P. aeruginosa Metabolome Database: undecaprenyldiphospho-<i>N</i>-acetyl-(<i>N</i>-acetylglucosaminyl)muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine (PAMDB120474)

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

PAMDB120474

Identification

Name:

undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine

Description:

Not Available

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

lipid IIundecaprenyl-pyrophosphoryl-MurNAc-(pentapeptide)-N-acetylglucosamine undecaprenol
diphospho-GlcNAc-(1>4)-MurNAc(oyl-L-Ala-γ-D-Glu-L-Lys-D-Ala-D-Ala)-

Chemical Formula:

C₉₄H₁₅₃N₈O₂₆P₂

Average Molecular Weight:

1873.228

Monoisotopic Molecular Weight:

1876.0685

InChI Key:

ULXTYUPMJXVUHQ-CSSMJZOKSA-K

InChI:

InChI=1S/C94H156N8O26P2/c1-59(2)31-21-32-60(3)33-22-34-61(4)35-23-36-62(5)37-24-38-63(6)39-25-40-64(7)41-26-42-65(8)43-27-44-66(9)45-28-46-67(10)47-29-48-68(11)49-30-50-69(12)54-56-122-129(118,119)128-130(120,121)127-94-82(100-75(18)106)86(85(79(58-104)125-94)126-93-81(99-74(17)105)84(109)83(108)78(57-103)124-93)123-73(16)89(112)96-71(14)88(111)102-77(92(116)117)52-53-80(107)101-76(51-19-20-55-95)90(113)97-70(13)87(110)98-72(15)91(114)115/h31,33,35,37,39,41,43,45,47,49,54,70-73,76-79,81-86,93-94,103-104,108-109H,19-30,32,34,36,38,40,42,44,46,48,50-53,55-58,95H2,1-18H3,(H,96,112)(H,97,113)(H,98,110)(H,99,105)(H,100,106)(H,101,107)(H,102,111)(H,114,115)(H,116,117)(H,118,119)(H,120,121)/p-3/b60-33+,61-35+,62-37-,63-39-,64-41-,65-43-,66-45-,67-47-,68-49-,69-54-/t70-,71+,72-,73-,76+,77-,78-,79-,81-,82-,83-,84-,85-,86-,93-,94-/m1/s1

CAS number:

Not Available

IUPAC Name:

Not Available

Traditional IUPAC Name:

Not Available

SMILES:

CC(C)=CCCC(C)=CCCC(C)=CCCC(=CCCC(=CCCC(=CCCC(C)=CCCC(=CCCC(=CCCC(=CCCC(=CCOP(OP([O-])(=O)OC2(C(NC(=O)C)C(OC(C)C(=O)NC(C)C(=O)NC(C(=O)[O-])CCC(=O)NC(CCCC[N+])C(NC(C)C(=O)NC(C)C([O-])=O)=O)C(OC1(OC(CO)C(O)C(O)C(NC(=O)C)1))C(CO)O2))([O-])=O)C)C)C)C)C)C)C

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as polyprenyl phospho carbohydrates. These are polyprenyl phosphates with a carbohydrate moiety attached to it.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Polyprenyl phospho carbohydrates

Alternative Parents

Substituents

Polyterpenoid
Polyprenyl phospho carbohydrate
Bactoprenol diphosphate
Alpha-oligopeptide
Polyprenyl monophosphate
Polyprenyl phosphate skeleton
Alpha peptide
Disaccharide phosphate
Glutamine or derivatives
N-acyl-alpha-hexosamine
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Disaccharide
Glycosyl compound
Alanine or derivatives
O-glycosyl compound
Isoprenoid phosphate
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Organic pyrophosphate
Alkyl phosphate
N-acyl-amine
Fatty amide
Organic phosphoric acid derivative
Fatty acyl
Dicarboxylic acid or derivatives
Oxane
Phosphoric acid ester
Acetamide
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxamide group
Secondary alcohol
Carboxylic acid derivative
Ether
Carboxylic acid
Acetal
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organic nitrogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Organic salt
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	1873.236 g/mol	PubChem
XLogP3-AA	11.1	PubChem
Hydrogen Bond Donor Count	12	PubChem
Hydrogen Bond Acceptor Count	26	PubChem
Rotatable Bond Count	61	PubChem
Exact Mass	1873.04 g/mol	PubChem
Monoisotopic Mass	1872.037 g/mol	PubChem
Topological Polar Surface Area	537 A^2	PubChem
Heavy Atom Count	130	PubChem
Formal Charge	-3	PubChem
Complexity	4040	PubChem
Isotope Atom Count	0	PubChem
Defined Atom Stereocenter Count	16	PubChem
Undefined Atom Stereocenter Count	0	PubChem
Defined Bond Stereocenter Count	10	PubChem
Undefined Bond Stereocenter Count	0	PubChem
Covalently-Bonded Unit Count	1	PubChem

Biological Properties

Cellular Locations:

Not Available

Reactions:

undecaprenyl-diphospho-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl- D-alanyl-D-alanine + UDP-N-acetyl-α-D-glucosamine → Hydrogen ion + undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine + UDP

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
PUBCHEM	46173296
LIGAND-CPD	C05889

undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine (PAMDB120474)

Structure for undecaprenyldiphospho-N-acetyl-(N-acetylglucosaminyl)muramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanyl-D-alanine (PAMDB120474)