''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
CAS Number	67776-06-1^N
3D model (JSmol)	Interactive image
Abbreviations	SNAP
ChEBI	CHEBI:77702^N
ChemSpider	5036251^Y
ECHA InfoCard	100.163.994
PubChem CID	6603945
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
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R-phrases (outdated)	R36/37/38
S-phrases (outdated)	S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

S-Nitroso-N-acetylpenicillamine (SNAP) is the chemical compound with the formula ON S C(CH₃)₂C H(N H Ac)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

↑ Zhang Y.; Hogg, N. (2005). "S-Nitrosothiols: Cellular Formation and Transport". Free Radical Biology and Medicine. 38 (7): 831–838. PMID 15749378. doi:10.1016/j.freeradbiomed.2004.12.016.

sGC	Activators: Cinaciguat (BAY 58-2667) Riociguat (BAY 63-2521) Inhibitors: ODQ

Nitroso compounds/nitrites: Nitrite (NO−
2); O-Nitroso compounds (alkyl nitrites): Amyl nitrite (isoamyl nitrite, isopentyl nitrite)
Cyclohexyl nitrite
Ethyl nitrite
Hexyl nitrite
Isobutyl nitrite (2-methylpropyl nitrite)
Isopropyl nitrite
Methyl nitrite
n-Butyl nitrite
Pentyl nitrite
tert-Butyl nitrite; S-Nitroso compounds (thionitrites): LA810
S-Nitrosoalbumin (SNALB)
S-Nitrosated AR545C
S-Nitroso-N-acetylcysteine (SNAC)
S-Nitroso-N-acetylpenicillamine (SNAP)
S-Nitroso-N-valerylpenicillamine (SNVP)
S-Nitrosocaptopril (SNO-Cap)
S-Nitrosocysteine (SNC, CysNO, SNO-Cys)
S-Nitrosodiclofenac
S-Nitrosoglutathione (GSNO, SNOG)
SNO-t-PA
SNO-vWF; N-Nitroso compounds (e.g., nitrosamines): SIN-1A

nNOS	3-Bromo-7-nitroindazole 3-Chloroindazole 3-Chloro-5-nitroindazole 5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) N^ω-Propyl-L-arginine (L-NPA) Nitroarginine (NNA, NOARG) Pentamidine isethionate TRIM
iNOS	1-Amino-2-hydroxyguanidine 2-Ethylaminoguanidine 2-Iminopiperidine 1400W AEITU Aminoguanidine (pimagedine) AMT AR-C 102222 BYK-191023 Canavanine Cindunistat (SD-6010) EITU IPTU MITU N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N⁶-(1-Iminoethyl)-L-lysine (L-NIL) N^ω-Methyl-L-arginine (L-NMA) Ronopterin (VAS-203) TRIM
eNOS	Aminoguanidine (pimagedine) N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) Nitroarginine (NNA, NOARG)
Unsorted	Asymmetric dimethylarginine (ADMA) CKD-712 Guanidinoethyldisulfide (GED) GW-273629 Indospicine KD-7040 Nitroarginine methyl ester (NAME) NCX-456 NXN-462 ONO-1714 VAS-2381

Others

See also: Receptor/signaling modulators

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