S-Nitroso-N-acetylpenicillamine

S-Nitroso-N-acetylpenicillamine

Names
IUPAC name S-Nitroso-N-acetylpenicillamine
Other names N-Acetyl-3-(nitrosothio)-DL-valine S-Nitroso-N-acetylpenicillamine
Identifiers
Abbreviations	SNAP
CAS Registry Number	67776-06-1 N
ChEBI	CHEBI:77702 N
ChEMBL	ChEMBL73188 Y
ChemSpider	5036251 Y
InChI InChI=1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)/t5-/m0/s1 Y Key: ZIIQCSMRQKCOCT-YFKPBYRVSA-N Y InChI=1/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)/t5-/m0/s1 Key: ZIIQCSMRQKCOCT-YFKPBYRVBE
Jmol-3D images	Image
PubChem	6603945
SMILES O=C(N[C@@H](C(=O)O)C(SN=O)(C)C)C
Properties
Chemical formula	C7H12N2O4S
Molar mass	220.25 g/mol
Hazards
R-phrases	R36/37/38
S-phrases	S26 S36
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

S-Nitroso-N-acetylpenicillamine (SNAP) is the chemical compound with the formula ONSC(CH₃)₂CH(NHAc)CO₂H. SNAP is an S-nitrosothiol and is used as a model for the general class of S-nitrosothiols which have received much attention in biochemistry because nitric oxide and some organic nitroso derivatives serve as signaling molecules in living systems, especially related to vasodilation.^[1] SNAP is derived from the amino acid penicillamine. S-Nitrosoglutathione is a related agent.

References