Structure via PubChem · Public domain (PubChem)
D-octopine
Sign in to saveAlso known as N~2~-(1-Carboxyethyl)arginine
Octopine is a derivative of the amino acids arginine and alanine. It was the first member of the class of chemical compounds known as opines to be discovered. Octopine gets its name from Octopus octopodia from which it was first isolated in 1927.
Chemical data
- Formula
- C9H18N4O4
- Molecular weight
- 246.26 g/mol
- IUPAC name
- (2S)-2-[[(1R)-1-carboxyethyl]amino]-5-(diaminomethylideneamino)pentanoic acid
- SMILES
- C[C@H](C(=O)O)N[C@@H](CCCN=C(N)N)C(=O)O
- InChIKey
- IMXSCCDUAFEIOE-RITPCOANSA-N
- XLogP
- -3.7
- Polar surface area
- 151 Ų
- H-bond donors
- 5
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 246.132805
Show 4 more facts
- isomeric SMILES
- C[C@@H](N[C@@H](CCCNC(N)=N)C(O)=O)C(O)=O
- found in taxon
- Phaseolus vulgaris
- chemical formula
- C₉H₁₈N₄O₄
- canonical SMILES
- CC(C(=O)O)NC(CCCN=C(N)N)C(=O)O
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Biosynthesis
- References
{{chembox | ImageFile = Octopine.svg | ImageFile_Ref = | ImageName = Stereo, skeletal formula of octopine ((2S)-2-{[(1R)-1-carboxyethyl]amino}) | IUPACName = 2-[[1-Carboxyethyl]amino]-5-(diaminomethylideneamino)pentanoic acid |Section1= |Section2= |Section3= }}
Octopine is a derivative of the amino acids arginine and alanine. It was the first member of the class of chemical compounds known as opines to be discovered. Octopine gets its name from Octopus octopodia from which it was first isolated in 1927.
Excerpted from Wikipedia’s “D-octopine” article, available under the CC BY-SA 4.0 licence.