capreomicina

Also known as Capastat sulfate, Ogostal, Capromycin

composto chimico

OverviewAI-generated

Capreomycin is a chemical substance identified by the NCI Thesaurus ID C72607. It is indexed in PubMed, where a query for the term yields 823 results.

In the PubChem database, capreomycin is assigned the CID 135483770. Its InChIKey is VCOPTHOUUNAYKQ-WBTCAYNUSA-N. The molecule has a topological polar surface area (TPSA) of 737. It contains 27 hydrogen bond donors and 23 hydrogen bond acceptors.

Synthesized by Vinony from 8 facts across 3 sources: Wikidata, PubMed, PubChem. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Vinony's link graph records 90 inbound references to capreomicina, and connects out to 4-aminosalicylic acid, antibiotic and tuberculosis management.

It sits within the topics Anti-tuberculosis drugs, Drugs with no legal status and Polypeptide antibiotics.

Vinony links it to 23 Wikipedia language editions.

Key facts

Drug.image: Capreomycin IA.svg
Drug.image_class: skin-invert-image
Drug.image2: Capreomycin IB.svg
Drug.image_class2: skin-invert-image
Drug.tradename: Capastat
Drug.MedlinePlus: a682860
Drug.routes_of_administration: Intramuscular
Drug.ATC_prefix: J04
Drug.ATC_suffix: AB30
Drug.CAS_number: 11003-38-6
Drug.PubChem: 3000502
Drug.DrugBank: DB00314
Drug.ChemSpiderID: 2272094
Drug.UNII: 232HYX66HC
Drug.KEGG: D07607
Drug.ChEMBL: 2221250
Drug.NIAID_ChemDB: 007653
Drug.IUPAC_name: (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide; (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-3,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide | C=25 | H=44 | N=14 | O=8 | SMILES = C[C@H]1C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N1)N)[C@H]2CCN=C(N2)N)CNC(=O)C[C@H](CCCN)N.C1CN=C(N[C@H]1[C@H]2C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CNC(=O)C[C@H](CCCN)N)CO)N)N | StdInChI = 1S/C25H44N14O8.C25H44N14O7/c26-4-1-2-11(27)6-17(41)32-8-14-20(43)35-15(9-34-25(30)47)21(44)39-18(13-3-5-31-24(29)38-13)23(46)33-7-12(28)19(42)37-16(10-40)22(45)36-14;1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h9,11-14,16,18,40H,1-8,10,26-28H2,(H,32,41)(H,33,46)(H,35,43)(H,36,45)(H,37,42)(H,39,44)(H3,29,31,38)(H3,30,34,47);10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b15-9+;16-10+/t11-,12-,13+,14-,16-,18-;11-,12-,13-,14+,15-,18-/m00/s1 | StdInChIKey = VCOPTHOUUNAYKQ-WBTCAYNUSA-N | density = | density_notes = | melting_point = | melting_high = | melting_notes = | boiling_point = | boiling_notes = | solubility = | sol_units = | specific_rotation =

via Wikipedia infobox

Chemical data

Formula: C50H88N28O15
Molecular weight: 1321.4 g/mol
IUPAC name: (3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-1,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide;(3S)-3,6-diamino-N-[[(2S,5S,8E,11S,15S)-15-amino-11-[(4R)-2-amino-1,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-methyl-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
SMILES: C[C@H]1C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N1)N)[C@H]2CCNC(=N2)N)CNC(=O)C[C@H](CCCN)N.C1CNC(=N[C@H]1[C@H]2C(=O)NC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N/C(=C/NC(=O)N)/C(=O)N2)CNC(=O)C[C@H](CCCN)N)CO)N)N
InChIKey: VCOPTHOUUNAYKQ-WBTCAYNUSA-N
Polar surface area: 737 Å²
H-bond donors: 27
H-bond acceptors: 23
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Research

823 papers

Capreomycin.2006
Capreomycin.2012
Capreomycin.Tuberculosis (Edinburgh, Scotland) · 2008
Capreomycin.Journal of clinical pathology · 1967
Aminoglycosides and Capreomycin in the Treatment of Multidrug-resistant Tuberculosis: Individual Patient Data Meta-analysis of 12 030 Patients From 25 Countries, 2009-2016.Clinical infectious diseases : an official publication of the Infectious Diseases Society of America · 2021

via PubMed

Wikidata facts

Instance of: essential medicine

Show 4 more facts

NCI Thesaurus ID: C72607
defined daily dose: 1
medical condition treated: tuberculosis
natural product of taxon: Streptomyces

Sources (4)

via Wikidata · CC0

Article · Italiano

La "capreomicina" è un antibiotico naturale isolato per la prima volta nel 1960 dallo streptomyces capreolus. Chimicamente simile alla viomicina è formato da 4 principi attivi A, B, 2A, 2B ed è comunemente associata agli amminoglucosidi.

Abstract from DBpedia / Wikipedia · CC BY-SA