DT-Web

DB00473 - Hexylcaine


Identification
Name Hexylcaine
Accession Number DB00473 (APRD01014)
Type small molecule
Description Hexylcaine hydrochloride, also called cyclaine (Merck) or osmocaine, is a short-acting local anesthetic. It acts by inhibiting sodium channel conduction. Overdose can lead to headache, tinnitus, numbness and tingling around the mouth and tongue, convulsions, inability to breathe, and decreased heart function.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 261.3593
Groups approved
Monoisotopic Weight 261.172878985
Pharmacology
Indication Used as a local anesthetic for surface application, infiltration or nerve block
Mechanism of action Hexyl caine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited. The receptor site is thought to be located at the cytoplasmic (inner) portion of the sodium channel.
Absorption Not Available
Protein binding Not Available
Biotransformation Hydrolyzed by plasma esterases to benzoic acid and other derivatives
Route of elimination Not Available
Toxicity Symptoms of anesthetic overdose include headache, tinnitus, circumoral and tongue paresthesias, restlessness, talkativeness, facial twitching, convulsions, respiratory arrest, and cardiac depression
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


Sodium channel protein type 5 subunit alpha
Name Sodium channel protein type 5 subunit alpha
Gene Name SCN5A
Pharmacological action yes
Actions inhibitor
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.5047
Sodium channel protein type 10 subunit alpha
Name Sodium channel protein type 10 subunit alpha
Gene Name SCN10A
Pharmacological action unknown
Actions inhibitor
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
DTHybrid score 0.637

Predictions


Id Partner name Gene Name Score
4119 Cytochrome P450 2D6 CYP2D6 0.0742
3923 Cholinesterase BCHE 0.0693
4200 Cytochrome P450 1A2 CYP1A2 0.0605
4512 Cytochrome P450 3A4 CYP3A4 0.0603
1995 Sodium channel protein type 9 subunit alpha SCN9A 0.0582
3803 Sodium channel protein type 3 subunit alpha SCN3A 0.04
6016 Cytochrome P450 2C19 CYP2C19 0.0377
6030 Cytochrome P450 2B6 CYP2B6 0.0371
465 Calmodulin CALM1 0.0363
4757 Cytochrome P450 2C9 CYP2C9 0.0297
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.0296
713 Sodium-dependent dopamine transporter SLC6A3 0.0275
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0258
4924 Cytochrome P450 2C8 CYP2C8 0.0255
1588 Multidrug resistance protein 1 ABCB1 0.025
341 5-hydroxytryptamine 3 receptor HTR3A 0.0229
4604 Liver carboxylesterase 1 CES1 0.0215
587 Serum albumin ALB 0.0208
4118 Cytochrome P450 3A5 CYP3A5 0.0191
3804 Sodium channel protein type 4 subunit alpha SCN4A 0.0173
6107 Cytochrome P450 3A7 CYP3A7 0.0158
172 Potassium channel subfamily K member 1 KCNK1 0.0148
215 Sodium channel protein type 11 subunit alpha SCN11A 0.0142
6144 Solute carrier family 22 member 2 SLC22A2 0.014
73 Prostaglandin E2 receptor, EP1 subtype PTGER1 0.014
458 Neuronal acetylcholine receptor subunit alpha-10 CHRNA10 0.0138
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0119
118 Organic cation/carnitine transporter 2 SLC22A5 0.0114
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.0108
6106 Cytochrome P450 2C18 CYP2C18 0.01
6013 Cytochrome P450 2E1 CYP2E1 0.0099
33 Cystine/glutamate transporter SLC7A11 0.0097
439 Glutamate [NMDA] receptor subunit epsilon-4 GRIN2D 0.0091
617 Muscarinic acetylcholine receptor M2 CHRM2 0.0091
6145 Solute carrier family 22 member 1 SLC22A1 0.0087
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0087
844 Epidermal growth factor receptor EGFR 0.0085
591 Glutamate [NMDA] receptor subunit 3B GRIN3B 0.0083
6220 Aryl hydrocarbon receptor AHR 0.0082
401 Glutamate [NMDA] receptor subunit zeta-1 GRIN1 0.008
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.0078
6024 Cytochrome P450 1A1 CYP1A1 0.0074
824 Sodium-dependent serotonin transporter SLC6A4 0.0071
921 Glutamate receptor 2 GRIA2 0.007
423 Gamma-aminobutyric-acid receptor subunit alpha-2 GABRA2 0.0069
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0068
833 Organic cation/carnitine transporter 1 SLC22A4 0.0067
1735 Canalicular multispecific organic anion transporter 1 ABCC2 0.0067
872 Gamma-aminobutyric-acid receptor subunit alpha-1 GABRA1 0.0064
1064 DNA (cytosine-5)-methyltransferase 1 DNMT1 0.0061
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.0058
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.0058
5718 Cytochrome P450 2A6 CYP2A6 0.0052
492 Histamine H1 receptor HRH1 0.0051
158 Sodium channel protein type 1 subunit alpha SCN1A 0.0051
6147 Solute carrier family 22 member 3 SLC22A3 0.0042
51 Muscarinic acetylcholine receptor M3 CHRM3 0.0034
6178 UDP-glucuronosyltransferase 2B7 UGT2B7 0.0031
805 Cytochrome P450 11B1, mitochondrial CYP11B1 0.0029
15 Voltage-dependent T-type calcium channel subunit alpha-1I CACNA1I 0.0029
6158 Solute carrier organic anion transporter family member 1C1 SLCO1C1 0.0029
751 Potassium channel subfamily K member 6 KCNK6 0.0028
535 Voltage-dependent T-type calcium channel subunit alpha-1G CACNA1G 0.0027
776 Bile salt export pump ABCB11 0.0024
6134 Sodium channel subunit beta-3 SCN3B 0.0024
6132 Sodium channel subunit beta-1 SCN1B 0.0024
6135 Sodium channel subunit beta-4 SCN4B 0.0024
6127 Carbonic anhydrase-related protein CA8 0.0024
6133 Sodium channel subunit beta-2 SCN2B 0.0024
6128 Carbonic anhydrase-related protein 10 CA10 0.0024
6129 Carbonic anhydrase-related protein 11 CA11 0.0024
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0022
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0022
6130 Carbonic anhydrase 13 CA13 0.002
6124 Carbonic anhydrase 5B, mitochondrial CA5B 0.002
3802 Sodium channel protein type 2 subunit alpha SCN2A 0.002
6131 Carbonic anhydrase 14 CA14 0.0019
6122 Carbonic anhydrase 3 CA3 0.0018
6123 Carbonic anhydrase 5A, mitochondrial CA5A 0.0017
3007 Carbonic anhydrase 12 CA12 0.0017
4205 Carbonic anhydrase 9 CA9 0.0017
6126 Carbonic anhydrase 7 CA7 0.0016
4114 Voltage-dependent L-type calcium channel subunit beta-3 CACNB3 0.0014
4112 Voltage-dependent L-type calcium channel subunit beta-4 CACNB4 0.0014
392 Voltage-dependent P/Q-type calcium channel subunit alpha-1A CACNA1A 0.0014
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.0014
3970 Voltage-dependent N-type calcium channel subunit alpha-1B CACNA1B 0.0013
4113 Voltage-dependent L-type calcium channel subunit alpha-1F CACNA1F 0.0013
6020 Aldehyde oxidase AOX1 0.0013
333 Voltage-dependent L-type calcium channel subunit beta-1 CACNB1 0.0013
781 ATP-sensitive inward rectifier potassium channel 11 KCNJ11 0.0013
6142 Solute carrier family 22 member 8 SLC22A8 0.0013
592 Carbonic anhydrase 4 CA4 0.0013
295 Carbonic anhydrase 1 CA1 0.0012
3941 Amine oxidase [flavin-containing] A MAOA 0.0011
4110 Voltage-dependent L-type calcium channel subunit beta-2 CACNB2 0.0011
4115 Voltage-dependent L-type calcium channel subunit alpha-1D CACNA1D 0.0011
4111 Voltage-dependent L-type calcium channel subunit alpha-1S CACNA1S 0.0011
3939 Amine oxidase [flavin-containing] B MAOB 0.0011
478 Voltage-dependent L-type calcium channel subunit alpha-1C CACNA1C 0.0011
6148 Multidrug resistance-associated protein 7 ABCC10 0.0011
1709 Canalicular multispecific organic anion transporter 2 ABCC3 0.001
357 Carbonic anhydrase 2 CA2 0.0009
2164 Multidrug resistance-associated protein 4 ABCC4 0.0009
862 Multidrug resistance-associated protein 1 ABCC1 0.0008
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