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_RAT | P23576 | GABA Receptor Alpha-2 Subunit, Rat | 22 | 1.53 | Binding ≤ 1μM |
GBRA2_HUMAN | P47869 | GABA Receptor Alpha-2 Subunit, Human | 200 | 1.34 | 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_RAT | P23576 | GABA Receptor Alpha-2 Subunit, Rat | 22 | 1.53 | Binding ≤ 10μM |
GBRA2_HUMAN | P47869 | GABA Receptor Alpha-2 Subunit, Human | 200 | 1.34 | 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_RAT | P23574 | GABA Receptor Gamma-1 Subunit, Rat | 33 | 1.50 | Binding ≤ 10μM |
GBRG1_HUMAN | Q8N1C3 | GABA Receptor Gamma-1 Subunit, Human | 200 | 1.34 | 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.