Drug Details

General Information of the Drug (ID: DR4920)
Name
Tetracycline
Synonyms
tetracycline; 60-54-8; Tetracyclinum; Achromycin; Tetracyclin; Deschlorobiomycin; Sumycin; Abramycin; Tsiklomitsin; Achromycin V; Liquamycin; Panmycin; Tetracyn; Tetrazyklin; Ambramycin; Hostacyclin; Omegamycin; Tetradecin; Tetraverine; Tsiklomistsin; Vetacyclinum; Tetrafil; Tetracycline base; Cefracycline; Criseociclina; Abricycline; Agromicina; Ambramicina; Biocycline; Ciclibion; Copharlan; Democracin; Lexacycline; Limecycline; Mericycline; Micycline; Orlycycline; Polycycline; Polyotic; Purocyclina; Roviciclina; Solvocin; Tetrabon; Tetracycl; Amycin; Veracin; SK-Tetracycline; Tetracycline II; Tetra-Co; UNII-F8VB5M810T; Cyclomycin; Sustamycin; Sumycin syrup; Tetracycline I; Bio-tetra; (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide; CHEBI:27902; Piracaps (base); Centet (base); Polycycline (VAN); 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-; Cefracycline suspension; Liquamycin (Veterinary); Polycycline (antibiotic); F8VB5M810T; (4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide; Tetraciclina; Tetracycline (internal use); Supramycin; Vetquamycin-324 (free base); MFCD00151232; 60-54-8 (FREE BASE); NSC-108579; E701; Achromycin (naphthacene derivative); NSC 108579; T-125; HSDB 3188; 6-Methyl-1,11-dioxy-2-naphthacenecarboxamide; Tetracyclinum [INN-Latin]; Tetraciclina [INN-Spanish]; (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide; Sumycin (TN); 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-; 6416-04-2 (3H2O); Economycin; Vetquamycin; Brodspec; Tetracycline (JAN/USP/INN); CCRIS 9483; SR-01000000212; NSC108579; Tetrabid Organon; Ala-Tet; Tetracycline [USP:INN:BAN:JAN]; 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-; EINECS 200-481-9; Spectrum_001034; Tetracycline, EP grade; Prestwick0_000140; Prestwick1_000140; Prestwick2_000140; Prestwick3_000140; Spectrum2_001329; Spectrum3_000565; Spectrum4_000352; Spectrum5_001112; DSSTox_CID_3645; EC 200-481-9; SCHEMBL3098; DSSTox_RID_77127; DSSTox_GSID_23645; BSPBio_000220; BSPBio_001950; KBioGR_000783; KBioSS_001514; BIDD:GT0653; DivK1c_000827; SCHEMBL537050; SPBio_001457; SPBio_002159; BPBio1_000242; SCHEMBL2116649; SCHEMBL2116661; DTXSID7023645; SCHEMBL21271987; GTPL10927; KBio1_000827; KBio2_001514; KBio2_004082; KBio2_006650; KBio3_001450; NINDS_000827; HMS2090B04; Tetracycline, >=98.0% (NT); HY-A0107; RKL10088; Tetracycline, >=88.0% (HPLC); Tox21_300150; BDBM50237605; s4490; ZINC84441937; AKOS024277860; AKOS026749977; ZINC100303069; ZINC102229720; CS-8188; DB00759; MCULE-3752961261; CAS-60-54-8; IDI1_000827; NCGC00017323-03; NCGC00017323-04; NCGC00017323-05; NCGC00017323-07; NCGC00017323-15; NCGC00142507-02; NCGC00254063-01; 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,1 0,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide; ST019403; SBI-0051530.P003; 1369-EP2269978A2; 1369-EP2269985A2; 1369-EP2269991A2; 1369-EP2270008A1; 1369-EP2275420A1; 1369-EP2284150A2; 1369-EP2284151A2; 1369-EP2284152A2; 1369-EP2284153A2; 1369-EP2284155A2; 1369-EP2284156A2; 1369-EP2284164A2; 1369-EP2287140A2; 1369-EP2287148A2; 1369-EP2287150A2; 1369-EP2289871A1; 1369-EP2289891A2; 1369-EP2292088A1; 1369-EP2292590A2; 1369-EP2292612A2; 1369-EP2292617A1; 1369-EP2295402A2; 1369-EP2295419A2; 1369-EP2298732A1; 1369-EP2301534A1; 1369-EP2301912A2; 1369-EP2301913A1; 1369-EP2301914A1; 1369-EP2301916A2; 1369-EP2305637A2; 1369-EP2305640A2; 1369-EP2305662A1; 1369-EP2307027A1; 1369-EP2308832A1; 1369-EP2308863A1; 1369-EP2308883A1; 1369-EP2311451A1; 1369-EP2311796A1; 1369-EP2311797A1; 1369-EP2311798A1; 1369-EP2311799A1; 1369-EP2311822A1; 1369-EP2314583A1; 1369-EP2316450A1; 1369-EP2371797A1; 1369-EP2371798A1; 1369-EP2371800A1; 1369-EP2371804A1; C06570; D00201; AB00053550-04; AB00053550_05; AB00053550_06; Q193045; SR-01000000212-3; Z2144222809; (4S,4aS,5aS,6S,12aS)-2-[Amino(hydroxy)methylene]-4beta-(dimethylamino)-1,2,3,4,4a,5,5a,6,11,12a-decahydro-6alpha,10,12,12abeta-tetrahydroxy-6-methylnaphthacene-1,3,11-trione; (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide; (4S,6S,12aS,4aS,5aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,1 1-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide
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Molecular Type
Small molecule
Disease Bacterial infection [ICD-11: 1A00-1C4Z] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C22H24N2O8
PubChem CID
54675776
Canonical SMILES
CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
InChI
1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1
InChIKey
NWXMGUDVXFXRIG-WESIUVDSSA-N
CAS Number
CAS 60-54-8
ChEBI ID
CHEBI:27902
TTD Drug ID
D08NQZ
DrugBank ID
DB00759
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Green tea catechins      Theaceae     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression HTRA1  Molecule Info 
Pathway MAP
                    In-vitro Model Porphyromonas gingivalis Microorganism model Porphyromonas gingivalis
                    Experimental
                    Result(s)		 Green tea catechins potentiate the effect of antibiotics and modulate adherence and gene expression in Porphyromonas gingivalis.
          Nicotinamide      Arabidopsis thaliana     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model A case report
                    Experimental
                    Result(s)		 Clinical improvement has been achieved with a combination of topical steroids, oral nicotinamide and tetracycline.
          Caffeic acid + Chitosan     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model Propionibacterium acnes KCTC 3314 Microorganism model Propionibacterium acnes
Staphylococcus aureus KCTC 1927 Microorganism model Staphylococcus aureus
Staphylococcus epidermidis KCTC 1370 Microorganism model Staphylococcus epidermidis
Pseudomonas aeruginosa KCTC 1637 Microorganism model Pseudomonas aeruginosa
                    Experimental
                    Result(s)		 Among chitosan-conjugated derivatives, Chitosan-caffeic acid showed the highest antibacterial activity and also exhibited the synergistic antibacterial effect in combination with tetracycline, erythromycin, and lincomycin against acne-related bacteria.
Target and Pathway
Target(s) Staphylococcus 30S ribosomal subunit (Stap-coc pbp2)  Molecule Info  [5]
References
Reference 1 How many modes of action should an antibiotic have Curr Opin Pharmacol. 2008 Oct;8(5):564-73.
Reference 2 Green tea catechins potentiate the effect of antibiotics and modulate adherence and gene expression in Porphyromonas gingivalis. Arch Oral Biol. 2016 May;65:35-43.
Reference 3 Cicatricial pemphigoid presenting with unusual palmar involvement, successfully treated with a combination of nicotinamide and tetracycline. Clin Exp Dermatol. 1994 Nov;19(6):526-30.
Reference 4 Synergistic Antibacterial Effects of Chitosan-Caffeic Acid Conjugate against Antibiotic-Resistant Acne-Related Bacteria. Mar Drugs. 2017 Jun 8;15(6):167.
Reference 5 The glycylcyclines: a comparative review with the tetracyclines. Drugs. 2004;64(1):63-88.
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