tinyatoxin

Also known as Daphnetoxin

Tinyatoxin (TTX or TTN) is an analog of the neurotoxin resiniferatoxin. It occurs naturally in Euphorbia poissonii.

In the Vinony graph

Vinony's link graph records 369 inbound references to tinyatoxin, and connects out to hepoxilin, Onion and Allium sativum.

It is catalogued under topics including Benzyl compounds, Carboxylate esters and Chembox image size set.

Vinony links it to 13 Wikipedia language editions.

Key facts

Pepper.heat: Above peak
Pepper.scoville: 5,300,000,000

via Wikipedia infobox

Chemical data

Formula: C36H38O8
Molecular weight: 598.7 g/mol
IUPAC name: [(1R,2R,6R,10S,11R,13S,15R,17R)-13-benzyl-6-hydroxy-4,17-dimethyl-5-oxo-15-prop-1-en-2-yl-12,14,18-trioxapentacyclo[11.4.1.01,10.02,6.011,15]octadeca-3,8-dien-8-yl]methyl 2-(4-hydroxyphenyl)acetate
SMILES: C[C@@H]1C[C@]2([C@H]3[C@H]4[C@]1([C@@H]5C=C(C(=O)[C@]5(CC(=C4)COC(=O)CC6=CC=C(C=C6)O)O)C)O[C@](O3)(O2)CC7=CC=CC=C7)C(=C)C
InChIKey: WWZMXEIBZCEIFB-ACAXUWNGSA-N
XLogP: 4.5
Polar surface area: 112 Å²
H-bond donors: 2
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Mass: 598.256668176

Show 5 more facts

isomeric SMILES: C[C@@H]1C[C@]2([C@H]3[C@H]4[C@]1([C@@H]5C=C(C(=O)[C@]5(CC(=C4)COC(=O)CC6=CC=C(C=C6)O)O)C)O[C@](O3)(O2)CC7=CC=CC=C7)C(=C)C
canonical SMILES: CC1CC2(C3C4C1(C5C=C(C(=O)C5(CC(=C4)COC(=O)CC6=CC=C(C=C6)O)O)C)OC(O3)(O2)CC7=CC=CC=C7)C(=C)C
found in taxon: Euphorbia lactea
chemical formula: C₃₆H₃₈O₈
Scoville grade: 5300000000

Sources (1)

wikidata.org

via Wikidata · CC0

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Encyclopedic overview

1 sections

Contents

References

Tinyatoxin (TTX or TTN) is an analog of the neurotoxin resiniferatoxin. It occurs naturally in Euphorbia poissonii.

It is a neurotoxin that acts via full agonism of the vanilloid receptors of sensory nerves. Tinyatoxin has a potential for pharmaceutical uses similar to uses of capsaicin. Tinyatoxin is about one third as strong as resiniferatoxin but is still an ultrapotent analogue of capsaicin, with a heat intensity estimate of 300 to 350 times that of capsaicin.

Excerpted from Wikipedia’s “tinyatoxin” article, available under the CC BY-SA 4.0 licence.