Indolmycin - 95%, high purity , CAS No.21200-24-8

Item Number
I329467
Grouped product items
SKUSizeAvailabilityPrice Qty
I329467-1mg
1mg
In stock
$331.90

an antibiotic that inhibits bacterial tryptophanyl-tRNA synthetase

Basic Description

SynonymsCHEBI:79394 | (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-methylimino-1,3-oxazolidin-4-one | Indolmycin | CHEBI:94698 | (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one | 4(5H)-Oxazolone, 5-(1-(1H-indol-3-yl)ethyl)-2-(methylamino)-, (S
Specifications & PurityMoligand™, ≥95%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Product Description

Indolmycin is a naturally occurring antibiotic that acts against|Staphylococci|and|Helicobacter pylori.|The compound is a secondary metabolite of|Streptomyces griseus|with the ability to inhibit bacterial tryptophanyl-tRNA synthetase.

Product Properties

pKapKa: 0.96 (Predicted)

Associated Targets(Human)

HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Helicobacter pylori (3113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus epidermidis (22802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecium (13803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptomyces griseus (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptomyces coelicolor (161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Coxsackievirus B1 (166 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis variant bovis BCG (1626 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-methylimino-1,3-oxazolidin-4-one
INCHI InChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1
InChi Key GNTVWGDQPXCYBV-PELKAZGASA-N
Canonical SMILES CC(C1C(=O)NC(=NC)O1)C2=CNC3=CC=CC=C32
Isomeric SMILES C[C@@H]([C@H]1C(=O)NC(=NC)O1)C2=CNC3=CC=CC=C32
PubChem CID 135417159
Molecular Weight 257.29

Certificates

Certificate of Analysis(COA)

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Lot NumberCertificate TypeDateItem
I2207812Certificate of AnalysisAug 04, 2022 I329467

Chemical and Physical Properties

SolubilitySoluble in ethanol, methanol, DMSO, DMF, and water (poor).
Refractive Indexn20D1.67 (Predicted)
Boil Point(°C)420.75° C at 760 mmHg (Predicted)
Melt Point(°C)186.82° C (Predicted)

Related Documents

References

1. Hurdle JG, O'Neill AJ, Chopra I.  (2004)  Anti-staphylococcal activity of indolmycin, a potential topical agent for control of staphylococcal infections..  J Antimicrob Chemother,  54  (2): (549-52).  [PMID:15243028]
2. Chadha N, Silakari O.  (2017)  Indoles as therapeutics of interest in medicinal chemistry: Bird's eye view..  Eur J Med Chem,  134  (13): (159-184).  [PMID:28412530]
3. Pasaje CF, Cheung V, Kennedy K, Lim EE, Baell JB, Griffin MD, Ralph SA.  (2016)  Selective inhibition of apicoplast tryptophanyl-tRNA synthetase causes delayed death in Plasmodium falciparum..  Sci Rep,  (13): (27531).  [PMID:27277538]

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