CHEBI:8809 - resiniferatoxin

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ChEBI Name resiniferatoxin
ChEBI ID CHEBI:8809
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C37H40O9
Net Charge 0
Average Mass 628.718
Monoisotopic Mass 628.26723
InChI InChI=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
InChIKey DSDNAKHZNJAGHN-MXTYGGKSSA-N
SMILES C=1(C=C(C(=CC1)O)OC)CC(OCC2=C[C@@]3([C@]4([C@]5([C@](C2)(C(=O)C(=C5)C)O)[H])O[C@]6(O[C@@]([C@@]3(O6)[H])(C(=C)C)C[C@H]4C)CC=7C=CC=CC7)[H])=O
Metabolite of Species Details
Euphorbia poissonii (NCBI:txid212962) See: Book: Harborne, Phytochemical Dictionary Second Edition, Taylor and Francis (1999), Chapter 52.
Euphorbia resinifera (NCBI:txid457265) See: Book: Harborne, Phytochemical Dictionary Second Edition, Taylor and Francis (1999), Chapter 52.
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
neurotoxin
A poison that interferes with the functions of the nervous system.
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.
TRPV1 agonist
An agonist at the transient receptor potential vanilloid 1 (TRPV1).
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(+)-resiniferatoxin ChEBI
resiniferatoxin KEGG COMPOUND
resiniferatoxin UniProt
RTX ChemIDplus
Manual Xrefs Databases
6EU PDBeChem
C00003478 KNApSAcK
C09179 KEGG COMPOUND
DB06515 DrugBank
Resiniferatoxin Wikipedia
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Registry Numbers Types Sources
5371150 Reaxys Registry Number Reaxys
57444-62-9 CAS Registry Number ChemIDplus
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Last Modified
02 September 2021