| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 13 | Yes |
Popular Name: L-NMMA L-NMMA
Find On: PubMed — Wikipedia — Google
CAS Numbers: 156706-47-7 , 17035-90-4 , 53308-83-1 , [53308-83-1]
(2S)-2-amino-5-(N'-methylcarbamimidamido)pentanoic acid
(2S)-2-amino-5-[(N'-methylcarbamimidoyl)amino]pentanoic acid
(2S)-2-amino-5-{[imino(methylamino)methyl]amino}pentanoic acid
(2S)-2-ammonio-5-{[iminio(methylamino)methyl]amino}pentanoate
(S)-2-Amino-5-(3-methylguanidino)pentanoic acid
acide (2S)-2-amino-5-(3-methylguanidino)pentanoique
C03884; Ngamma-Monomethyl-L-arginine
CHEBI:7547; CHEBI:25685; CHEBI:21921
CPD000449329; L-NMMA; L-Ornithine, N5-[imino(methylamino)methyl]-[CAS]; SAM001247049
CPD000449329; L-Ornithine, N5-[imino(methylamino)methyl]-[CAS]; SAM001247049
INN); Tilarginine Acetate (USAN)
L-NMA · HCl, L-NMMA · HCl, Tilarginine · HCl, Targinine · HCl
L-NMMA, Tilarginine, Targinine
L-Ornithine, N5-(imino(methylamino)methyl)-, monoacetate
L-Ornithine, N5-[imino(methylamino)methyl]-[CAS]
N(5)-(methylamidino)-L-ornithine
N(5)-(metilamidino)-L-ornitina
N(5)-(N-methylcarbamimidoyl)-L-ornithine
N(5)-[imino(methylamino)methyl]-L-ornithine
N(G)-Methyl-L-arginine acetate
N(omega)-methyl-L-arginine zwitterion
N(omega)-methyl-L-arginine; N(omega)-methyl-L-arginine zwitterion(1+)
N-omega-Monomethyl-L-arginine monoacetate, 99%
N5-(Imino(methylamino)methyl)-L-ornithine monoacetate
N5-(Methylamidino)-L-ornithine acetate salt
N5-(N-methylcarbamimidoyl)-L-ornithine
n5-(n-methylcarbamimidoyl)-l-ornithine acetate(1:1)
NG-Methyl-L-arginine acetate salt
NG-Monomethyl-L-arginine acetate
NG-Monomethyl-L-arginine acetate salt
NG-Monomethyl-L-arginine monacetate
NG-Monomethyl-L-arginine monoacetate, 99%
NG-Monomethyl-L-arginine, Monoacetate Salt
Nomega-Methyl-L-arginine Acetate
Nomega-Methyl-L-arginine acetate salt
Nomega-Methyl-L-argininehydrochloride
Nomega-Monomethyl-L-arginine Acetate
NOMEGA-MONOMETHYL-L-ARGININEACETATE
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -3.26 | 1.39 | -72.47 | 7 | 6 | 1 | 117 | 189.239 | 7 | ↓ |
| Hi High (pH 8-9.5) | 8.62 | 17.49 | -47.16 | 0 | 0 | -1 | 0 | 421.61 | 5 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Mp [°C] | 180 - 190 | Acros Organics |
| Purity | >99% | Fluorochem |
| UniProt Database Links | DDAH1_BOVIN; DDAH1_HUMAN; DDAH1_MOUSE; DDAH1_RAT; DDAH2_BOVIN; DDAH2_HUMAN; DDAH2_MOUSE; DDAH2_RAT; DDAH_PSEAE | ChEBI |
| UniProt Database Links | DDAH1_BOVIN; DDAH1_HUMAN; DDAH1_MOUSE; DDAH1_RAT; DDAH2_BOVIN; DDAH2_HUMAN; DDAH2_MOUSE; DDAH2_RAT; DDAH_PSEAE; DDAH_STRCO | ChEBI |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 101931; 1 acetic acid | NIH Clinical Collection via PubChem |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 101931; SALT: 1 acetic acid | NIH Clinical Collection via PubChem |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| NOS1-2-E | Nitric-oxide Synthase, Brain (cluster #2 Of 7), Eukaryotic | Eukaryotes | 4300 | 0.58 | Binding ≤ 10μM |
| NOS2-7-E | Nitric Oxide Synthase, Inducible (cluster #7 Of 9), Eukaryotic | Eukaryotes | 860 | 0.65 | Binding ≤ 10μM |
| NOS3-1-E | Nitric Oxide Synthase, Endothelial (cluster #1 Of 7), Eukaryotic | Eukaryotes | 4200 | 0.58 | Binding ≤ 10μM |
| NOS1-2-E | Nitric-oxide Synthase, Brain (cluster #2 Of 3), Eukaryotic | Eukaryotes | 100 | 0.75 | Functional ≤ 10μM |
| NOS2-1-E | Nitric Oxide Synthase, Inducible (cluster #1 Of 3), Eukaryotic | Eukaryotes | 300 | 0.70 | Functional ≤ 10μM |
| NOS3-1-E | Nitric-oxide Synthase, Endothelial (cluster #1 Of 2), Eukaryotic | Eukaryotes | 300 | 0.70 | Functional ≤ 10μM |
| Z50597-6-O | Rattus Norvegicus (cluster #6 Of 12), Other | Other | 3000 | 0.59 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| NOS2_HUMAN | P35228 | Nitric Oxide Synthase, Inducible, Human | 1000 | 0.65 | Binding ≤ 1μM |
| NOS1_HUMAN | P29475 | Nitric-oxide Synthase, Brain, Human | 950 | 0.65 | Binding ≤ 1μM |
| NOS3_HUMAN | P29474 | Nitric-oxide Synthase, Endothelial, Human | 650 | 0.67 | Binding ≤ 1μM |
| NOS2_HUMAN | P35228 | Nitric Oxide Synthase, Inducible, Human | 1800 | 0.62 | Binding ≤ 10μM |
| NOS2_MOUSE | P29477 | Nitric Oxide Synthase, Inducible, Mouse | 4200 | 0.58 | Binding ≤ 10μM |
| NOS1_MOUSE | Q9Z0J4 | Nitric-oxide Synthase, Brain, Mouse | 4200 | 0.58 | Binding ≤ 10μM |
| NOS1_RAT | P29476 | Nitric-oxide Synthase, Brain, Rat | 10000 | 0.54 | Binding ≤ 10μM |
| NOS1_HUMAN | P29475 | Nitric-oxide Synthase, Brain, Human | 950 | 0.65 | Binding ≤ 10μM |
| NOS3_MOUSE | P70313 | Nitric-oxide Synthase, Endothelial, Mouse | 4200 | 0.58 | Binding ≤ 10μM |
| NOS3_HUMAN | P29474 | Nitric-oxide Synthase, Endothelial, Human | 650 | 0.67 | Binding ≤ 10μM |
| NOS3_BOVIN | P29473 | Nitric-oxide Synthase, Endothelial, Bovin | 7000 | 0.56 | Binding ≤ 10μM |
| NOS2_HUMAN | P35228 | Nitric Oxide Synthase, Inducible, Human | 300 | 0.70 | Functional ≤ 10μM |
| NOS1_RAT | P29476 | Nitric-oxide Synthase, Brain, Rat | 100 | 0.75 | Functional ≤ 10μM |
| NOS3_HUMAN | P29474 | Nitric-oxide Synthase, Endothelial, Human | 300 | 0.70 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 3000 | 0.59 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| eNOS activation | |
| Nitric oxide stimulates guanylate cyclase | |
| NOSIP mediated eNOS trafficking | |
| NOSTRIN mediated eNOS trafficking | |
| Phagosomal maturation (early endosomal stage) | |
| Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation | |
| VEGFR2 mediated vascular permeability |
No pre-computed analogs available. Try a structural similarity search.