U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H32N4O11
Molecular Weight 492.4776
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MURAMYL DIPEPTIDE

SMILES

C[C@H](NC(=O)[C@@H](C)O[C@@H]([C@H](O)[C@H](O)CO)[C@@H](NC(C)=O)C=O)C(=O)N[C@H](CCC(O)=O)C(N)=O

InChI

InChIKey=MEJOVVKHFORGKW-HOMBLFBHSA-N
InChI=1S/C19H32N4O11/c1-8(18(32)23-11(17(20)31)4-5-14(28)29)21-19(33)9(2)34-16(15(30)13(27)7-25)12(6-24)22-10(3)26/h6,8-9,11-13,15-16,25,27,30H,4-5,7H2,1-3H3,(H2,20,31)(H,21,33)(H,22,26)(H,23,32)(H,28,29)/t8-,9+,11+,12-,13+,15+,16+/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Synergistic effect of Nod1 and Nod2 agonists with toll-like receptor agonists on human dendritic cells to generate interleukin-12 and T helper type 1 cells.
2005 Dec
Muramyldipeptide augments the actions of lipopolysaccharide in mice by stimulating macrophages to produce pro-IL-1β and by down-regulation of the suppressor of cytokine signaling 1 (SOCS1).
2011 Feb
Chronic Nod2 stimulation potentiates activating transcription factor 3 and paradoxical superinduction of epithelial proinflammatory chemokines by mucoactive ribotoxic stressors via RNA-binding protein human antigen R.
2012 Jan
Name Type Language
MURAMYL DIPEPTIDE
MI  
Common Name English
N-ACETYLMURAMYL-L-ALANINE-D-ISOGLN
Common Name English
D-.ALPHA.-GLUTAMINE, N-(N-ACETYLMURAMOYL)-L-ALANYL-
Systematic Name English
ACETYLMURAMYL-ALANYL-ISOGLUTAMINE
Common Name English
ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE
Common Name English
N-(ACETYLMURAMYL)-L-ALANYL-D-ISOGLUTAMINE
Common Name English
MURAMYL DIPEPTIDE [MI]
Common Name English
D-.ALPHA.-GLUTAMINE, N2-(N-(N-ACETYLMURAMOYL)-L-ALANYL)-
Systematic Name English
N2-(N-(N-ACETYLMURAMOYL)-L-ALANYL)-D-ALPHA-GLUTAMINE
Common Name English
N-ACETYLMURAMYL DIPEPTIDE
Common Name English
N-(ACETYLMURAMOYL)ALANYL-D-ISOGLUTAMINE
Common Name English
MDP (Adjuvant)
Common Name English
Code System Code Type Description
PUBCHEM
91667728
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
CHEBI
59414
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
MERCK INDEX
m7660
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY Merck Index
CAS
53678-77-6
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
FDA UNII
2U7S2HVO96
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
NCI_THESAURUS
C201
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID90897421
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
WIKIPEDIA
Muramyl dipeptide
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
258-696-9
Created by admin on Sat Dec 16 11:09:54 GMT 2023 , Edited by admin on Sat Dec 16 11:09:54 GMT 2023
PRIMARY