MURAMYL DIPEPTIDE

Investigational

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 Search

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

Title	Date	PubMed
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.	2012-01	22003189
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).	2011-02	19897531
Inhibition of Nod2 signaling and target gene expression by curcumin.	2008-07	18413660
Differential regulation of interleukin 12 and interleukin 23 production in human dendritic cells.	2008-06-09	18490488
Cell culture models in developing nutrigenomics foods for inflammatory bowel disease.	2007-09-01	17568627
Aluminum hydroxide adjuvants activate caspase-1 and induce IL-1beta and IL-18 release.	2007-04-15	17404311
The activation of gilthead seabream professional phagocytes by different PAMPs underlines the behavioural diversity of the main innate immune cells of bony fish.	2007-03	17087994
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.	2005-12	16299289
Dendritic cell maturation induced by muramyl dipeptide (MDP) derivatives: monoacylated MDP confers TLR2/TLR4 activation.	2005-06-01	15905553

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:40:26 GMT 2025` Edited by `admin` on `Mon Mar 31 23:40:26 GMT 2025`
Record UNII	2U7S2HVO96
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ACETYLMURAMYL-ALANYL-ISOGLUTAMINE

Preferred Name

English

MURAMYL DIPEPTIDE

Common Name

English

N-ACETYLMURAMYL-L-ALANINE-D-ISOGLN

Common Name

English

D-.ALPHA.-GLUTAMINE, N-(N-ACETYLMURAMOYL)-L-ALANYL-

Systematic 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