510-22-5

Voacangine Chemical Structure
510-22-5

Chemical Structure

Voacangine

  • CAS No.: 510-22-5
  • Formula:C22H28N2O3
  • Molecular Weight:368.47

IUPAC Name: methyl (6S,6aS,7S,9R,11S)-7-ethyl-2-methoxy-7,8,9,10,12,13-hexahydro-5H-6,9-methanopyrido[1',2':1,2]azepino[4,5-b]indole-6(6aH)-carboxylate

InChIKey: MMAYTCMMKJYIAM-PHKAQXKASA-N

SMILES: COC([C@]12[C@@]3([H])[N@@](CCC4=C2NC5=CC=C(OC)C=C54)C[C@@](C[C@@H]3CC)([H])C1)=O

Biological Activity: Voacangine is an antagonist for TRPV1 and TRPM8 but as an agonist for TRPA1 (EC50=8 μM). Voacangine competitively blockes capsaicin binding to TRPV1 (IC50=50 μM). Voacangine competitively inhibits the binding of menthol to TRPM8 (IC50=9 μM) and it shows noncompetitive inhibition against icilin (IC50=7 μM). Voacangine selectively abrogates chemical agonist-induced TRPM8 activation and did not affect cold-induced activation. Voacangine is an alkaloid isolated from the root bark of Voacanga africana[1].

Cat. No. Product Name Purity Description Pricing
HY-N7536
Voacangine 98.78% Voacangine is an antagonist for TRPV1 and TRPM8 but as an agonist for TRPA1 (EC50=8 μM). Voacangine competitively blockes capsaicin binding to TRPV1 (IC50=50 μM). Voacangine competitively inhibits the binding of menthol to TRPM8 (IC50=9 μM) and it shows noncompetitive inhibition against icilin (IC50=7 μM). Voacangine selectively abrogates chemical agonist-induced TRPM8 activation and did not affect cold-induced activation. Voacangine is an alkaloid isolated from the root bark of Voacanga africana.
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