P. aeruginosa Metabolome Database: UDP-<i>N</i>-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine (PAMDB120042)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB120042

Identification

Name:

UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine

Description:

Not Available

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

UDP-Mur2Ac(oyl-L-Ala-g-D-Glu-L-Lys-D-Ala)UDP-MurNAc-tetrapeptide

Chemical Formula:

C₃₇H₅₇N₈O₂₅P₂

Average Molecular Weight:

1075.843

Monoisotopic Molecular Weight:

1079.3223

InChI Key:

FOEDSVRZGQIXSP-XSOIKTQOSA-K

InChI:

InChI=1S/C37H60N8O25P2/c1-15(30(53)43-20(35(58)59)8-9-23(48)42-19(7-5-6-11-38)32(55)40-16(2)34(56)57)39-31(54)17(3)66-29-25(41-18(4)47)36(68-21(13-46)27(29)51)69-72(63,64)70-71(61,62)65-14-22-26(50)28(52)33(67-22)45-12-10-24(49)44-37(45)60/h10,12,15-17,19-22,25-29,33,36,46,50-52H,5-9,11,13-14,38H2,1-4H3,(H,39,54)(H,40,55)(H,41,47)(H,42,48)(H,43,53)(H,56,57)(H,58,59)(H,61,62)(H,63,64)(H,44,49,60)/p-3/t15-,16+,17+,19-,20+,21+,22+,25+,26+,27+,28+,29+,33+,36+/m0/s1

CAS number:

Not Available

IUPAC Name:

Not Available

Traditional IUPAC Name:

Not Available

SMILES:

CC(NC(=O)C(C)OC3(C(O)C(CO)OC(OP(=O)([O-])OP(=O)([O-])OCC1(OC(C(O)C(O)1)N2(C=CC(=O)NC(=O)2)))C(NC(C)=O)3))C(=O)NC(CCC(NC(CCCC[N+])C(=O)NC(C)C([O-])=O)=O)C([O-])=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glutamine or derivatives
N-acyl-alpha-hexosamine
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Glycosyl compound
N-glycosyl compound
Alanine or derivatives
Organic pyrophosphate
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Monosaccharide phosphate
Pyrimidone
Hydropyrimidine
Fatty amide
Oxane
Dicarboxylic acid or derivatives
N-acyl-amine
Monosaccharide
Alkyl phosphate
Pyrimidine
Fatty acyl
Organic phosphoric acid derivative
Phosphoric acid ester
Acetamide
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid salt
Carboxamide group
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Urea
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid
Dialkyl ether
Ether
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Primary alcohol
Organic salt
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Not Available

Charge:

Not Available

Melting point:

Not Available

Experimental Properties:

Not Available

Predicted Properties

Property	Value	Source
Molecular Weight	1075.842 g/mol	PubChem
XLogP3-AA	-9	PubChem
Hydrogen Bond Donor Count	11	PubChem
Hydrogen Bond Acceptor Count	25	PubChem
Rotatable Bond Count	26	PubChem
Exact Mass	1075.291 g/mol	PubChem
Monoisotopic Mass	1075.291 g/mol	PubChem
Topological Polar Surface Area	519 A^2	PubChem
Heavy Atom Count	72	PubChem
Formal Charge	-3	PubChem
Complexity	2090	PubChem
Isotope Atom Count	0	PubChem
Defined Atom Stereocenter Count	14	PubChem
Undefined Atom Stereocenter Count	0	PubChem
Defined Bond Stereocenter Count	0	PubChem
Undefined Bond Stereocenter Count	0	PubChem
Covalently-Bonded Unit Count	1	PubChem

Biological Properties

Cellular Locations:

Not Available

Reactions:

UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine + di-trans,octa-cis-undecaprenyl phosphate → undecaprenyl-diphospho-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl- D-alanine + UMP
UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine + Water → UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine + D-Alanine

Pathways:

Spectra

Spectra:

Not Available

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
LIGAND-CPD	C06432
PUBCHEM	46173308

UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine (PAMDB120042)

Structure for UDP-N-acetyl-α-D-muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine (PAMDB120042)