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caramboxin
Sign in to saveAlso 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.
In the Vinony graph
Vinony's link graph records 9 inbound references to caramboxin, and connects out to conformational isomerism, signal transduction and calcium.
It is catalogued under topics including Alpha-Amino acids, AMPA receptor agonists and Benzoic acids.
Vinony links it to 5 Wikipedia language editions.
Chemical data
- Formula
- C11H13NO6
- Molecular weight
- 255.22 g/mol
- IUPAC name
- 2-[(2S)-2-amino-2-carboxyethyl]-6-hydroxy-4-methoxybenzoic acid
- SMILES
- COC1=CC(=C(C(=C1)O)C(=O)O)C[C@@H](C(=O)O)N
- InChIKey
- DYJIDGJHOLTGBO-ZETCQYMHSA-N
- XLogP
- -1.7
- Polar surface area
- 130 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- 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
via Wikidata · CC0
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Encyclopedic overview
3 sectionsContents
- 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.