| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 7 | Yes |
Popular Name: gamma-Aminobutyric acid gamma-Aminobutyric acid
Find On: PubMed — Wikipedia — Google
CAS Numbers: , 20-79-1 , 21195-45-9 , 56-12-2 , [56-12-2]
4-aminobutanoate; 4-ammoniobutanoate
4-Aminobutyric Acid [56-12-2]; (GABA, Piperidinic acid)
4-AMINOBUTYRIC ACID; [56-12-2]
56-12-2; D00058; Gamma-Aminobutyric acid (JAN); Gammalon (TN)
AMINOBUTYRIC ACID, GAMMA, [4-14C]
AMINOBUTYRICACID,GAMMA,[4-14C]
CHEBI:40483; CHEBI:20318; CHEBI:1786; CHEBI:193777
| 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) | -1.10 | 0.98 | -62.79 | 3 | 3 | 0 | 68 | 103.121 | 3 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 195 - 197 | Enamine Building Blocks |
| MP | 195 °C (dec.)(lit.) | Indofine |
| MP | 195...197 | Enamine Building Blocks |
| MP | 195°(dec.) | Oakwood Chemical |
| Mp [°C] | 197 - 204 | Acros Organics |
| ALOGPS_SOLUBILITY | 3.65e+02 g/l | DrugBank-experimental |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95+% | Matrix Scientific |
| Purity | 97% | Fluorochem |
| UniProt Database Links | AAP3_ARATH; ABDH_CITK8; ABDH_ECO24; ABDH_ECO27; ABDH_ECO45; ABDH_ECO55; ABDH_ECO57; ABDH_ECO5E; ABDH_ECO81; ABDH_ECO8A; ABDH_ECOBW; ABDH_ECODH; ABDH_ECOHS; ABDH_ECOK1; ABDH_ECOL5; ABDH_ECOL6; ABDH_ECOLC; ABDH_ECOLI; ABDH_ECOLU; ABDH_ECOSE; ABDH_ECOSM; ABD | ChEBI |
| UniProt Database Links | ABDH_CITK8; ABDH_ECO24; ABDH_ECO27; ABDH_ECO45; ABDH_ECO55; ABDH_ECO57; ABDH_ECO5E; ABDH_ECO81; ABDH_ECO8A; ABDH_ECOBW; ABDH_ECODH; ABDH_ECOHS; ABDH_ECOK1; ABDH_ECOL5; ABDH_ECOL6; ABDH_ECOLC; ABDH_ECOLI; ABDH_ECOLU; ABDH_ECOSE; ABDH_ECOSM; ABDH_ECOUT; ABD | ChEBI |
| therap | antihypertensive | MicroSource World Drugs |
| Melting_Point | ca 195? dec. | Alfa-Aesar |
| Melting_Point | ca 195° dec. | Alfa-Aesar |
| Therapy | Endogenous neurotransmitter | SMDC Pharmakon |
| Patent Database Links | EP0780373; EP1024134; EP1113008; EP1167346; EP1247809; EP1422218; EP1491541; EP1657249; EP1946776; US2003187052; US2003229144; US2004002480; US2004053786; US2004235959; US2005004038; US2006128963; US2006264608; US2007184104; US2007191349; US2007197514; US | ChEBI |
| Target | Glutamate [NMDA] receptor subunit zeta-1(Q05586)&Glutamate [NMDA] receptor subunit 3A(Q8TCU5)&Corticoliberin(P06850) | Herbal Ingredients Targets |
| SOLUBILITY | H2O: 1 M at 20 °C, clear, colorless | Indofine |
| Warnings | IRRITANT | Matrix Scientific |
| Indications | neurotransmitter | KeyOrganics Bioactives |
| Reactome Database Links | REACT_13561; REACT_15538; REACT_18291; REACT_19142; REACT_20659; REACT_22239; REACT_22289; REACT_23813; REACT_23866; REACT_23937; REACT_23968; REACT_23973; REACT_23980; REACT_25066; REACT_25130; REACT_25391 | ChEBI |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| GABR1-2-E | GABA-B Receptor 1 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 60 | 1.44 | Binding ≤ 10μM |
| GABR2-2-E | GABA-B Receptor 2 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 60 | 1.44 | Binding ≤ 10μM |
| GBRA1-7-E | GABA Receptor Alpha-1 Subunit (cluster #7 Of 8), Eukaryotic | Eukaryotes | 10000 | 1.00 | Binding ≤ 10μM |
| GBRA2-8-E | GABA Receptor Alpha-2 Subunit (cluster #8 Of 8), Eukaryotic | Eukaryotes | 25 | 1.52 | Binding ≤ 10μM |
| GBRA3-8-E | GABA Receptor Alpha-3 Subunit (cluster #8 Of 8), Eukaryotic | Eukaryotes | 25 | 1.52 | Binding ≤ 10μM |
| GBRA4-7-E | GABA Receptor Alpha-4 Subunit (cluster #7 Of 7), Eukaryotic | Eukaryotes | 25 | 1.52 | Binding ≤ 10μM |
| GBRA5-8-E | GABA Receptor Alpha-5 Subunit (cluster #8 Of 8), Eukaryotic | Eukaryotes | 25 | 1.52 | Binding ≤ 10μM |
| GBRA6-7-E | GABA Receptor Alpha-6 Subunit (cluster #7 Of 8), Eukaryotic | Eukaryotes | 25 | 1.52 | Binding ≤ 10μM |
| GBRB1-6-E | GABA Receptor Beta-1 Subunit (cluster #6 Of 6), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRB2-5-E | GABA Receptor Beta-2 Subunit (cluster #5 Of 7), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRB3-4-E | GABA Receptor Beta-3 Subunit (cluster #4 Of 6), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRD-3-E | GABA Receptor Delta Subunit (cluster #3 Of 5), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRE-3-E | GABA Receptor Epsilon Subunit (cluster #3 Of 5), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRG1-6-E | GABA Receptor Gamma-1 Subunit (cluster #6 Of 7), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRG2-6-E | GABA Receptor Gamma-2 Subunit (cluster #6 Of 7), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRG3-7-E | GABA Receptor Gamma-3 Subunit (cluster #7 Of 7), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRP-3-E | GABA Receptor Pi Subunit (cluster #3 Of 6), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| GBRT-5-E | GABA Receptor Theta Subunit (cluster #5 Of 5), Eukaryotic | Eukaryotes | 200 | 1.34 | Binding ≤ 10μM |
| S6A11-1-E | GABA Transporter 3 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 7000 | 1.03 | Binding ≤ 10μM |
| S6A13-1-E | GABA Transporter 3 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 5000 | 1.06 | Binding ≤ 10μM |
| SC6A1-2-E | GABA Transporter 1 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 5000 | 1.06 | Binding ≤ 10μM |
| GABR1-1-E | GABA-B Receptor 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1700 | 1.15 | Functional ≤ 10μM |
| GBRA1-5-E | GABA Receptor Alpha-1 Subunit (cluster #5 Of 5), Eukaryotic | Eukaryotes | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA2-4-E | GABA Receptor Alpha-2 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA3-4-E | GABA Receptor Alpha-3 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA4-4-E | GABA Receptor Alpha-4 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA5-4-E | GABA Receptor Alpha-5 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| GBRA6-4-E | GABA Receptor Alpha-6 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 1500 | 1.16 | Functional ≤ 10μM |
| GBRB3-2-E | GABA Receptor Beta-3 Subunit (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| GBRG2-2-E | GABA Receptor Gamma-2 Subunit (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| GBRR1-4-E | GABA Receptor Rho-1 Subunit (cluster #4 Of 4), Eukaryotic | Eukaryotes | 800 | 1.22 | Functional ≤ 10μM |
| GBRR2-2-E | GABA Receptor Rho-2 Subunit (cluster #2 Of 3), Eukaryotic | Eukaryotes | 1700 | 1.15 | Functional ≤ 10μM |
| GBRR3-1-E | GABA Receptor Rho-3 Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1700 | 1.15 | Functional ≤ 10μM |
| S6A11-2-E | GABA Transporter 3 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| S6A12-1-E | Betaine Transporter (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| S6A13-2-E | GABA Transporter 2 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| SC6A1-1-E | GABA Transporter 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3000 | 1.10 | Functional ≤ 10μM |
| Z104301-3-O | GABA-A Receptor; Anion Channel (cluster #3 Of 8), Other | Other | 49 | 1.46 | Binding ≤ 10μM |
| Z50597-3-O | Rattus Norvegicus (cluster #3 Of 5), Other | Other | 8600 | 1.01 | Binding ≤ 10μM |
| Z50597-7-O | Rattus Norvegicus (cluster #7 Of 12), Other | Other | 70 | 1.43 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| GBRA1_HUMAN | P14867 | GABA Receptor Alpha-1 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRA2_HUMAN | P47869 | GABA Receptor Alpha-2 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRA2_RAT | P23576 | GABA Receptor Alpha-2 Subunit, Rat | 22 | 1.53 | Binding ≤ 1μM |
| GBRA3_HUMAN | P34903 | GABA Receptor Alpha-3 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRA4_HUMAN | P48169 | GABA Receptor Alpha-4 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRA5_HUMAN | P31644 | GABA Receptor Alpha-5 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRA6_HUMAN | Q16445 | GABA Receptor Alpha-6 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRB1_HUMAN | P18505 | GABA Receptor Beta-1 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRB2_HUMAN | P47870 | GABA Receptor Beta-2 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRB3_HUMAN | P28472 | GABA Receptor Beta-3 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRD_HUMAN | O14764 | GABA Receptor Delta Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRE_HUMAN | P78334 | GABA Receptor Epsilon Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRG1_RAT | P23574 | GABA Receptor Gamma-1 Subunit, Rat | 33 | 1.50 | Binding ≤ 1μM |
| GBRG1_HUMAN | Q8N1C3 | GABA Receptor Gamma-1 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRG2_HUMAN | P18507 | GABA Receptor Gamma-2 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRG3_HUMAN | Q99928 | GABA Receptor Gamma-3 Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRP_HUMAN | O00591 | GABA Receptor Pi Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| GBRT_HUMAN | Q9UN88 | GABA Receptor Theta Subunit, Human | 200 | 1.34 | Binding ≤ 1μM |
| Z104301 | Z104301 | GABA-A Receptor; Anion Channel | 100 | 1.40 | Binding ≤ 1μM |
| GABR1_RAT | Q9Z0U4 | GABA-B Receptor 1, Rat | 17 | 1.55 | Binding ≤ 1μM |
| GABR1_HUMAN | Q9UBS5 | GABA-B Receptor 1, Human | 25 | 1.52 | Binding ≤ 1μM |
| GABR2_RAT | O88871 | GABA-B Receptor 2, Rat | 17 | 1.55 | Binding ≤ 1μM |
| GABR2_HUMAN | O75899 | GABA-B Receptor 2, Human | 25 | 1.52 | Binding ≤ 1μM |
| GBRA1_HUMAN | P14867 | GABA Receptor Alpha-1 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRA1_RAT | P62813 | GABA Receptor Alpha-1 Subunit, Rat | 10000 | 1.00 | Binding ≤ 10μM |
| GBRA2_HUMAN | P47869 | GABA Receptor Alpha-2 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRA2_RAT | P23576 | GABA Receptor Alpha-2 Subunit, Rat | 22 | 1.53 | Binding ≤ 10μM |
| GBRA3_HUMAN | P34903 | GABA Receptor Alpha-3 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRA4_HUMAN | P48169 | GABA Receptor Alpha-4 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRA5_HUMAN | P31644 | GABA Receptor Alpha-5 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRA6_HUMAN | Q16445 | GABA Receptor Alpha-6 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRB1_HUMAN | P18505 | GABA Receptor Beta-1 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRB2_HUMAN | P47870 | GABA Receptor Beta-2 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRB3_HUMAN | P28472 | GABA Receptor Beta-3 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRD_HUMAN | O14764 | GABA Receptor Delta Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRE_HUMAN | P78334 | GABA Receptor Epsilon Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRG1_HUMAN | Q8N1C3 | GABA Receptor Gamma-1 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRG1_RAT | P23574 | GABA Receptor Gamma-1 Subunit, Rat | 33 | 1.50 | Binding ≤ 10μM |
| GBRG2_HUMAN | P18507 | GABA Receptor Gamma-2 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRG3_HUMAN | Q99928 | GABA Receptor Gamma-3 Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRP_HUMAN | O00591 | GABA Receptor Pi Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| GBRT_HUMAN | Q9UN88 | GABA Receptor Theta Subunit, Human | 200 | 1.34 | Binding ≤ 10μM |
| SC6A1_HUMAN | P30531 | GABA Transporter 1, Human | 5000 | 1.06 | Binding ≤ 10μM |
| SC6A1_RAT | P23978 | GABA Transporter 1, Rat | 1620 | 1.16 | Binding ≤ 10μM |
| S6A13_RAT | P31646 | GABA Transporter 2, Rat | 5000 | 1.06 | Binding ≤ 10μM |
| S6A11_HUMAN | P48066 | GABA Transporter 3, Human | 7000 | 1.03 | Binding ≤ 10μM |
| Z104301 | Z104301 | GABA-A Receptor; Anion Channel | 100 | 1.40 | Binding ≤ 10μM |
| GABR1_RAT | Q9Z0U4 | GABA-B Receptor 1, Rat | 17 | 1.55 | Binding ≤ 10μM |
| GABR1_HUMAN | Q9UBS5 | GABA-B Receptor 1, Human | 25 | 1.52 | Binding ≤ 10μM |
| GABR2_RAT | O88871 | GABA-B Receptor 2, Rat | 17 | 1.55 | Binding ≤ 10μM |
| GABR2_HUMAN | O75899 | GABA-B Receptor 2, Human | 25 | 1.52 | Binding ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 8600 | 1.01 | Binding ≤ 10μM |
| S6A12_RAT | P48056 | Betaine Transporter, Rat | 2000 | 1.14 | Functional ≤ 10μM |
| GBRA1_HUMAN | P14867 | GABA Receptor Alpha-1 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA2_HUMAN | P47869 | GABA Receptor Alpha-2 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA3_HUMAN | P34903 | GABA Receptor Alpha-3 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA4_HUMAN | P48169 | GABA Receptor Alpha-4 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA5_HUMAN | P31644 | GABA Receptor Alpha-5 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRA6_HUMAN | Q16445 | GABA Receptor Alpha-6 Subunit, Human | 1450 | 1.17 | Functional ≤ 10μM |
| GBRB3_HUMAN | P28472 | GABA Receptor Beta-3 Subunit, Human | 1500 | 1.16 | Functional ≤ 10μM |
| GBRG2_HUMAN | P18507 | GABA Receptor Gamma-2 Subunit, Human | 1500 | 1.16 | Functional ≤ 10μM |
| GBRR1_HUMAN | P24046 | GABA Receptor Rho-1 Subunit, Human | 1190 | 1.18 | Functional ≤ 10μM |
| GBRR2_HUMAN | P28476 | GABA Receptor Rho-2 Subunit, Human | 1700 | 1.15 | Functional ≤ 10μM |
| GBRR3_HUMAN | A8MPY1 | GABA Receptor Rho-3 Subunit, Human | 1700 | 1.15 | Functional ≤ 10μM |
| SC6A1_RAT | P23978 | GABA Transporter 1, Rat | 2000 | 1.14 | Functional ≤ 10μM |
| S6A13_RAT | P31646 | GABA Transporter 2, Rat | 2000 | 1.14 | Functional ≤ 10μM |
| S6A11_RAT | P31647 | GABA Transporter 3, Rat | 2000 | 1.14 | Functional ≤ 10μM |
| GABR1_HUMAN | Q9UBS5 | GABA-B Receptor 1, Human | 1700 | 1.15 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 2000 | 1.14 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Activation of G protein gated Potassium channels | |
| Amino acid transport across the plasma membrane | |
| Class C/3 (Metabotropic glutamate/pheromone receptors) | |
| Degradation of GABA |
|
| G alpha (i) signalling events | |
| GABA A (rho) receptor activation | |
| GABA A receptor activation | |
| GABA B receptor activation | |
| GABA synthesis | |
| GABA synthesis, release, reuptake and degradation | |
| Inhibition of voltage gated Ca2+ channels via Gbeta/gamma subunits | |
| Ligand-gated ion channel transport | |
| Na+/Cl- dependent neurotransmitter transporters | |
| Reuptake of GABA | |
| Transport of inorganic cations/anions and amino acids/oligopeptides |
| Description | Species |
|---|---|
| Activation of G protein gated Potassium channels | |
| Amino acid transport across the plasma membrane | |
| Class C/3 (Metabotropic glutamate/pheromone receptors) | |
| Creatine metabolism | |
| G alpha (i) signalling events | |
| GABA A (rho) receptor activation | |
| GABA A receptor activation | |
| GABA B receptor activation | |
| Inhibition of voltage gated Ca2+ channels via Gbeta/gamma subunits | |
| Ligand-gated ion channel transport | |
| Na+/Cl- dependent neurotransmitter transporters | |
| Reuptake of GABA |
No pre-computed analogs available. Try a structural similarity search.