DT-Web

DB00867 - Ritodrine


Identification
Name Ritodrine
Accession Number DB00867 (APRD00541)
Type small molecule
Description Adrenergic beta-agonist used to control premature labor. [PubChem]
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 287.3535
Groups approved
Monoisotopic Weight 287.152143543
Pharmacology
Indication For the treatment and prophylaxis of premature labour
Mechanism of action Ritodrine is beta-2 adrenergic agonist. It binds to beta-2 adrenergic receptors on outer membrane of myometrial cell, activates adenyl cyclase to increase the level of cAMP which decreases intracellular calcium and leads to a decrease of uterine contractions.
Absorption Not Available
Protein binding ~56%
Biotransformation Hepatic, by both the mother and fetus
Route of elimination Not Available
Toxicity LD50=64mg/kg (mice, IV); LD50=540 mg/kg (mice, oral); LD50=85 mg/kg (rat, IV)
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


Beta-2 adrenergic receptor
Name Beta-2 adrenergic receptor
Gene Name ADRB2
Pharmacological action yes
Actions agonist
References
  • Tanaka N, Tamai T, Mukaiyama H, Hirabayashi A, Muranaka H, Akahane S, Miyata H, Akahane M: Discovery of novel N-phenylglycine derivatives as potent and selective beta(3)-adrenoceptor agonists for the treatment of frequent urination and urinary incontinence. J Med Chem. 2001 Apr 26;44(9):1436-45. - Pubmed
  • Schwarz MK, Page P: Preterm labour: an overview of current and emerging therapeutics. Curr Med Chem. 2003 Aug;10(15):1441-68. - Pubmed
  • Lye SJ, Dayes BA, Freitag CL, Brooks J, Casper RF: Failure of ritodrine to prevent preterm labor in the sheep. Am J Obstet Gynecol. 1992 Nov;167(5):1399-408. - Pubmed
  • Bianchetti A, Manara L: In vitro inhibition of intestinal motility by phenylethanolaminotetralines: evidence of atypical beta-adrenoceptors in rat colon. Br J Pharmacol. 1990 Aug;100(4):831-9. - Pubmed
  • Lenselink DR, Kuhlmann RS, Lawrence JM, Kolesari GL: Cardiovascular teratogenicity of terbutaline and ritodrine in the chick embryo. Am J Obstet Gynecol. 1994 Aug;171(2):501-6. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.5012

Enzymes


6-phosphogluconate dehydrogenase, decarboxylating
Name 6-phosphogluconate dehydrogenase, decarboxylating
Gene Name PGD
Actions inhibitor
References
  • Akkemik E, Budak H, Ciftci M: Effects of some drugs on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro study. J Enzyme Inhib Med Chem. 2010 Mar 17. - Pubmed
  • Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. - Pubmed
DTHybrid score 0.5159

Predictions


Id Partner name Gene Name Score
193 Beta-1 adrenergic receptor ADRB1 0.2195
1517 Beta-3 adrenergic receptor ADRB3 0.0648
2621 Thermoresistant gluconokinase gntK 0.0571
4119 Cytochrome P450 2D6 CYP2D6 0.0544
2206 Glucose-6-phosphate isomerase GPI 0.0429
790 DNA polymerase subunit alpha B POLA2 0.0348
556 Alpha-1A adrenergic receptor ADRA1A 0.0293
3923 Cholinesterase BCHE 0.028
4512 Cytochrome P450 3A4 CYP3A4 0.0275
320 5-hydroxytryptamine 1A receptor HTR1A 0.0245
4200 Cytochrome P450 1A2 CYP1A2 0.0241
1588 Multidrug resistance protein 1 ABCB1 0.0228
6024 Cytochrome P450 1A1 CYP1A1 0.022
2300 Lysozyme E 0.0191
3633 Lysozyme R 0.0191
5597 Lysozyme 17 0.0191
318 Alpha-2A adrenergic receptor ADRA2A 0.0186
6217 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B PDE8B 0.0175
6144 Solute carrier family 22 member 2 SLC22A2 0.0169
4757 Cytochrome P450 2C9 CYP2C9 0.0168
6216 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A PDE8A 0.0163
691 cAMP-specific 3',5'-cyclic phosphodiesterase 7B PDE7B 0.015
6013 Cytochrome P450 2E1 CYP2E1 0.0149
6016 Cytochrome P450 2C19 CYP2C19 0.0147
2164 Multidrug resistance-associated protein 4 ABCC4 0.0145
779 High-affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A PDE7A 0.0141
885 5-hydroxytryptamine 1B receptor HTR1B 0.0137
4109 cAMP-specific 3',5'-cyclic phosphodiesterase 4C PDE4C 0.0126
4924 Cytochrome P450 2C8 CYP2C8 0.0123
118 Organic cation/carnitine transporter 2 SLC22A5 0.0115
20 Prostaglandin G/H synthase 1 PTGS1 0.0113
629 Alpha-2B adrenergic receptor ADRA2B 0.0113
1024 Solute carrier family 22 member 11 SLC22A11 0.0112
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.0109
290 Prostaglandin G/H synthase 2 PTGS2 0.0109
6152 Solute carrier organic anion transporter family member 2A1 SLCO2A1 0.0107
2757 Inorganic pyrophosphatase ppa 0.0107
6238 Inorganic pyrophosphatase ppa 0.0107
6968 Inorganic pyrophosphatase PPA1 0.0107
2383 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
2937 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
4620 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
6594 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
6609 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
6646 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase ispF 0.0107
1971 cAMP-specific 3',5'-cyclic phosphodiesterase 4A PDE4A 0.0106
2358 cAMP-specific 3',5'-cyclic phosphodiesterase 4D PDE4D 0.0105
558 Solute carrier family 12 member 1 SLC12A1 0.0105
3810 Catechol O-methyltransferase COMT 0.0101
632 Alpha-1B adrenergic receptor ADRA1B 0.01
6145 Solute carrier family 22 member 1 SLC22A1 0.01
6142 Solute carrier family 22 member 8 SLC22A8 0.0097
1735 Canalicular multispecific organic anion transporter 1 ABCC2 0.0096
541 cAMP-specific 3',5'-cyclic phosphodiesterase 4B PDE4B 0.0096
378 Alpha-2C adrenergic receptor ADRA2C 0.0096
2755 Hypoxanthine-guanine-xanthine phosphoribosyltransferase LACZ 0.0095
5718 Cytochrome P450 2A6 CYP2A6 0.0094
4553 Bifunctional adenosylcobalamin biosynthesis protein cobU cobU 0.0094
2647 RNA-directed RNA polymerase P2 0.0094
355 GMP synthase [glutamine-hydrolyzing] GMPS 0.0093
4353 GMP synthase [glutamine-hydrolyzing] guaA 0.0093
2434 NH(3)-dependent NAD(+) synthetase nadE 0.009
2910 NH(3)-dependent NAD(+) synthetase nadE 0.009
3217 NH(3)-dependent NAD(+) synthetase nadE 0.009
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0089
492 Histamine H1 receptor HRH1 0.0089
1729 Solute carrier family 22 member 6 SLC22A6 0.0089
587 Serum albumin ALB 0.0089
3010 Regulatory protein blaR1 blaR1 0.0087
2149 Angiogenin ANG 0.0087
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0086
2727 S-adenosylmethionine synthetase metK 0.0084
2885 Carboxyethyl-arginine beta-lactam-synthase bls 0.0082
4600 Malonamidase E2 Not Available 0.0082
1820 Beta-nerve growth factor NGF 0.0081
2717 Folylpolyglutamate synthase fgs 0.0079
357 Carbonic anhydrase 2 CA2 0.0078
6395 Myosin-14 MYH14 0.0074
4146 Phosphatidylinositol 3-kinase regulatory subunit gamma PIK3R3 0.0074
4145 Phosphatidylinositol 3-kinase regulatory subunit beta PIK3R2 0.0074
2428 Thiamine-phosphate pyrophosphorylase thiE 0.0074
828 Phenylalanine-4-hydroxylase PAH 0.0071
3109 Phenylalanine-4-hydroxylase phhA 0.0071
87 Hypoxanthine-guanine phosphoribosyltransferase HPRT1 0.0067
6022 UDP-glucuronosyltransferase 1-1 UGT1A1 0.0063
5294 Nucleoside diphosphate kinase A NME1 0.0062
1281 Phosphatidylinositol 3-kinase regulatory subunit alpha PIK3R1 0.006
5818 Folate receptor alpha FOLR1 0.0059
789 Alpha-1D adrenergic receptor ADRA1D 0.0057
824 Sodium-dependent serotonin transporter SLC6A4 0.0057
777 Tumor necrosis factor TNF 0.0054
293 Gamma-glutamyl hydrolase GGH 0.0052
6107 Cytochrome P450 3A7 CYP3A7 0.0051
713 Sodium-dependent dopamine transporter SLC6A3 0.0051
3941 Amine oxidase [flavin-containing] A MAOA 0.0051
6147 Solute carrier family 22 member 3 SLC22A3 0.005
4118 Cytochrome P450 3A5 CYP3A5 0.0049
1650 Heme carrier protein 1 SLC46A1 0.0046
773 Folylpolyglutamate synthase, mitochondrial FPGS 0.0045
2287 Bifunctional purine biosynthesis protein PURH [Includes: Phosphoribosylaminoimidazolecarboxamide formyltransferase ATIC 0.0042
6155 ATP-binding cassette transporter sub-family C member 11 ABCC11 0.0041
1176 Mitogen-activated protein kinase 1 MAPK1 0.004
6160 Solute carrier organic anion transporter family member 3A1 SLCO3A1 0.0037
3917 Methylenetetrahydrofolate reductase MTHFR 0.0037
6150 Solute carrier organic anion transporter family member 4C1 SLCO4C1 0.0036
6020 Aldehyde oxidase AOX1 0.0034
24 Thymidylate synthase TMP1 0.0034
359 Thymidylate synthase TYMS 0.0034
2626 Thymidylate synthase thyA 0.0034
2729 Thymidylate synthase thyA 0.0034
5352 Thymidylate synthase THYA 0.0034
365 Dihydrofolate reductase DHFR 0.0033
2381 Dihydrofolate reductase DFR1 0.0033
2833 Dihydrofolate reductase Not Available 0.0033
2931 Dihydrofolate reductase folA 0.0033
3544 Dihydrofolate reductase folA 0.0033
3682 Dihydrofolate reductase folA 0.0033
6642 Dihydrofolate reductase folA 0.0033
6756 Dihydrofolate reductase dfrA 0.0033
6158 Solute carrier organic anion transporter family member 1C1 SLCO1C1 0.0033
6148 Multidrug resistance-associated protein 7 ABCC10 0.0033
738 Monocarboxylate transporter 1 SLC16A1 0.0032
6157 Solute carrier organic anion transporter family member 1B3 SLCO1B3 0.003
1709 Canalicular multispecific organic anion transporter 2 ABCC3 0.0029
1374 Natriuretic peptides B NPPB 0.0029
6164 POU domain, class 5, transcription factor 1 POU5F1 0.0029
1827 Gap junction alpha-1 protein GJA1 0.0029
1908 Vascular cell adhesion protein 1 VCAM1 0.0029
131 Synaptic vesicular amine transporter SLC18A2 0.0028
465 Calmodulin CALM1 0.0028
6143 Solute carrier family 22 member 7 SLC22A7 0.0027
3876 Aromatic-L-amino-acid decarboxylase DDC 0.0026
862 Multidrug resistance-associated protein 1 ABCC1 0.0026
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0026
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0025
194 NADH dehydrogenase [ubiquinone] 1 subunit C2 NDUFC2 0.0024
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0024
183 Vascular endothelial growth factor A VEGFA 0.0022
3939 Amine oxidase [flavin-containing] B MAOB 0.0022
6151 Monocarboxylate transporter 10 SLC16A10 0.0019
1360 Sphingomyelin phosphodiesterase SMPD1 0.0018
502 5-hydroxytryptamine 2A receptor HTR2A 0.0017
3947 Xanthine dehydrogenase/oxidase XDH 0.0015
1256 5-hydroxytryptamine 6 receptor HTR6 0.0015
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0014
124 Histamine H2 receptor HRH2 0.0013
716 5-hydroxytryptamine 7 receptor HTR7 0.0013
6432 Transporter snf 0.0013
436 5-hydroxytryptamine 2B receptor HTR2B 0.0012
432 D(4) dopamine receptor DRD4 0.0012
638 D(3) dopamine receptor DRD3 0.0012
590 5-hydroxytryptamine 2C receptor HTR2C 0.0011
23 D(1A) dopamine receptor DRD1 0.001
831 D(2) dopamine receptor DRD2 0.001
6106 Cytochrome P450 2C18 CYP2C18 0.0009
274 Muscarinic acetylcholine receptor M5 CHRM5 0.0009
833 Organic cation/carnitine transporter 1 SLC22A4 0.0009
450 Muscarinic acetylcholine receptor M4 CHRM4 0.0009
51 Muscarinic acetylcholine receptor M3 CHRM3 0.0008
617 Muscarinic acetylcholine receptor M2 CHRM2 0.0008
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0007
6030 Cytochrome P450 2B6 CYP2B6 0.0007
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