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S-nitrosoglutathione

AlkaPlorer ID: AK122598

Synonym: None

IUPAC Name: (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-nitrososulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

Structure

SMILES: N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O

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InChI: InChI=1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1

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InChIKey: HYHSBSXUHZOYLX-WDSKDSINSA-N

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Reference

PubChem CID: 104858

CAS: 57564-91-7

NPASS: NPC319046

Source

Species Genus Family Order Class Phylum Kingdom Domain
Homo sapiens Homo Hominidae Primates Mammalia Chordata Metazoa Eukaryota

Properties Information

Molecule Weight: 336.3260000000001

TPSA？: 188.25

MolLogP？: -1.7212999999999976

Number of H-Donors: 5

Number of H-Acceptors: 8

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus cereus Bacillus cereus Activity 6.0 % 10.1039/C8MD00414E
Bos taurus Protein disulfide-isomerase Inhibition nan % 10.1016/j.bmcl.2019.126898
Candida tropicalis Candida tropicalis Activity nan None 10.1039/C8MD00414E
Escherichia coli Escherichia coli Activity 20.0 % 10.1039/C8MD00414E
Escherichia coli Escherichia coli Activity nan None 10.1039/C8MD00414E
Homo sapiens Bromodomain adjacent to zinc finger domain protein 2B Potency 44668.4 nM None
Homo sapiens Caspase-3 Activity 1.67 /M/s 10.1074/jbc.m707231200
Homo sapiens Chromobox protein homolog 1 Potency 22387.2 nM None
Homo sapiens Geminin Potency 5173.5 nM None
Homo sapiens GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 Potency 1032.3 nM None
Homo sapiens HEK-293T Activity nan None 10.1016/j.bmcl.2019.126898
Homo sapiens HeLa GI 40.0 % 10.1016/j.bmcl.2019.126898
Homo sapiens HeLa GI nan None 10.1016/j.bmcl.2019.126898
Homo sapiens Histone deacetylase 6 Inhibition -7.67 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 1.9 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 1122.0 nM None
Homo sapiens IMR-32 Activity 13.0 % 10.1016/j.ejmech.2021.113934
Homo sapiens IMR-32 Activity 14.0 % 10.1016/j.ejmech.2021.113934
Homo sapiens Lysine-specific demethylase 4A Potency 8912.5 nM None
Homo sapiens Protein-tyrosine phosphatase 1B Activity 1.7 /M/s 10.1074/jbc.m707231200
Homo sapiens Regulator of G-protein signaling 4 Potency 50118.7 nM None
Homo sapiens Serine/threonine-protein kinase PLK1 Potency 21192.3 nM None
Homo sapiens SH-SY5Y GI 40.0 % 10.1016/j.bmcl.2019.126898
Homo sapiens SH-SY5Y GI nan None 10.1016/j.bmcl.2019.126898
Homo sapiens SK-N-SH Activity 15.0 % 10.1016/j.ejmech.2021.113934
Homo sapiens SK-N-SH Activity 16.0 % 10.1016/j.ejmech.2021.113934
Human rhinovirus sp. Human rhinovirus A protease K inact/Ki 656.0 M-1 min-1 10.1016/s0960-894x(00)00420-0
Oryctolagus cuniculus Glyceraldehyde-3-phosphate dehydrogenase Activity nan None 10.1021/jm400057r
Rattus norvegicus B104 Activity 17.0 % 10.1016/j.ejmech.2021.113934
Rattus norvegicus B104 Activity 18.0 % 10.1016/j.ejmech.2021.113934
Rattus norvegicus Rattus norvegicus EC50 107.5 nM 10.1016/s0960-894x(00)00060-3
Rattus norvegicus Rattus norvegicus Inhibition 20.0 % 10.1016/s0960-894x(00)00060-3
Rattus norvegicus Rattus norvegicus Inhibition 50.0 % 10.1016/s0960-894x(00)00060-3
Rattus norvegicus Rattus norvegicus Inhibition 80.0 % 10.1016/s0960-894x(00)00060-3
Rattus norvegicus Rattus norvegicus Inhibition 90.0 % 10.1016/s0960-894x(00)00060-3
Rattus norvegicus Rattus norvegicus Inhibition 100.0 % 10.1016/s0960-894x(00)00060-3
rhinovirus B14 rhinovirus B14 Ki 360000.0 nM 10.1016/s0960-894x(00)00420-0
rhinovirus B14 rhinovirus B14 K inact 0.237 min-1 10.1016/s0960-894x(00)00420-0
Saccharomyces cerevisiae Saccharomyces cerevisiae Activity 9.0 % 10.1039/C8MD00414E
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 5.072 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -5.2 % 10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.14 % 10.6019/CHEMBL4495565
Steinernema feltiae Steinernema feltiae Activity 10.0 % 10.1039/C8MD00414E
Steinernema feltiae Steinernema feltiae Activity 50.0 % 10.1039/C8MD00414E
Steinernema feltiae Steinernema feltiae Activity nan None 10.1039/C8MD00414E
Trypanosoma brucei 6-phospho-1-fructokinase Potency 19011.5 nM None
None No relevant target Activity 17.1 uM 10.1039/C8MD00414E
None No relevant target Activity 18.9 uM 10.1039/C8MD00414E
None No relevant target Drug metabolism nan None 10.1016/j.bmcl.2019.126898
None Unchecked Activity nan None 10.1016/j.bmcl.2019.126898
None Unchecked Activity nan None 10.1021/jm400057r
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Potency 1778.3 nM None
None VSMC Activity nan None 10.1016/j.bmcl.2018.09.009

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000699 *N[C@@H](CSN=O)C(*)=O.N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O RXN-17887
AKRT018896 N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O MNXR179239
AKRT018955 N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O.NCC(=O)NCC(=O)O>>N[C@@H](CSN=O)C(=O)NCC(=O)O enzymemap_32753
AKRT018956 N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)NCC(=O)NCC(=O)O)C(=O)O enzymemap_32753
AKRT018957 N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](CS(N)=O)C(=O)NCC(=O)O)C(=O)O 63500
AKRT018958 N[C@@H](CCC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](CSNO)C(=O)NCC(=O)O)C(=O)O RXN-17884