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caramboxin

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Also known as 2-carboxy-3-hydroxy-5-methoxy-L-phenylalanine

Caramboxin (CBX) is a neurotoxin that is found in star fruit (Averrhoa carambol). The fruit was used as traditional Chinese medicine, for treating fever, cough, and asthma, and it is believed to have more beneficial effects.

Wikidata facts

Part of
star fruit
Mass
255.074287136
Show 5 more facts
Commons category
Caramboxin
canonical SMILES
COC1=CC(CC(N)C(O)=O)=C(C(O)=O)C(O)=C1
isomeric SMILES
COC1=CC(=C(C(=C1)O)C(=O)O)C[C@@H](C(=O)O)N
chemical formula
C₁₁H₁₃NO₆
subject has role
toxin
Sources (3)

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Encyclopedic overview

3 sections
Contents
  • Structure and Synthesis
  • Molecular mechanism of action
  • References

Caramboxin (CBX) is a neurotoxin that is found in star fruit (Averrhoa carambol). The fruit was used as traditional Chinese medicine, for treating fever, cough, and asthma, and it is believed to have more beneficial effects.

Caramboxin is a non-proteinogenic amino acid similar to phenylalanine, but containing hydroxyl, methoxy and carboxyl substituents on the aromatic ring. Like phenylalanine, it contains a single chiral atom, meaning that two enantiomers are possible, with the (S) form being the one found in the plant.

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

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