Details of Drug

Drug General Information (ID: D1175)
Drug Name	Omadacycline
Drug Type	Small molecule
Drug Synonymous	UNII-090IP5RV8F; 090IP5RV8F; Omadacycline [USAN:INN]; Omadacycline (USAN); AC1NUY3H; Amadacycline methanesulfonate; SCHEMBL152 Click to Show/Hide
Disease Class	1A00-1C4Z: Bacterial infection; CA40: Pneumonia
Therapeutic Class	Tetracyclines
Structure
Structure	3D Structure		2D Structure
Formula	C29H40N4O7
InChI	1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34-35,38,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1
InChIKey	VJYKVCURWJGLPG-IQZGDKDPSA-N
Canonical SMILES	CC(C)(C)CNCC1=CC(=C2CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C
External Link
	Pubchem ID	54697325
	CAS Number	389139-89-3
	TTD ID	D09GUJ
	VARIDT ID	DR00360

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM006 Pharmacodynamic additive effects AM007 Pharmacodynamic antagonistic effects BM003 Complex formation BM075 Increased risk of photosensitivity reactions BM077 Increased risk of pseudotumor cerebri BM100 Antagonize the effect of vaccine/toxoid
Relation Graph

Full list of drugs interacting with Omadacycline
Affected gastrointestinal absorption
	Complex formation					Drug Num: 40
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0049		Aluminum hydroxide	AlH3O3	10176082	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0125		Attapulgite	Al2H29Mg2O15Si4-	56842194	Moderate		Inter Info	[32], [35], [39]
D0185		Bismuth subcitrate potassium	C12H10BiK5O14+2	53297469	Moderate		Inter Info	[42], [43], [37]
D0187		Bismuth subsalicylate	C7H6BiO4	16682734	Moderate		Inter Info	[42], [43], [37], [10]
D0236		Calcium carbonate	CCaO3	10112	Moderate		Inter Info	[32], [35], [39]
D0237		Calcium chloride	CaCl2H4O2	24844	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0238		Calcium citrate	C12H10Ca3O14	13136	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0240		Calcium glucoheptonate	C14H26CaO16	62859	Moderate		Inter Info	[32], [35], [39]
D0241		Calcium gluconate	C12H22CaO14	9290	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0244		Calcium Phosphate	Ca3O8P2	24456	Moderate		Inter Info	[32], [35], [39]
D0619		Ethinylestradiol	C20H24O2	5991	Moderate		Inter Info	[44], [45], [46]
D0847		Iron	Fe	23925	Moderate		Inter Info	[47], [48], [37]
D0849		Iron protein succinylate	NA	NA	Moderate		Inter Info	[49], [47], [48], [50], [34], [51], [52], [53], [37], [10], [54]
D0850		Iron sucrose	C12H29Fe5Na2O23	91663255	Moderate		Inter Info	[34], [37], [55]
D0877		Kaolin	Al2H4O9Si2	56841936	Moderate		Inter Info	[32], [35], [39]
D0893		Lanthanum carbonate	C3La2O9	168924	Moderate		Inter Info	[56], [5], [20], [57], [37], [10]
D0967		Magaldrate	AlHMgO5S+2	3086011	Moderate		Inter Info	[32], [35], [39]
D0968		Magnesium carbonate	CMgO3	11029	Moderate		Inter Info	[32], [35], [39]
D0969		Magnesium chloride	Cl2H12MgO6	643991	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0970		Magnesium citrate	C12H10Mg3O14	6099959	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0972		Magnesium glycinate	C4H8MgN2O4	84645	Moderate		Inter Info	[32], [35], [39]
D0973		Magnesium hydroxide	H2MgO2	14791	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0974		Magnesium oxide	MgO	14792	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0975		Magnesium sulfate	MgO4S	24083	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D1011		Mestranol	C21H26O2	6291	Moderate		Inter Info	[44], [45], [46]
D0186		Bismuth subgallate	C7H6BiO6	16682999	Moderate		Inter Info	[42], [43], [37]
D0239		Calcium glubionate anhydrous	C18H32CaO19	64776	Moderate		Inter Info	[32], [35], [39]
D0243		Calcium lactate	C6H10CaO6	13144	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D0649		Ferrous fumarate	C4H2FeO4	6433164	Moderate		Inter Info	[49], [47], [48], [50], [34], [51], [52], [53], [37], [10], [54]
D0650		Ferrous gluconate	C12H22FeO14	23616740	Moderate		Inter Info	[49], [47], [48], [50], [34], [51], [52], [53], [37], [10], [54]
D0651		Ferrous sulfate anhydrous	FeO4S	24393	Moderate		Inter Info	[47], [48], [37]
D0971		Magnesium gluconate	C12H22MgO14	11418570	Moderate		Inter Info	[29], [30], [31], [32], [33], [34], [35], [36], [37], [10], [38], [39], [40]
D1566		Tetraferric tricitrate decahydrate	C18H32Fe4O31	90478690	Moderate		Inter Info	[61], [37], [10]
D1722		Zinc acetate	C4H6O4Zn	11192	Moderate		Inter Info	[48], [34], [62], [37], [10]
D1723		Zinc chloride	Cl2Zn	5727	Moderate		Inter Info	[34], [37], [10]
D1369		Quinapril	C25H30N2O5	54892	Moderate		Inter Info	[20], [37], [10]
D1382		Ranitidine (bismuth citrate)	C13H22N4O3S	3001055	Moderate		Inter Info	[42], [43], [37]
D1511		Sucralfate	C12H54Al9O55S8	121494085	Moderate		Inter Info	[65], [66], [67]
D1724		Zinc gluconate	C12H22O14Zn	443445	Moderate		Inter Info	[48], [34], [62], [37], [10]
D1725		Zinc sulfate	O4SZn	24424	Moderate		Inter Info	[48], [34], [62], [37], [10]
Pharmacodynamic additive effects
	Increased risk of photosensitivity reactions					Drug Num: 6
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0062		Aminolevulinic acid	C5H9NO3	137	Major		Inter Info	[24], [25]
D0063		Aminolevulinic acid (topical)	C5H9NO3	137	Moderate		Inter Info	[5], [20], [41]
D1028		Methoxsalen	C12H8O4	4114	Moderate		Inter Info	[5], [58], [24], [59], [60]
D1033		Methyl aminolevulinate (topical)	C6H11NO3	157922	Moderate		Inter Info	[5], [20], [41]
D1314		Porfimer sodium	C68H74N8O11	135577896	Moderate		Inter Info	[63], [20], [64]
D1691		Verteporfin	C82H84N8O16	11980904	Moderate		Inter Info	[20], [58], [24], [68]
	Increased risk of pseudotumor cerebri					Drug Num: 4
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0018		Acitretin	C21H26O3	5284513	Major		Inter Info	[1], [2], [3], [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21], [22], [23]
D0863		Isotretinoin	C20H28O2	5282379	Major		Inter Info	[1], [2], [3], [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21], [22], [23]
D1626		Tretinoin	C20H28O2	444795	Major		Inter Info	[1], [2], [3], [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14], [15], [16], [17], [18], [19], [20], [21], [22], [23]
D1702		Vitamin A	C20H30O	445354	Major		Inter Info	[9], [14], [12], [10], [13], [11], [22], [16], [15], [17], [18], [23], [8], [2], [4], [7], [19], [5], [20], [1], [3], [6], [21]
Pharmacodynamic antagonistic effects
	Antagonize the effect of vaccine/toxoid					Drug Num: 2
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1914		Typhoid vaccine (live)	NA	NA	Major		Inter Info	[20], [26], [27]
D1693		Vibrio cholerae CVD 103-HgR strain live antigen (live)	NA	NA	Major		Inter Info	[28]

References
1	Gardner K, Cox T, Digre KB "Idiopathic intracranial hypertension associated with tetracycline use in fraternal twins: case reports and review." Neurology 45 (1995): 6-10. [PMID: 7824136]
2	Chan AY, Liu DT, Friedman DI, Gordon LK, Egan RA "Doxycycline and intracranial hypertension." Neurology 64 (2005): 765-6. [PMID: 15728321]
3	Walters BN, Gubbay SS "Tetracycline and benign intracranial hypertension: report of five cases." Br Med J 282 (1981): 19-20. [PMID: 6449976]
4	Donnet A, Dufour H, Graziani N, Grisoli F "Minocycline and benign intracranial hypertension." Biomed Pharmacother 46 (1992): 171-2. [PMID: 1421048]
5	Cerner Multum, Inc. "Australian Product Information.".
6	Yokokura M, Hatake K, Komatsu N, Kajitani H, Miura Y "Toxicity of tretinoin in acute promyelocytic leukaemia." Lancet 343 (1994): 361-2. [PMID: 7905175]
7	Product Information. Achromycin (tetracycline). Lederle Laboratories, Wayne, NJ.
8	Chiu AM, Chuenkongkaew WL, Cornblath WT, Trobe JD, Digre KB, Dotan SA, Musson KH, Eggenberger ER "Minocycline treatment and pseudotumor cerebri syndrome." Am J Ophthalmol 126 (1998): 116-21. [PMID: 9683157]
9	Lewis PA, Kearney PJ "Pseudotumor cerebri induced by minocycline treatment for acne vulgaris." Acta Derm Venereol 77 (1997): 83. [PMID: 9059695]
10	Product Information. Seysara (sarecycline). Allergan Inc, Irvine, CA.
11	Lee AG "Pseudotumor cerebri after treatment with tetracycline and isotretinoin for acne." Cutis 55 (1995): 165-8. [PMID: 7634848]
12	Product Information. Accutane (isotretinoin). Roche Laboratories, Nutley, NJ.
13	Tabibian JH, Gutierrez MA "Doxycycline-induced pseudotumor cerebri." South Med J 102 (2009): 310-1. [PMID: 19204639]
14	Cuddihy J "Case report of benign intercranial hypertension secondary to tetracycline." Ir Med J 87 (1994): 90. [PMID: 8056550]
15	Minutello JS, Dimayuga RG, Carter J "Pseudotumor cerebri, a rare adverse reaction to tetracycline therapy." J Periodontol 59 (1988): 848-51. [PMID: 3225732]
16	Roytman M, Frumkin A, Bohn TG "Pseudotumor cerebri caused by isotretinoin." Cutis 42 (1988): 399-400. [PMID: 2973971]
17	Product Information. Soriatane (acitretin). Roche Laboratories, Nutley, NJ.
18	Delaney RA, Narayanaswamy TR "Pseudo-tumor cerebri and acne." Mil Med 155 (1990): 511. [PMID: 2146526]
19	Moskowitz Y, Leibowitz E, Ronen M, Aviel E "Pseudotumor cerebri induced by vitamin A combined with minocycline." Ann Ophthalmol 25 (1993): 306-8. [PMID: 8239326]
20	Cerner Multum, Inc. "UK Summary of Product Characteristics.".
21	Weese-Mayer DE, Yang RJ, Mayer JR, Zaparackas Z "Minocycline and Pseudotumor cerebri: The well-known but well-kept secret." Pediatrics 108 (2001): 519-20. [PMID: 11491116]
22	Product Information. Vesanoid (tretinoin). Roche Laboratories, Nutley, NJ.
23	Schmitt K, Schwarz R, Tulzer G, Krieger O, Zoubek A, Gadner H "Toxicity of tretinoin in acute promyelocytic leukaemia." Lancet 343 (1994): 361. [PMID: 7905174]
24	Product Information. Nulibry (fosdenopterin). Origin Biosciences Inc, Boston, MA.
25	Product Information. Gleolan (aminolevulinic acid). NX Development Corp, Lexington, KY.
26	UK government "Typhoid.".
27	American Medical Association, Division of Drugs and Toxicology "Drug evaluations annual 1994." Chicago, IL: American Medical Association (1994).
28	Product Information. Vaxchora (cholera vaccine, live). PaxVax, Miami, FL.
29	Covington TR, Lawson LC, Young LL, eds. "Handbook of Nonprescription Drugs. 10th ed." Washington, DC: American Pharmaceutical Association (1993):.
30	D'Arcy PF, McElnay JC "Drug-antacid interactions: assessment of clinical importance." Drug Intell Clin Pharm 21 (1987): 607-17. [PMID: 2886325]
31	Garty M, Hurwitz A "Effect of cimetidine and antacids on gastrointestinal absorption of tetracycline." Clin Pharmacol Ther 28 (1980): 203-7. [PMID: 7398187]
32	Gotz VP, Ryerson GG "Evaluation of tetracycline on theophylline disposition in patients with chronic obstructive airways disease." Drug Intell Clin Pharm 20 (1986): 694-6. [PMID: 3757782]
33	McCormack JP, Reid SE, Lawson LM "Theophylline toxicity induced by tetracycline." Clin Pharm 9 (1990): 546-9. [PMID: 2376112]
34	Neuvonen PJ "Interactions with the absorption of tetracyclines." Drugs 11 (1976): 45-54. [PMID: 946598]
35	Nguyen VX, Nix DE, Gillikin S, Schentag JJ "Effect of oral antacid administration on the pharmacokinetics of intravenous doxycycline." Antimicrob Agents Chemother 33 (1989): 434-6. [PMID: 2729939]
36	Product Information. Declomycin (demeclocycline). Lederle Laboratories, Wayne, NJ.
37	Product Information. Nuzyra (omadacycline). Paratek Pharmaceuticals, Inc., Boston, MA.
38	Product Information. Suprep Bowel Prep Kit (magnesium/potassium/sodium sulfates). Braintree Laboratories, Braintree, MA.
39	Upton RA "Pharmacokinetic interactions between theophylline and other medication (Part I)." Clin Pharmacokinet 20 (1991): 66-80. [PMID: 1674242]
40	Deppermann KM, Lode H, Hoffken G, Tschink G, Kalz C, Koeppe P "Influence of ranitidine, pirenzepine, and aluminum magnesium hydroxide on the bioavailability of various antibiotics, including amoxicillin, cephalexin, doxycycline, and amoxicillin-clavulanic acid." Antimicrob Agents Chemother 33 (1989): 1901-7. [PMID: 2610502]
41	Product Information. Metvixia (methyl aminolevulinate topical). Galderma Laboratories Inc, Cranbury, NJ.
42	Albert KS, Welch RD, DeSante KA, DiSanto AR "Decreased tetracycline bioavailability caused by a bismuth subsalicylate antidiarrheal mixture." J Pharm Sci 68 (1979): 586-8. [PMID: 435335]
43	Ericsson CD, Feldman S, Pickering LK, Cleary TG "Influence of subsalicylate bismuth on absorption of doxycycline." JAMA 247 (1982): 2266-7. [PMID: 7040708]
44	Friedman CI, Huneke AL, Kim MH, Powell J "The effect of ampicillin on oral contraceptive effectiveness." Obstet Gynecol 55 (1980): 33-7. [PMID: 7188714]
45	Kleier DJ, Tucker JE "Oral contraceptive failure secondary to dentally prescribed drugs: fact or fiction?" J Colo Dent Assoc 66 (1987): 5-6. [PMID: 3478352]
46	Silber TJ "Apparent oral contraceptive failure associated with antibiotic administration." J Adolesc Health Care 4 (1983): 287-9. [PMID: 6643209]
47	Campbell NR, Hasinoff BB "Iron supplements: a common cause of drug interactions." Br J Clin Pharmacol 31 (1991): 251-5. [PMID: 2054263]
48	Gothoni G, Neuvonen PJ, Mattila M, Hackman R "Iron-tetracycline interaction: effect of time interval between the drugs." Acta Med Scand 191 (1972): 409-11. [PMID: 5031537]
49	Xu D, Xiao Y, Pan H, Mei Y. Toxic effects of tetracycline and its degradation products on freshwater green algae.?Ecotoxicol Environ Saf. 2019;174:43-47. [PMID: 30818259]
50	Greenberger NJ "Absorption of tetracyclines: interference by iron." Ann Intern Med 74 (1971): 792-3. [PMID: 5559446]
51	Neuvonen PJ, Gothoni G, Hackman R, Bjorksten K "Interference of iron with the absorption of tetracyclines in man." Br Med J 4 (1970): 532-4. [PMID: 5483323]
52	Neuvonen PJ, Penttila O "Effect of oral ferrous sulphate on the half-life of doxycycline in man." Eur J Clin Pharmacol 7 (1974): 361-3. [PMID: 4607747]
53	Product Information. Minocin (minocycline). Lederle Laboratories, Wayne, NJ.
54	Venho VM, Salonen RO, Mattila MJ "Modification of the pharmacokinetics of doxycycline in man by ferrous sulphate or charcoal." Eur J Clin Pharmacol 14 (1978): 277-80. [PMID: 729621]
55	Product Information. Velphoro (sucroferric oxyhydroxide). Fresenius Medical Care North America, Lexington, MA.
56	Canadian Pharmacists Association.
57	Product Information. Fosrenol (lanthanum carbonate). Shire US Inc, Florence, KY.
58	Multum Information Services, Inc. Expert Review Panel.
59	Product Information. Oxsoralen (methoxsalen). ICN Pharmaceuticals Inc, Costa Mesa, CA.
60	Product Information. Uvadex (methoxsalen). Therakos Inc, Exton, PA.
61	Product Information. Auryxia (ferric citrate). Keryx Biopharmaceuticals, Inc., New York, NY.
62	Penttila O, Hurme H, Neuvonen PJ "Effect of zinc sulphate on the absorption of tetracycline and doxycycline in man." Eur J Clin Pharmacol 9 (1975): 131-4. [PMID: 786686]
63	Blakely KM, Drucker AM, Rosen CF "Drug-induced photosensitivity-an update: Culprit drugs, prevention and management." Drug Saf 42 (2019): 827-47. [PMID: 30888626]
64	Product Information. Photofrin (porfimer). Sanofi Winthrop Pharmaceuticals, New York, NY.
65	Cerner Multum, Inc. "Canadian Product Information.".
66	McCarthy DM "Sucralfate." N Engl J Med 325 (1991): 1017-25. [PMID: 1886624]
67	Product Information. Carafate (sucralfate). Hoechst Marion-Roussel Inc, Kansas City, MO.
68	Product Information. Visudyne (verteporfin) Valeant Pharmaceuticals, Costa Mesa, CA.

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