undecaprenyl-diphospho-(N-acetylglucosamine)-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine (PAMDB120420)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120420
Identification
Name: undecaprenyl-diphospho-(N-acetylglucosamine)-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine
Description:Not Available
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • N-acetyl-muramoyl-(tetrapeptide)-N-acetylglucosamine-diphosphoundecaprenol
  • lipid II (tetrapeptide)
  • undecaprenyl-pyrophosphoryl-MurNAc-(tetrapeptide)-N-acetylglucosamine
  • GlcNAc-(1>4)-MurNAc(oyl-L-Ala-γ-D-Glu-L-Lys-D-Ala)-diphosphoundecaprenol
Chemical Formula: C91H148N7O25P2
Average Molecular Weight: 1802.15
Monoisotopic Molecular Weight: 1805.0314
InChI Key: WVVHHGITPQKEIJ-IDBYQBAHSA-K
InChI:InChI=1S/C91H151N7O25P2/c1-58(2)30-20-31-59(3)32-21-33-60(4)34-22-35-61(5)36-23-37-62(6)38-24-39-63(7)40-25-41-64(8)42-26-43-65(9)44-27-45-66(10)46-28-47-67(11)48-29-49-68(12)53-55-117-124(113,114)123-125(115,116)122-91-80(96-73(17)102)84(83(77(57-100)120-91)121-90-79(95-72(16)101)82(105)81(104)76(56-99)119-90)118-71(15)86(107)93-69(13)85(106)98-75(89(111)112)51-52-78(103)97-74(50-18-19-54-92)87(108)94-70(14)88(109)110/h30,32,34,36,38,40,42,44,46,48,53,69-71,74-77,79-84,90-91,99-100,104-105H,18-29,31,33,35,37,39,41,43,45,47,49-52,54-57,92H2,1-17H3,(H,93,107)(H,94,108)(H,95,101)(H,96,102)(H,97,103)(H,98,106)(H,109,110)(H,111,112)(H,113,114)(H,115,116)/p-3/b59-32+,60-34+,61-36-,62-38-,63-40-,64-42-,65-44-,66-46-,67-48-,68-53-/t69-,70-,71+,74+,75+,76+,77+,79+,80+,81+,82+,83+,84+,90+,91+/m0/s1
CAS number: Not Available
IUPAC Name:Not Available
Traditional IUPAC Name: Not Available
SMILES:CC(C)=CCCC(C)=CCCC(C)=CCCC(=CCCC(C)=CCCC(=CCCC(=CCCC(C)=CCCC(=CCCC(=CCCC(=CCOP(=O)([O-])OP(=O)([O-])OC2(OC(CO)C(OC1(OC(CO)C(O)C(O)C(NC(=O)C)1))C(OC(C)C(=O)NC(C)C(=O)NC(CCC(=O)NC(CCCC[N+])C(NC(C)C(=O)[O-])=O)C(=O)[O-])C(NC(C)=O)2))C)C)C)C)C)C
Chemical Taxonomy
Taxonomy DescriptionThis 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 ClassLipids and lipid-like molecules
Class Prenol lipids
Sub ClassPolyprenols
Direct Parent Polyprenyl phospho carbohydrates
Alternative Parents
Substituents
  • Polyterpenoid
  • Polyprenyl phospho carbohydrate
  • Bactoprenol diphosphate
  • Alpha-oligopeptide
  • Gamma-glutamyl alpha peptide
  • Polyprenyl monophosphate
  • Polyprenyl phosphate skeleton
  • Alpha peptide
  • Disaccharide phosphate
  • N-acyl-alpha-hexosamine
  • Glutamine or derivatives
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alanine or derivatives
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • N-substituted-alpha-amino acid
  • Isoprenoid phosphate
  • Organic pyrophosphate
  • Alpha-amino acid or derivatives
  • N-acyl-amine
  • Fatty acyl
  • Alkyl phosphate
  • Organic phosphoric acid derivative
  • Fatty amide
  • Dicarboxylic acid or derivatives
  • Phosphoric acid ester
  • Oxane
  • Acetamide
  • Secondary carboxylic acid amide
  • Carboxylic acid salt
  • Secondary alcohol
  • Carboxamide group
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Dialkyl ether
  • Acetal
  • Ether
  • Organopnictogen compound
  • Organic salt
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Alcohol
  • 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
PropertyValueSource
Molecular Weight1802.157 g/molPubChem
XLogP3-AA11.3 PubChem
Hydrogen Bond Donor Count11 PubChem
Hydrogen Bond Acceptor Count25 PubChem
Rotatable Bond Count59 PubChem
Exact Mass1801 g/molPubChem
Monoisotopic Mass1801 g/molPubChem
Topological Polar Surface Area508 A^2PubChem
Heavy Atom Count125 PubChem
Formal Charge-3 PubChem
Complexity3850 PubChem
Isotope Atom Count0 PubChem
Defined Atom Stereocenter Count15 PubChem
Undefined Atom Stereocenter Count0 PubChem
Defined Bond Stereocenter Count10 PubChem
Undefined Bond Stereocenter Count0 PubChem
Covalently-Bonded Unit Count1 PubChem
Biological Properties
Cellular Locations: Not Available
Reactions:
undecaprenyl-diphospho-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl- D-alanine + UDP-N-acetyl-α-D-glucosamine → Hydrogen ion + undecaprenyl-diphospho-(N-acetylglucosamine)-N-acetylmuramoyl-L-alanyl-γ-D-glutamyl-L-lysyl-D-alanine + UDP
Pathways:
    Spectra
    Spectra: Not Available
    References
    References: Not Available
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    PUBCHEM46173495