Resiniferatoxin

HCID 5702546CAS 57444-62-9

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Basic information

Standard SMILES
C=C(C)[C@]12C[C@@H](C)[C@@]34O[C@](Cc5ccccc5)(O[C@@H]1[C@@H]3C=C(COC(=O)Cc1ccc(O)c(OC)c1)C[C@]1(O)C(=O)C(C)=C[C@@H]41)O2
InChIKey
DSDNAKHZNJAGHN-MXTYGGKSSA-N
Molecular formula
C37H40O9
Average molar mass
628.718 g/mol
Monoisotopic mass
628.26723286

Names & identifiers

Preferred name
Resiniferatoxin
IUPAC
[(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-2H,3bH-2,9b-epoxyazuleno[4',5':5,6]benzo[1,2-d][1,3]dioxol-5-yl]methyl (4-hydroxy-3-methoxyphenyl)acetate
English name
RESINIFERATOXIN
Molecular formula
C37H40O9
Molecular weight
628.71

Names & synonyms

RTXRESINIFERATOXIN[3H]resiniferatoxinResiniferatoxin >99%Resiniferatoxin (80%)Resiniferatoxin, 98.5%RESINIFERATOXIN,HIGHPURITYDSDNAKHZNJAGHN-IHCAYWNCSA-NRESINIFERATOXIN, 99%, HIGH PURITYRESINIFERATOXIN,EUPHORBIA POISONII

Database identifiers

CAS
57444-62-9
PubChem CID
5702546
DTXSID
DTXSID00894764
ChEMBL
CHEMBL17976
ChEBI
CHEBI:8809
UNII
A5O6P1UL4I
EC Number
637-354-6
Nikkaji
J282.917G

Properties

Physicochemical properties

Boiling point
768.7 · 768.7±60.0 °C(Predicted)
Density
1.35 · 1.35±0.1 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
solubility
100 mM · Soluble in DMSO to 100mM and to 50mM in ethanol
form
Solid
pka
9.85 · 9.85±0.20(Predicted)

Safety & regulation

Safety data

F
10-23
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
rtecs
CY1633700
ridadr
UN 2928 6.1/PG 2
hs_code
29329990

Chemistry & industry

Applications · 2 items

DescriptionResiniferatoxin (57444-62-9) is an ultrapotent TRPV1 activator (Ki=43 pM).1 Resiniferatoxin is 100-10,000 fold more potent than capsaicin for most responses yet displays a spectrum of activity distinct from capsaicin.2 A potent sensory neuron excitotoxin.3 Induces a long lasting analgesia in a rodent model of burn pain.4 SEVERE IRRITANT – HANDLE WITH CARE

UsesResiniferatoxin has been used as an agonist to transient receptor potential vanilloid 2 (TRPV2): for complex preparation for cryo-electron microscopy structural studies to test its effect towards immune responses toP.aeruginosa in sensory neurons associated with the cornea to study its effects in the denervation of the peripheral sensory nerves in psoriatic mice

Upstream & downstream products

Suppliers50 total

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
上海哲研生物科技有限公司021-18017610038 18017610038 · [email protected]
成都健腾生物技术有限公司028-85159085 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Resiniferatoxin is 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). It has a role as a TRPV1 agonist, a plant metabolite, a neurotoxin and an analgesic. It is a diterpenoid, an ortho ester, a tertiary alpha-hydroxy ketone, a member of phenols, a monomethoxybenzene, an organic heteropentacyclic compound, a carboxylic ester and an enone.

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