Octopine

Octopine
	Stereo, skeletal formula of octopine ((2S)-2-{[(1R)-1-carboxyethyl]amino})
Names
	IUPAC name 2-[[1-Carboxyethyl]amino]-5-(diaminomethylideneamino)pentanoic acid
Identifiers
CAS Number	34522-32-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15805 ;
ChemSpider	97253 ;
KEGG	C04137 ;
MeSH	octopine
PubChem CID	108172;
CompTox Dashboard (EPA)	DTXSID70946103 ;
	InChI InChI=1S/C9H18N4O4/c1-5(7(14)15)13-6(8(16)17)3-2-4-12-9(10)11/h5-6,13H,2-4H2,1H3,(H,14,15)(H,16,17)(H4,10,11,12)/t5-,6+/m1/s1 Key: IMXSCCDUAFEIOE-RITPCOANSA-N ;
	SMILES C[C@@H](N[C@@H](CCCNC(N)=N)C(O)=O)C(O)=O;
Properties
Chemical formula	C9H18N4O4
Molar mass	246.267 g·mol−1
Related compounds
Related alkanoic acids	Daminozide; Nopaline;
Related compounds	Bis-tris propane; Pantetheine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.

Octopine has been isolated from the muscle tissue of invertebrates such as octopus, Pecten maximus and Sipunculus nudus where it functions as an analog of lactic acid. Plants may also produce this compound after infection by Agrobacterium tumefaciens and transfer of the octopine synthesis gene from the bacterium to the plant.