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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

Molecular Formula C19H32N4O11
Molecular Weight 492.4776
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Dendritic cell maturation induced by muramyl dipeptide (MDP) derivatives: monoacylated MDP confers TLR2/TLR4 activation.
2005 Jun 1
The activation of gilthead seabream professional phagocytes by different PAMPs underlines the behavioural diversity of the main innate immune cells of bony fish.
2007 Mar
Cell culture models in developing nutrigenomics foods for inflammatory bowel disease.
2007 Sep 1
Inhibition of Nod2 signaling and target gene expression by curcumin.
2008 Jul
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
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:09:54 GMT 2023
Edited
by admin
on Sat Dec 16 11:09:54 GMT 2023
Record UNII
2U7S2HVO96
Record Status Validated (UNII)
Record Version
  • Download
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
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