Showing metabocard for N6-Stearoyl-L-lysine (MMDBc0057181)
Record Information | |||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Version | 2.0 | ||||||||||||
Status | Detected and Quantified | ||||||||||||
Creation Date | 2022-11-09 19:26:20 UTC | ||||||||||||
Update Date | 2025-10-07 16:09:55 UTC | ||||||||||||
Metabolite ID | MMDBc0057181 | ||||||||||||
Metabolite Identification | |||||||||||||
Common Name | N6-Stearoyl-L-lysine | ||||||||||||
Description | N6-Stearoyl-L-lysine is a synthetic muramyl dipeptide derivative belonging to the class of immunomodulatory compounds. Its chemical structure features a stearoyl group attached to the nitrogen at the sixth position of L-lysine, contributing to its lipophilicity and biological activity. This compound, also known as MDP-Lys or romurtide, functions as a macrophage activator, enhancing the immune response by stimulating cells of the monocyte-macrophage lineage (PMID:11061343 ). It has been shown to induce the production of various cytokines, including interleukin-1 (IL-1) and tumor necrosis factor (TNF), which are critical in inflammatory pathways (PMID:10688489 ). Additionally, repeated subcutaneous administration of MDP-Lys has been observed to increase the counts of peripheral neutrophils and monocytes, indicating its role in modulating immune cell populations (PMID:2049113 ). Furthermore, it has been reported to augment the production of complement components, such as C1q, which are essential for the opsonization and clearance of pathogens (PMID:2340001 ). Overall, N6-stearoyl-L-lysine exemplifies the intersection of synthetic chemistry and immunology, with significant implications for therapeutic applications. | ||||||||||||
Structure | |||||||||||||
Synonyms | Not Available | ||||||||||||
Molecular Formula | C24H48N2O3 | ||||||||||||
Average Mass | 412.659 | ||||||||||||
Monoisotopic Mass | 412.366493414 | ||||||||||||
IUPAC Name | Not Available | ||||||||||||
Traditional Name | Not Available | ||||||||||||
CAS Registry Number | Not Available | ||||||||||||
SMILES | Not Available | ||||||||||||
InChI Identifier | Not Available | ||||||||||||
InChI Key | PQOQDGZTLPYXJD-QFIPXVFZSA-N | ||||||||||||
Chemical Taxonomy | |||||||||||||
Description | Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. | ||||||||||||
Kingdom | Organic compounds | ||||||||||||
Super Class | Organic acids and derivatives | ||||||||||||
Class | Carboxylic acids and derivatives | ||||||||||||
Sub Class | Amino acids, peptides, and analogues | ||||||||||||
Direct Parent | L-alpha-amino acids | ||||||||||||
Alternative Parents | |||||||||||||
Substituents |
| ||||||||||||
Molecular Framework | Aliphatic acyclic compounds | ||||||||||||
External Descriptors | Not Available | ||||||||||||
Functional Ontology | |||||||||||||
Not Available | |||||||||||||
Physical Properties | |||||||||||||
State | Not Available | ||||||||||||
Predicted Properties | Not Available | ||||||||||||
Spectra | |||||||||||||
Not Available | |||||||||||||
Biological Properties | |||||||||||||
Cellular Locations | Not Available | ||||||||||||
Biospecimen Locations | Not Available | ||||||||||||
Tissue Locations | Not Available | ||||||||||||
Associated OMIM IDs | |||||||||||||
Human Proteins and Enzymes | |||||||||||||
| |||||||||||||
Human Pathways | |||||||||||||
Pathways |
| ||||||||||||
Microbial Pathways | |||||||||||||
Pathways | Not Available | ||||||||||||
Metabolic Reactions | |||||||||||||
Reactions This table shows at most 20 reactions. For the full list of associated reactions: See All Associated Reactions
| |||||||||||||
Health Effects and Bioactivity | |||||||||||||
| |||||||||||||
Microbial Sources | |||||||||||||
| |||||||||||||
Exposure Sources | |||||||||||||
Other Exposures |
| ||||||||||||
Host Biospecimen and Location | |||||||||||||
| |||||||||||||
External Links | |||||||||||||
HMDB ID | Not Available | ||||||||||||
DrugBank ID | Not Available | ||||||||||||
Phenol Explorer Compound ID | Not Available | ||||||||||||
FooDB ID | Not Available | ||||||||||||
KNApSAcK ID | Not Available | ||||||||||||
Chemspider ID | Not Available | ||||||||||||
KEGG Compound ID | Not Available | ||||||||||||
BioCyc ID | Not Available | ||||||||||||
BiGG ID | Not Available | ||||||||||||
Wikipedia Link | Not Available | ||||||||||||
METLIN ID | Not Available | ||||||||||||
PubChem Compound | 104260 | ||||||||||||
PDB ID | Not Available | ||||||||||||
ChEBI ID | Not Available | ||||||||||||
Food Biomarker Ontology | Not Available | ||||||||||||
CMMC Knowledgebase | Not Available | ||||||||||||
General References | |||||||||||||
|