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CHEBI:8809 - resiniferatoxin

Default Structure
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 poissonii (ncbitaxon:212962) - Article (Book: Harborne, Phytochemical Dictionary Second Edition, Taylor and Francis (1999), Chapter 52.)
Euphorbia resinifera (ncbitaxon:457265) - 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).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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.
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
(+)-resiniferatoxinChEBI
resiniferatoxinKEGG COMPOUND
RTXChemIDplus
UniProt Name  Source
resiniferatoxinUniProt
Manual XrefsDatabases
6EUPDBeChem
C00003478KNApSAcK
C09179KEGG COMPOUND
DB06515DrugBank
ResiniferatoxinWikipedia
Registry NumbersSources
Reaxys:5371150Reaxys
CAS:57444-62-9ChemIDplus
Citations