Pharmaceutical
Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:15:38 UTC
Update Date2025-10-07 16:04:18 UTC
Metabolite IDMMDBc0054494
Metabolite Identification
Common Namegentamicin C1a
Descriptiongentamicin C1a is a member of the aminoglycoside class of antibiotics, characterized by its complex polycyclic structure that includes multiple amino sugars linked by glycosidic bonds. This compound plays a role in inhibiting bacterial protein synthesis by binding to the 30S ribosomal subunit, disrupting the decoding of mRNA and ultimately leading to cell death. Recent advancements in fermentation technology have highlighted pathways involved in the overproduction of gentamicin C1a, showcasing the impact of artificial intelligence on optimizing metabolic processes (PMID:40651707 ). For instance, the use of GenB3 and GenB4 in biosynthetic pathways has been shown to facilitate the synthesis of related compounds such as sisomicin and Oxo-gentamicin C1a (PMID:40016797 ). Moreover, innovative feeding strategies have significantly increased gentamicin C1a concentrations, demonstrating improvements over traditional methods (PMID:39923859 ). The development of predictive models using machine learning techniques has further enhanced production capabilities, achieving high correlation coefficients in output predictions (PMID:39821114 ). Additionally, studies have indicated varying susceptibility patterns among aminoglycosides, with gentamicin C1a exhibiting distinct responses compared to its derivatives (PMID:38388739 ).
Structure
Synonyms
ValueSource
Gentamycin C12ChEBI
O-3-Deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranosyl-(1-4))-2-deoxy-D-streptamineChEBI
O-3-Deoxy-4-C-methyl-3-(methylamino)-b-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-a-D-erythro-hexopyranosyl-(1-4))-2-deoxy-D-streptamineGenerator
O-3-Deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-α-D-erythro-hexopyranosyl-(1-4))-2-deoxy-D-streptamineGenerator
Gentamicin CMeSH
Gentamicin C1 sulfateMeSH
Gentamicin C sulfateMeSH
Gentamicin C1 sulfate (5:2)MeSH
Gentamicin C2MeSH
Gentamicin C1MeSH
Gentamicin C2aMeSH
Gentamicin C1aChEBI
Molecular FormulaC19H39N5O7
Average Mass449.5423
Monoisotopic Mass449.284948627
IUPAC Name(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol
Traditional Namegentamicin C1A
CAS Registry NumberNot Available
SMILES
CN[C@@H]1[C@@H](O)[C@@H](O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3O[C@H](CN)CC[C@H]3N)[C@@H]2O)OC[C@]1(C)O
InChI Identifier
InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1
InChI KeyVEGXETMJINRLTH-BOZYPMBZSA-N