DXT

(4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE

Find entries where: DXT

is present as a standalone ligand in 9 entries

Find related ligands:

Chemical Component Summary
Name	(4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE
Synonyms	DOXYTETRACYCLINE; DOXYCYCLINE
Identifiers	(4S,4aR,5S,5aR,6R,12aS)-4-dimethylamino-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
Formula	C₂₂ H₂₄ N₂ O₈
Molecular Weight	444.435
Type	NON-POLYMER
Isomeric SMILES	C[C@H]1c2cccc(c2C(=O)C3=C([C@]4([C@@H]([C@H]([C@H]13)O)[C@@H](C(=C(C4=O)C(=O)N)O)N(C)C)O)O)O
InChI	InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChIKey	JBIWCJUYHHGXTC-AKNGSSGZSA-N

Chemical Details
Formal Charge	0
Atom Count	56
Chiral Atom Count	6
Bond Count	59
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB00254 ?
Name	Doxycycline
Groups	approved investigational vet_approved
Description	Doxycycline is a broad-spectrum antibiotic synthetically derived from [oxytetracycline].[L42880] It is a second-generation tetracycline that was first discovered in 1967.[A19429] Second-generation tetracyclines exhibit lesser toxicity than first-generation tetracyclines.[A174034] Doxycycline is used to treat a wide variety of gram-positive and gram-negative bacterial infections. It is also used to treat acne and malaria.[A251730]
Synonyms	Doxycycline hydrochloride Doxycycline monohydrate Doxiciclina Doxycycline Doxycyclin 6alpha-deoxy-5-oxytetracycline Doxycycline (anhydrous) Doxycyclinum Doxycycline hyclate Doxycycline calcium 6-alpha-deoxy-5-oxytetracycline 6α-deoxy-5-oxytetracycline 5-hydroxy-α-6-deoxytetracycline Doxycycline anhydrous Anhydrous doxycycline
Brand Names	BenzoDox 60 Kit Doxycin Tab 100mg Jamp Doxycycline Acticlate CAP Apo-doxycycline Mr Ntp-doxycycline Capsules Apo-doxy Cap 100mg Doxytab LymePak Prz-doxycycline Doxycyclate Hyclate Nu-doxycycline Tab 100mg Oracea Doxy 100 M-doxycycline BenoxylDoxy 60 Kit Doxycycline Hyclate Doxycin Cap 100mg Doryx PHL-doxycycline Teva-doxycycline PMS-doxycycline Vibramycin Inj Atridox Doryx 100mg Cap BenzoDox 30 Kit Okebo Penta-doxycycline Tablets Targadox Vibra-Tabs Doxycycline Tablets Rho-doxycin - Cap 100mg Doxycycline-100 Cap 100mg USP Vibramycin Calcium Vibramycin Monohydrate NicAzel Doxy Kit Doxy 100(tm) Doxycycline BenoxylDoxy 30 Kit Jamp Doxycycline Capsules Mondoxyne NL 100mg Nu-doxycycline Cap 100mg Ratio-doxycycline Alti-doxycycline - Tab 100mg Rho-doxycin Tabs - 100mg Doryx Mpc Doxycycline Capsules Periostat Vibramycin Cap 100mg Apo-doxy Tabs 100mg Acticlate Morgidox Rho-doxycycline - Tab 100mg Monodox Ntp-doxycycline Tablets Doxycycline hyclate Doxycycline Hyclate Delayed Release Adoxa Doxycycline Rho-doxycycline - Cap 100mg Doxycycline Monohydrate Dom-doxycycline Mondoxyne NL Alodox Vibramycin Hyclate Apprilon Ocudox Alti-doxycycline-cap 100mg Mondoxyne
Indication	Doxycycline is indicated for the treatment of various infections by gram-positive and gram-negative bacteria, aerobes and anaerobes, as well other types of bacteria, including: - Early Lyme disease (as evidenced by erythema migraines) due to _Borrelia burgdorferi_ in adults and pediatric patients 8 years of age and older weighing 45 kg and above [L42875] - Rickettsial infections,[L42870] such as Rocky Mountain spotted fever, typhus fever and the typhus group, Q fever, rickettsialpox, and tick fevers [L42880] - Sexually transmitted infections [L42870] - Respiratory tract infections [L42870] caused by _Mycoplasma pneumoniae_ and _Haemophilus influenzae_ [L42880] - Specific bacterial infections [L42870] after indicative bacteriologic testing. These include infections caused by _Escherichia coli_, _Enterobacter aerogenes_, _Shigella_ species, _Acinetobacter_ species, and _Klebsiella_ species [L42880] - Ophthalmic infections,[L42870] such as inclusion conjunctivitis caused by _Chlamydia trachomatis_ [L42880] - Anthrax, including inhalational anthrax (post-exposure) [L42870] - Alternative treatment for selected infections when [penicillin] is contraindicated [L42870] - Adjunctive therapy in acute intestinal amebiasis and severe acne [L42870, L42880] - Lymphogranuloma venereum caused by _Chlamydia trachomatis_ [L42880] - Psittacosis (ornithosis) caused by _Chlamydophila psittaci_ [L42880] - Trachoma caused by _Chlamydia trachomatis_, although the infectious agent is not always eliminated, as judged by immunofluorescence [L42880] - Uncomplicated urethral, endocervical, or rectal infections in adults caused by _Chlamydia trachomatis_ [L42880] - Nongonococcal urethritis caused by _Ureaplasma urealyticum_ [L42880] - Relapsing fever due to _Borrelia recurrentis_ [L42880] - Prophylaxis of malaria due to _Plasmodium falciparum_ in short-term travelers (<4 months) to areas with chloroquine and/or pyrimethamine-sulfadoxine resistant strains [L42870, L42880] It is also used to treat infections caused by the following gram-negative microorganisms: - Chancroid caused by _Haemophilus ducreyi_ [L42880] - Plague due to _Yersinia pestis_ [L42880] - Tularemia due to _Francisella tularensis_ [L42880] - Cholera caused by _Vibrio cholerae_ [L42880] - Campylobacter fetus infections caused by _Campylobacter fetus_ [L42880] - Brucellosis due to _Brucella_ species (in conjunction with [streptomycin]) [L42880] - Bartonellosis due to _Bartonella bacilliformis_ [L42880] - Granuloma inguinale caused by _Klebsiella granulomatis_ [L42880]
Categories	Agents that produce neuromuscular block (indirect) Alimentary Tract and Metabolism Anti-Bacterial Agents Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives and Antiseptics for Local Oral Treatment Antiinfectives for Systemic Use Antiparasitic Agents Antiprotozoals Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Drugs causing inadvertant photosensitivity Drugs that are Mainly Renally Excreted Naphthacenes OAT1/SLC22A6 inhibitors Photosensitizing Agents Stomatological Preparations Tetracyclines
ATC-Code	J01AA02 A01AB22 J01AA20
CAS number	564-25-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
30S ribosomal protein	-	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	substrate,binder
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	inhibitor
ATP-binding cassette sub-family B member 5	MENSERAEEMQENYQRNGTAEEQPKLRKEAVGSIEIFRFADGLDITLMIL...	unknown	inducer

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.

Prepare Data

Validate Data

Deposit Data

Help and Resources

DXT

(4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE

Chemical Component Summary

Chemical Details

Drug Info: DrugBank

Drug Targets