General Information of Drug (ID: DMVN5OH)

Drug Name
Minocycline
Synonyms
Borymycin; MINO; MIY; Minociclina; Minociclinum; Minocin; Minocline; Minocyclin; Minocyclinum; Minocycline Monohydrochloride; CL 59806; Lactoferrin B & Minocycline; Lactoferrin H & Minocycline; Minociclina [INN-Spanish]; Minocin (Hydrochloride); Minocin (TN); Minocyclinum [INN-Latin]; Vectrin (Hydrochloride); CRL-1605 & Minocycline; Minocycline (USAN/INN); Minocycline [USAN:BAN:INN]; (2Z,4S,4aS,5aR,12aS)-2-[amino(hydroxy)methylidene]-4,7-bis(dimethylamino)-10,11,12a-trihydroxy-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione; (4S,4AS,5AR,12AS)-4,7-BIS(DIMETHYLAMINO)-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE; 4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide; 7-Dimethylamino-6-demethyl-6-deoxytetracycline
Indication
Disease Entry ICD 11 Status REF
Acne vulgaris ED80 Approved [1]
Actinomycosis N.A. Approved [1]
Acute gonococcal cervicitis N.A. Approved [1]
Bacterial infection 1A00-1C4Z Approved [2]
Bartonellosis N.A. Approved [1]
Bronchitis CA20 Approved [1]
Brucellosis N.A. Approved [1]
Chancroid N.A. Approved [1]
Listeriosis N.A. Approved [1]
Lymphogranuloma venereum N.A. Approved [1]
Ornithosis N.A. Approved [1]
Periodontitis DA0C Approved [1]
Pneumonia CA40 Approved [1]
Q fever N.A. Approved [1]
Relapsing fever N.A. Approved [1]
Rickettsialpox N.A. Approved [1]
Rocky mountain spotted fever N.A. Approved [1]
Syphilis N.A. Approved [1]
Trachoma N.A. Approved [1]
Tularemia 1B94 Approved [1]
Typhus N.A. Approved [1]
Urinary tract infection GC08 Approved [1]
Yaws N.A. Approved [1]
Rosacea ED90.0 Phase 2 [3]
Plague N.A. Investigative [1]
Sinusitis CA0A.Z Investigative [1]
Vibrio cholerae infection 1A00 Investigative [1]
⏷ Show the Full List of Indication(s)
Therapeutic Class
Antibiotics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 457.5
Logarithm of the Partition Coefficient (xlogp) -0.6
Rotatable Bond Count (rotbonds) 3
Hydrogen Bond Donor Count (hbonddonor) 5
Hydrogen Bond Acceptor Count (hbondacc) 9
ADMET Property
Absorption AUC
The area under the plot of plasma concentration (AUC) of drug is 31.6 mgh/L [4]
Absorption Cmax
The maximum plasma concentration (Cmax) of drug is 1.6 mg/L [4]
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 1.9 h [4]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 1: high solubility and high permeability [5]
Bioavailability
97% of drug becomes completely available to its intended biological destination(s) [6]
Clearance
The clearance of drug is 3.36-5.7 L/h [4]
Elimination
4.5-9% of an intravenous minocycline dose is recovered in the urine [7]
Half-life
The concentration or amount of drug in body reduced by one-half in 11.1 - 22.1 hours [8]
Metabolism
The drug is metabolized to 9-hydroxyminocycline [9]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 6.87 micromolar/kg/day [10]
Unbound Fraction
The unbound fraction of drug in plasma is 0.005% [11]
Vd
The volume of distribution (Vd) of drug is 67.5-115 L [4]
Water Solubility
The ability of drug to dissolve in water is measured as 50 mg/mL [5]
Adverse Drug Reaction (ADR)
ADR Term Variation Related DOT DOT ID REF
Adverse drug reaction Not Available CYP2E1 OTHQ17JG [12]
Chemical Identifiers
Formula
C23H27N3O7
IUPAC Name
(4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Canonical SMILES
CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C
InChI
InChI=1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
InChIKey
FFTVPQUHLQBXQZ-KVUCHLLUSA-N
Cross-matching ID
PubChem CID
54675783
ChEBI ID
CHEBI:50694
CAS Number
10118-90-8
DrugBank ID
DB01017
TTD ID
D08LTU
VARIDT ID
DR00568
ACDINA ID
D00437
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Staphylococcus 30S ribosomal subunit (Stap-coc pbp2) TTQ8KVI F4NA87_STAAU Binder [13]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cytochrome P450 2E1 (CYP2E1) OTHQ17JG CP2E1_HUMAN Drug Response [12]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Minocycline (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Remdesivir DMBFZ6L Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Remdesivir. 1D6YCoronavirus Disease 2019 [1D6YCoronavirus Disease 2019] [14]
Sodium bicarbonate DMMU6BJ Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Minocycline caused by Sodium bicarbonate mediated altered urine pH. Acidosis [5C73] [15]
Tromethamine DMOBLGK Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Minocycline caused by Tromethamine mediated altered urine pH. Acidosis [5C73] [15]
Bedaquiline DM3906J Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Bedaquiline. Antimicrobial drug resistance [MG50-MG52] [16]
Aminophylline DML2NIB Moderate Decreased metabolism of Minocycline caused by Aminophylline mediated inhibition of CYP450 enzyme. Asthma [CA23] [17]
Pexidartinib DMS2J0Z Major Increased risk of hepatotoxicity by the combination of Minocycline and Pexidartinib. Bone/articular cartilage neoplasm [2F7B] [18]
Mestranol DMG3F94 Moderate Decreased absorption of Minocycline due to formation of complexes caused by Mestranol. Contraceptive management [QA21] [19]
Atracurium DM42HXN Moderate Additive neuromuscular blocking effects by the combination of Minocycline and Atracurium. Corneal disease [9A76-9A78] [20]
Mivacurium DM473VD Moderate Additive neuromuscular blocking effects by the combination of Minocycline and Mivacurium. Corneal disease [9A76-9A78] [20]
Oxtriphylline DMLHSE3 Moderate Decreased metabolism of Minocycline caused by Oxtriphylline mediated inhibition of CYP450 enzyme. Cough [MD12] [17]
Mycophenolic acid DMRBMAU Moderate Altered absorption of Minocycline due to GI flora changes caused by Mycophenolic acid. Crohn disease [DD70] [21]
SODIUM CITRATE DMHPD2Y Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Minocycline caused by SODIUM CITRATE mediated altered urine pH. Discovery agent [N.A.] [15]
Cannabidiol DM0659E Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Cannabidiol. Epileptic encephalopathy [8A62] [22]
Digitoxin DMWVIGP Moderate Altered absorption of Minocycline due to GI flora changes caused by Digitoxin. Heart failure [BD10-BD1Z] [23]
Brentuximab vedotin DMWLC57 Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Brentuximab vedotin. Hodgkin lymphoma [2B30] [24]
Mipomersen DMGSRN1 Major Increased risk of hepatotoxicity by the combination of Minocycline and Mipomersen. Hyper-lipoproteinaemia [5C80] [25]
Teriflunomide DMQ2FKJ Major Increased risk of hepatotoxicity by the combination of Minocycline and Teriflunomide. Hyper-lipoproteinaemia [5C80] [26]
BMS-201038 DMQTAGO Major Increased risk of hepatotoxicity by the combination of Minocycline and BMS-201038. Hyper-lipoproteinaemia [5C80] [27]
Sodium acetate anhydrous DMH21E0 Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Minocycline caused by Sodium acetate anhydrous mediated altered urine pH. Hypo-osmolality/hyponatraemia [5C72] [15]
Iron DMAP8MV Moderate Decreased absorption of Minocycline due to formation of complexes caused by Iron. Iron deficiency anaemia [3A00] [28]
Calaspargase pegol DMQZBXI Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Calaspargase pegol. Malignant haematopoietic neoplasm [2B33] [29]
Idelalisib DM602WT Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Idelalisib. Mature B-cell leukaemia [2A82] [30]
Lanthanum carbonate DMMJQSH Moderate Decreased absorption of Minocycline due to formation of complexes caused by Lanthanum carbonate. Mineral absorption/transport disorder [5C64] [26]
Leflunomide DMR8ONJ Major Increased risk of hepatotoxicity by the combination of Minocycline and Leflunomide. Rheumatoid arthritis [FA20] [26]
Trabectedin DMG3Y89 Moderate Increased risk of hepatotoxicity by the combination of Minocycline and Trabectedin. Solid tumour/cancer [2A00-2F9Z] [22]
Vecuronium DMP0UK2 Moderate Additive neuromuscular blocking effects by the combination of Minocycline and Vecuronium. Tonus and reflex abnormality [MB47] [20]
⏷ Show the Full List of 26 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
D&C red no. 27 E00381 83511 Colorant
D&C red no. 28 E00491 6097185 Colorant
D&C red no. 33 E00261 19116 Colorant
FD&C blue no. 1 E00263 19700 Colorant
FD&C blue no. 2 E00446 2723854 Colorant
Hydrazine yellow E00409 164825 Colorant
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
Quinoline yellow WS E00309 24671 Colorant
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Sodium stearyl fumarate E00545 23665634 lubricant
Stearic acid E00079 5281 Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Sunset yellow FCF E00255 17730 Colorant
Ammonia E00007 222 Alkalizing agent
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Butyl alcohol E00011 263 Flavoring agent; Solvent
Crospovidone E00626 Not Available Disintegrant
Eisenoxyd E00585 56841934 Colorant
FD&C red no. 3 E00629 Not Available Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Polyethylene glycol 3350 E00652 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Polyethylene glycol 400 E00653 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Polyethylene glycol 6000 E00655 Not Available Coating agent; Diluent; Ointment base; Plasticizing agent; Solvent; Suppository base; lubricant
Polysorbate 80 E00665 Not Available Dispersing agent; Emollient; Emulsifying agent; Plasticizing agent; Solubilizing agent; Surfactant; Suspending agent
Potassium hydroxide E00233 14797 Alkalizing agent
Povidone E00667 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Triacetin E00080 5541 Humectant; Plasticizing agent; Solvent
Triethyl citrate E00128 6506 Plasticizing agent; Solvent
Vinylpyrrolidone E00668 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Water E00035 962 Solvent
⏷ Show the Full List of 37 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Minocycline 50 mg capsule 50 mg Oral Capsule Oral
Minocycline 45 mg capsule 45 mg 24 HR Extended Release Oral Capsule Oral
Minocycline 135 mg capsule 135 mg 24 HR Extended Release Oral Capsule Oral
Minocycline 100 mg capsule 100 mg Oral Capsule Oral
Minocycline 90 mg capsule 90 mg 24 HR Extended Release Oral Capsule Oral
Minocycline 100 mg tablet 100 mg Oral Tablet Oral
Minocycline 50 mg tablet 50 mg Oral Tablet Oral
Minocycline 75 mg tablet 75 mg Oral Tablet Oral
Minocycline 75 mg capsule 75 mg Oral Capsule Oral
Minocycline 80 mg tablet 80 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 65 mg tablet 65 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 105 mg tablet 105 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 115 mg tablet 115 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 55 mg tablet 55 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 135 mg tablet 135 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 45 mg tablet 45 mg 24 HR Extended Release Oral Tablet Oral
Minocycline 90 mg tablet 90 mg 24 HR Extended Release Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 Minocycline FDA Label
2 Emerging disease-modifying therapies for the treatment of motor neuron disease/amyotropic lateral sclerosis. Expert Opin Emerg Drugs. 2007 May;12(2):229-52.
3 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
4 Saivin S, Houin G: Clinical pharmacokinetics of doxycycline and minocycline. Clin Pharmacokinet. 1988 Dec;15(6):355-66. doi: 10.2165/00003088-198815060-00001.
5 BDDCS applied to over 900 drugs
6 Critical Evaluation of Human Oral Bioavailability for Pharmaceutical Drugs by Using Various Cheminformatics Approaches
7 Welling PG, Shaw WR, Uman SJ, Tse FL, Craig WA: Pharmacokinetics of minocycline in renal failure. Antimicrob Agents Chemother. 1975 Nov;8(5):532-7. doi: 10.1128/aac.8.5.532.
8 FDA Approved Drug Products: Minocin Minocycline Oral Pellet-Filled Capsules
9 Simopoulos AP: The importance of the omega-6/omega-3 fatty acid ratio in cardiovascular disease and other chronic diseases. Exp Biol Med (Maywood). 2008 Jun;233(6):674-88. doi: 10.3181/0711-MR-311. Epub 2008 Apr 11.
10 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
11 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
12 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
13 Functional, biophysical, and structural bases for antibacterial activity of tigecycline. Antimicrob Agents Chemother. 2006 Jun;50(6):2156-66.
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20 Multum Information Services, Inc. Expert Review Panel.
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22 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
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25 Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
26 Canadian Pharmacists Association.
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29 Al-Nawakil C, Willems L, Mauprivez C, et.al "Successful treatment of l-asparaginase-induced severe acute hepatotoxicity using mitochondrial cofactors." Leuk Lymphoma 55 (2014): 1670-4. [PMID: 24090500]
30 Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.