC(=O)Cc3ccc(O)c(OC)c3)C[C@]3(O)C(=O)C(C)=C[C@@]3([H])[C@]13O[C@]1(Cc4ccccc4)O[C@@]2([H])[C@](C(=C)C)(C[C@H]3C)O1
InChIInChI=1S/C37H40O9/c1-21(2)35-17-23(4)37-27(33(35)44-36(45-35,46-37)19-24-9-7-6-8-10-24)14-26(18-34(41)30(37)13-22(3)32(34)40)20-43-31(39)16-25-11-12-28(38)29(15-25)42-5/h6-15,23,27,30,33,38,41H,1,16-20H2,2-5H3/t23-,27+,30-,33-,34-,35-,36-,37-/m1/s1
InChIKeyDSDNAKHZNJAGHN-MXTYGGKSSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Euphorbia resinifera (ncbitaxon:457265) - Article (Book: Harborne, Phytochemical Dictionary Second Edition, Taylor and Francis (1999), Chapter 52.)
Euphorbia poissonii (ncbitaxon:212962) - Article (Book: Harborne, Phytochemical Dictionary Second Edition, Taylor and Francis (1999), Chapter 52.)
Roles Classification
Biological Roles:
neurotoxin  A poison that interferes with the functions of the nervous system.
TRPV1 agonist  An agonist at the transient receptor potential vanilloid 1 (TRPV1).
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.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
resiniferatoxin (CHEBI:8809) has role analgesic (CHEBI:35480)
resiniferatoxin (CHEBI:8809) has role neurotoxin (CHEBI:50910)
resiniferatoxin (CHEBI:8809) has role plant metabolite (CHEBI:76924)
resiniferatoxin (CHEBI:8809) has role TRPV1 agonist (CHEBI:140535)
resiniferatoxin (CHEBI:8809) is a carboxylic ester (CHEBI:33308)
resiniferatoxin (CHEBI:8809) is a diterpenoid (CHEBI:23849)
resiniferatoxin (CHEBI:8809) is a enone (CHEBI:51689)
resiniferatoxin (CHEBI:8809) is a monomethoxybenzene (CHEBI:25235)
resiniferatoxin (CHEBI:8809) is a organic heteropentacyclic compound (CHEBI:38164)
resiniferatoxin (CHEBI:8809) is a ortho ester (CHEBI:71989)
resiniferatoxin (CHEBI:8809) is a phenols (CHEBI:33853)
resiniferatoxin (CHEBI:8809) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
[(2S,3aR,3bS,6aR,9aR,9bR,10R,11aR)-2-benzyl-6a-hydroxy-8,10-dimethyl-7-oxo-11a-(prop-1-en-2-yl)-3a,6,6a,7,9a,10,11,11a-octahydro-3bH-2,9b-epoxyazuleno[4',5':5,6]benzo[1,2-d][1,3]dioxol-5-yl]methyl (4-hydroxy-3-methoxyphenyl)acetate
Synonyms  Source
resiniferatoxinKEGG COMPOUND
RTXChemIDplus
(+)-resiniferatoxinChEBI
UniProt Name  Source
resiniferatoxinUniProt
Manual XrefsDatabases
C09179KEGG COMPOUND
C00003478KNApSAcK
DB06515DrugBank
ResiniferatoxinWikipedia
6EUPDBeChem
Registry NumbersSources
Reaxys:5371150Reaxys
CAS:57444-62-9ChemIDplus
Citations