Capreomycin (CED0004702)

Record Information

Version

1.0

Creation Date

2016-05-25 18:19:38 UTC

Update Date

2026-05-14 16:25:21 UTC

Accession Number

CHEM022087

Identification

Common Name

Capreomycin

Class

Small Molecule

Description

Capreomycin is an organic compound with the chemical formula C50H88N28O15. Capreomycin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,321 g/mol, Capreomycin is a heavy molecule. The compound is found in or released from two recorded sources: antennas in electrical and electronic equipment and healthcare, pharmaceuticals and veterinary products, where it is used as a drug for the treatment of tuberculosis. Recorded exposure routes include intravenous and intramuscular administration. In terms of its biological activity, Capreomycin acts as an inhibitor of the protein target 16S/23S rRNA (cytidine-2'-O)-methyltransferase TlyA (tlyA).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Capastat	HMDB, MeSH
Capastat sulfate	HMDB
Capastat sulphate	HMDB
Capreomycin sulfate	HMDB, MeSH
Capreomycin sulphate	HMDB
Lilly brand OF capreomycin disulfate	MeSH
Elan brand OF capreomycin disulfate	MeSH
Capromycin	MeSH
Dista brand OF capreomycin disulfate	MeSH
Capreomycin	MeSH
(3S)-3,6-Diamino-N-{[(2S,5S,8E,11S,15S)-15-amino-3,6,9,12,16-pentahydroxy-8-{[(C-hydroxycarbonimidoyl)amino]methylidene}-11-[(4R)-2-imino-1,3-diazinan-4-yl]-2-methyl-1,4,7,10,13-pentaazacyclohexadeca-1(16),3,6,9,12-pentaen-5-yl]methyl}hexanimidate
(3S)-3,6-diamino-N-{[(2S,5S,8E,11S,15S)-15-amino-3,6,9,12,16-pentahydroxy-8-{[(C-hydroxycarbonimidoyl)amino]methylidene}-2-(hydroxymethyl)-11-[(4R)-2-imino-1,3-diazinan-4-yl]-1,4,7,10,13-pentaazacyclohexadeca-1(16),3,6,9,12-pentaen-5-yl]methyl}hexanimidate

Chemical Formula

C₅₀H₈₈N₂₈O₁₅

Average Molecular Mass

1321.412 g/mol

Monoisotopic Mass

1320.698 g/mol

CAS Registry Number

11003-38-6

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-pentaazacyclohexadecan-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-pentaazacyclohexadecan-5-yl]methyl}hexanamide

Traditional Name

SMILES

[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](C)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O.[H][C@@]1(CCN=C(N)N1)[C@]1([H])NC(=O)\C(NC(=O)[C@H](CNC(=O)C[C@@H](N)CCCN)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CNC1=O)=C/NC(N)=O

InChI Identifier

InChI=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

InChI Key

VCOPTHOUUNAYKQ-WBTCAYNUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid amide
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Fatty amide
Hydropyrimidine
Fatty acyl
1,4,5,6-tetrahydropyrimidine
N-acyl-amine
Vinylogous amide
Urea
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Guanidine
Carbonic acid derivative
Lactam
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organoheterocyclic compound
Primary amine
Alcohol
Primary aliphatic amine
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organopnictogen compound
Primary alcohol
Amine
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
logP	-11	ChemAxon
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	10.3	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	378.42 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	162.2 m³·mol⁻¹	ChemAxon
Polarizability	66.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-d7a823942e4b8aea99cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-d7a823942e4b8aea99cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-d7a823942e4b8aea99cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-47588cb88b8129533145	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-47588cb88b8129533145	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-47588cb88b8129533145	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
349	Drugs for treatment of tuberculosis	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Prolactin receptor	P16471	Humans	Predicted (SEA)	73.9568
Click to view 3D structure	Tumor necrosis factor receptor superfamily member 5	P25942	Humans	Predicted (SEA)	142.853
Click to view 3D structure	Sodium channel protein type 4 subunit alpha	Q9ER60	Mus musculus	Predicted (SEA)	83.6879
Click to view 3D structure	Lymphocyte activation gene 3 protein	P18627	Humans	Predicted (SEA)	69.8307
Click to view 3D structure	Plasma kallikrein	P03952	Humans	Predicted (SEA)	1871.96
Click to view 3D structure	Cadherin-2	P19022	Humans	Predicted (SEA)	51.3805
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	3783.47
Click to view 3D structure	Kallikrein-4	Q9Y5K2	Humans	Predicted (SEA)	369.862
Click to view 3D structure	Kallikrein-14	Q9P0G3	Humans	Predicted (SEA)	179.287
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	2518.73
Click to view 3D structure	Kallikrein-5	Q9Y337	Humans	Predicted (SEA)	590.72
Click to view 3D structure	Plasma kallikrein	P26262	Mus musculus	Predicted (SEA)	137.404
Click to view 3D structure	Kallikrein-7	P49862	Humans	Predicted (SEA)	334.985
Click to view 3D structure	Coagulation factor XI	P03951	Humans	Predicted (SEA)	2014.58
Click to view 3D structure	Serine protease 1	P00760	Bos taurus	Predicted (SEA)	1372.25
Click to view 3D structure	Suppressor of tumorigenicity 14 protein	Q9Y5Y6	Humans	Predicted (SEA)	1529.43
Click to view 3D structure	Sodium channel protein type 9 subunit alpha	Q15858	Humans	Predicted (SEA)	3084.31
Click to view 3D structure	Coagulation factor XII	P00748	Humans	Predicted (SEA)	2407.41
Click to view 3D structure	T-cell surface antigen CD2	P06729	Humans	Predicted (SEA)	102.294
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	6068.58
Click to view 3D structure	Histone deacetylase 2	Q92769	Humans	Predicted (SEA)	5296.94
Click to view 3D structure	Epidermal growth factor receptor substrate 15	P42566	Humans	Predicted (SEA)	141.841
Click to view 3D structure	Beta-1,3-glucan synthase	O13428	Candida albicans	Predicted (SEA)	60.5667
Click to view 3D structure	Coagulation factor X	P00742	Humans	Predicted (SEA)	4751.45
Click to view 3D structure	Histone deacetylase 11	Q96DB2	Humans	Predicted (SEA)	3878.84