| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| November 6th, 2004 | 10 | No |
(2-Carbamoyloxy-ethyl)-trimethyl-ammonium
(2-Carbamoyloxy-ethyl)-trimethyl-ammonium(Carbachol)
(2-Carbamoyloxyethyl)trimethylammonium chloride
(2-Hydroxyethyl)trimethyl ammonium chloride carbamate
(2-Hydroxyethyl)trimethylammonium chloride carbamate
(carbachol)(2-Carbamoyloxy-ethyl)-trimethyl-ammonium
.gamma.-Carbamoyl choline chloride
2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride
2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride
2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride
2-(trimethylazaniumyl)ethyl carbamate chloride
2-carbamoyloxyethyl(trimethyl)azanium chloride
2-[(aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride
51-83-2; Carbachol (JAN/USP/INN); D00524; Miostat (TN)
51-83-2; Carbachol; Prestwick_1036
carbachol; carbacholum; carbacol
Carbamic acid, ester with choline chloride
Carbamoylcholine bromide; Carbamoylcholine-bromure [French]; Choline, bromide, carbamate; LS-53174
Carbamoylcholine-hydrochloride
Choline, chloride carbamate(ester)
Choline, chloride, carbamate, hydrochloride
Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride
Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride (1:1)
Ethanaminium, 2-(aminocarbonyl)oxy-N,N,N-trimethyl-, chloride
Ethanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride
FDA); Carbacholine Chloride (DCF)
gamma-Carbamoyl choline chloride
Karbamoylcholin chlorid [Czech]
| 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) | -4.14 | 1.5 | -35.46 | 2 | 4 | 1 | 52 | 147.198 | 4 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 189 | TCI |
| Mp [°C] | 200 - 204 | Acros Organics |
| MP | 210 - 212 | Enamine Building Blocks |
| MP | 210...212 | Enamine Building Blocks |
| ALOGPS_SOLUBILITY | 7.06e-01 g/l | DrugBank-approved |
| ALOGPS_SOLUBILITY | 9.48e-01 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Therapy | Acetylcholine receptor agonist | SMDC Iconix |
| Melting_Point | ca 210? dec. | Alfa-Aesar |
| Melting_Point | ca 210° dec. | Alfa-Aesar |
| therap | cholinergic, miotic | MicroSource Spectrum |
| UniProt Database Links | CRVP1_NAJAT; CRVP2_NAJAT; MKTX1_MESMA; MKTX2_MESMA; MKTX3_MESMA; NX1L_BUNMU; NXLH_BUNMU; NX_MICLE; PA2AA_ACAAN; PA2HB_ACAAN; PA2HC_ACAAN | ChEBI |
| Patent Database Links | EP1611877; EP1611879; EP1671624; EP1772767; EP1815846; EP1829527; EP1829528; US2002045579; US2005239863; US2007213399; US2007231390; US2007238762; WO2007128884 | ChEBI |
| H phrase | H300: Fatal if swallowed | Acros Organics |
| H phrase | H301: Toxic if swallowed | Acros Organics |
| Target | Others | Selleck Chemicals |
| P phrase | P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician | Acros Organics |
| P phrase | P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician; P264: Wash face, hands and any exposed skin thoroughly after handling | Acros Organics |
| R phrase | R25: Toxic if swallowed. | Acros Organics |
| S phrase | S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. | Acros Organics |
| Hazard | T: Toxic | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACES-8-E | Acetylcholinesterase (cluster #8 Of 12), Eukaryotic | Eukaryotes | 8 | 1.13 | Binding ≤ 10μM |
| ACHA2-3-E | Neuronal Acetylcholine Receptor Protein Alpha-2 Subunit (cluster #3 Of 6), Eukaryotic | Eukaryotes | 640 | 0.87 | Binding ≤ 10μM |
| ACHB2-3-E | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit (cluster #3 Of 7), Eukaryotic | Eukaryotes | 640 | 0.87 | Binding ≤ 10μM |
| ACHB4-4-E | Neuronal Acetylcholine Receptor Subunit Beta-4 (cluster #4 Of 7), Eukaryotic | Eukaryotes | 640 | 0.87 | Binding ≤ 10μM |
| ACHD-2-E | Acetylcholine Receptor Protein Delta Chain (cluster #2 Of 3), Eukaryotic | Eukaryotes | 450 | 0.89 | Binding ≤ 10μM |
| ACM1-2-E | Muscarinic Acetylcholine Receptor M1 (cluster #2 Of 5), Eukaryotic | Eukaryotes | 739 | 0.86 | Binding ≤ 10μM |
| ACM2-2-E | Muscarinic Acetylcholine Receptor M2 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 8 | 1.13 | Binding ≤ 10μM |
| ACM3-2-E | Muscarinic Acetylcholine Receptor M3 (cluster #2 Of 5), Eukaryotic | Eukaryotes | 9100 | 0.71 | Binding ≤ 10μM |
| ACM4-2-E | Muscarinic Acetylcholine Receptor M4 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 5500 | 0.74 | Binding ≤ 10μM |
| ACM5-1-E | Muscarinic Acetylcholine Receptor M5 (cluster #1 Of 4), Eukaryotic | Eukaryotes | 4300 | 0.75 | Binding ≤ 10μM |
| ACM1-1-E | Muscarinic Acetylcholine Receptor M1 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 620 | 0.87 | Functional ≤ 10μM |
| ACM2-2-E | Muscarinic Acetylcholine Receptor M2 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 700 | 0.86 | Functional ≤ 10μM |
| ACM3-1-E | Muscarinic Acetylcholine Receptor M3 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 9900 | 0.70 | Functional ≤ 10μM |
| ACM4-1-E | Muscarinic Acetylcholine Receptor M4 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 230 | 0.93 | Functional ≤ 10μM |
| ACM5-2-E | Muscarinic Acetylcholine Receptor M5 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 8900 | 0.71 | Functional ≤ 10μM |
| Z104281-1-O | Neuronal Acetylcholine Receptor; Alpha3/beta2 (cluster #1 Of 2), Other | Other | 1100 | 0.83 | Binding ≤ 10μM |
| Z104286-1-O | Neuronal Acetylcholine Receptor; Alpha2/beta2 (cluster #1 Of 2), Other | Other | 210 | 0.93 | Binding ≤ 10μM |
| Z104287-2-O | Neuronal Acetylcholine Receptor; Alpha3/beta4 (cluster #2 Of 3), Other | Other | 4800 | 0.74 | Binding ≤ 10μM |
| Z104289-1-O | Neuronal Acetylcholine Receptor; Alpha4/beta4 (cluster #1 Of 2), Other | Other | 1300 | 0.82 | Binding ≤ 10μM |
| Z104290-3-O | Neuronal Acetylcholine Receptor; Alpha4/beta2 (cluster #3 Of 4), Other | Other | 590 | 0.87 | Binding ≤ 10μM |
| Z104303-2-O | Muscarinic Acetylcholine Receptor (cluster #2 Of 7), Other | Other | 9000 | 0.71 | Binding ≤ 10μM |
| Z102306-2-O | Aorta (cluster #2 Of 6), Other | Other | 790 | 0.85 | Functional ≤ 10μM |
| Z50512-2-O | Cavia Porcellus (cluster #2 Of 7), Other | Other | 500 | 0.88 | Functional ≤ 10μM |
| Z50592-4-O | Oryctolagus Cuniculus (cluster #4 Of 8), Other | Other | 460 | 0.89 | Functional ≤ 10μM |
| Z80024-2-O | A9 (Fibroblast Cells) (cluster #2 Of 3), Other | Other | 100 | 0.98 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACHD_TORCA | P02718 | Acetylcholine Receptor Protein Delta Chain, Torca | 450 | 0.89 | Binding ≤ 1μM |
| ACES_MOUSE | P21836 | Acetylcholinesterase, Mouse | 8 | 1.13 | Binding ≤ 1μM |
| Z104303 | Z104303 | Muscarinic Acetylcholine Receptor | 1.3 | 1.24 | Binding ≤ 1μM |
| ACM1_RAT | P08482 | Muscarinic Acetylcholine Receptor M1, Rat | 23 | 1.07 | Binding ≤ 1μM |
| ACM1_MOUSE | P12657 | Muscarinic Acetylcholine Receptor M1, Mouse | 19.9 | 1.08 | Binding ≤ 1μM |
| ACM1_HUMAN | P11229 | Muscarinic Acetylcholine Receptor M1, Human | 170 | 0.95 | Binding ≤ 1μM |
| ACM2_MOUSE | Q9ERZ4 | Muscarinic Acetylcholine Receptor M2, Mouse | 8 | 1.13 | Binding ≤ 1μM |
| ACM2_HUMAN | P08172 | Muscarinic Acetylcholine Receptor M2, Human | 130 | 0.96 | Binding ≤ 1μM |
| ACM2_RAT | P10980 | Muscarinic Acetylcholine Receptor M2, Rat | 130 | 0.96 | Binding ≤ 1μM |
| ACM3_HUMAN | P20309 | Muscarinic Acetylcholine Receptor M3, Human | 70 | 1.00 | Binding ≤ 1μM |
| ACM4_HUMAN | P08173 | Muscarinic Acetylcholine Receptor M4, Human | 0.4 | 1.32 | Binding ≤ 1μM |
| ACM5_HUMAN | P08912 | Muscarinic Acetylcholine Receptor M5, Human | 360 | 0.90 | Binding ≤ 1μM |
| ACHA2_RAT | P12389 | Neuronal Acetylcholine Receptor Protein Alpha-2 Subunit, Rat | 640 | 0.87 | Binding ≤ 1μM |
| ACHB2_RAT | P12390 | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit, Rat | 640 | 0.87 | Binding ≤ 1μM |
| ACHB4_RAT | P12392 | Neuronal Acetylcholine Receptor Protein Beta-4 Subunit, Rat | 640 | 0.87 | Binding ≤ 1μM |
| Z104286 | Z104286 | Neuronal Acetylcholine Receptor; Alpha2/beta2 | 210 | 0.93 | Binding ≤ 1μM |
| Z104290 | Z104290 | Neuronal Acetylcholine Receptor; Alpha4/beta2 | 590 | 0.87 | Binding ≤ 1μM |
| ACHD_TORCA | P02718 | Acetylcholine Receptor Protein Delta Chain, Torca | 450 | 0.89 | Binding ≤ 10μM |
| ACES_MOUSE | P21836 | Acetylcholinesterase, Mouse | 8 | 1.13 | Binding ≤ 10μM |
| Z104303 | Z104303 | Muscarinic Acetylcholine Receptor | 1.3 | 1.24 | Binding ≤ 10μM |
| ACM1_RAT | P08482 | Muscarinic Acetylcholine Receptor M1, Rat | 1380 | 0.82 | Binding ≤ 10μM |
| ACM1_MOUSE | P12657 | Muscarinic Acetylcholine Receptor M1, Mouse | 19.9 | 1.08 | Binding ≤ 10μM |
| ACM1_HUMAN | P11229 | Muscarinic Acetylcholine Receptor M1, Human | 10000 | 0.70 | Binding ≤ 10μM |
| ACM2_MOUSE | Q9ERZ4 | Muscarinic Acetylcholine Receptor M2, Mouse | 8 | 1.13 | Binding ≤ 10μM |
| ACM2_HUMAN | P08172 | Muscarinic Acetylcholine Receptor M2, Human | 1230.26877 | 0.83 | Binding ≤ 10μM |
| ACM2_RAT | P10980 | Muscarinic Acetylcholine Receptor M2, Rat | 130 | 0.96 | Binding ≤ 10μM |
| ACM3_RAT | P08483 | Muscarinic Acetylcholine Receptor M3, Rat | 5500 | 0.74 | Binding ≤ 10μM |
| ACM3_HUMAN | P20309 | Muscarinic Acetylcholine Receptor M3, Human | 1800 | 0.80 | Binding ≤ 10μM |
| ACM4_HUMAN | P08173 | Muscarinic Acetylcholine Receptor M4, Human | 0.4 | 1.32 | Binding ≤ 10μM |
| ACM4_RAT | P08485 | Muscarinic Acetylcholine Receptor M4, Rat | 2600 | 0.78 | Binding ≤ 10μM |
| ACM5_HUMAN | P08912 | Muscarinic Acetylcholine Receptor M5, Human | 2800 | 0.78 | Binding ≤ 10μM |
| ACHA2_RAT | P12389 | Neuronal Acetylcholine Receptor Protein Alpha-2 Subunit, Rat | 640 | 0.87 | Binding ≤ 10μM |
| ACHB2_RAT | P12390 | Neuronal Acetylcholine Receptor Protein Beta-2 Subunit, Rat | 640 | 0.87 | Binding ≤ 10μM |
| ACHB4_RAT | P12392 | Neuronal Acetylcholine Receptor Protein Beta-4 Subunit, Rat | 640 | 0.87 | Binding ≤ 10μM |
| Z104286 | Z104286 | Neuronal Acetylcholine Receptor; Alpha2/beta2 | 210 | 0.93 | Binding ≤ 10μM |
| Z104281 | Z104281 | Neuronal Acetylcholine Receptor; Alpha3/beta2 | 1100 | 0.83 | Binding ≤ 10μM |
| Z104287 | Z104287 | Neuronal Acetylcholine Receptor; Alpha3/beta4 | 4800 | 0.74 | Binding ≤ 10μM |
| Z104290 | Z104290 | Neuronal Acetylcholine Receptor; Alpha4/beta2 | 590 | 0.87 | Binding ≤ 10μM |
| Z104289 | Z104289 | Neuronal Acetylcholine Receptor; Alpha4/beta4 | 1300 | 0.82 | Binding ≤ 10μM |
| Z80024 | Z80024 | A9 (Fibroblast Cells) | 100 | 0.98 | Functional ≤ 10μM |
| Z102306 | Z102306 | Aorta | 510 | 0.88 | Functional ≤ 10μM |
| Z50512 | Z50512 | Cavia Porcellus | 0.11 | 1.39 | Functional ≤ 10μM |
| ACM1_HUMAN | P11229 | Muscarinic Acetylcholine Receptor M1, Human | 100 | 0.98 | Functional ≤ 10μM |
| ACM1_RAT | P08482 | Muscarinic Acetylcholine Receptor M1, Rat | 650 | 0.87 | Functional ≤ 10μM |
| ACM2_HUMAN | P08172 | Muscarinic Acetylcholine Receptor M2, Human | 100 | 0.98 | Functional ≤ 10μM |
| ACM3_MOUSE | Q9ERZ3 | Muscarinic Acetylcholine Receptor M3, Mouse | 9900 | 0.70 | Functional ≤ 10μM |
| ACM3_HUMAN | P20309 | Muscarinic Acetylcholine Receptor M3, Human | 100 | 0.98 | Functional ≤ 10μM |
| ACM3_RAT | P08483 | Muscarinic Acetylcholine Receptor M3, Rat | 480 | 0.88 | Functional ≤ 10μM |
| ACM4_RAT | P08485 | Muscarinic Acetylcholine Receptor M4, Rat | 230 | 0.93 | Functional ≤ 10μM |
| ACM4_HUMAN | P08173 | Muscarinic Acetylcholine Receptor M4, Human | 100 | 0.98 | Functional ≤ 10μM |
| ACM5_HUMAN | P08912 | Muscarinic Acetylcholine Receptor M5, Human | 100 | 0.98 | Functional ≤ 10μM |
| Z50592 | Z50592 | Oryctolagus Cuniculus | 460 | 0.89 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Acetylcholine regulates insulin secretion | |
| G alpha (i) signalling events | |
| G alpha (q) signalling events | |
| Highly calcium permeable nicotinic acetylcholine receptors | |
| Highly sodium permeable acetylcholine nicotinic receptors | |
| Muscarinic acetylcholine receptors | |
| Neurotransmitter Clearance In The Synaptic Cleft | |
| Synthesis of PC |
