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Record Information
Version	2.0
Creation Date	2012-07-30 14:54:39 -0600
Update Date	2015-06-03 17:20:39 -0600
Secondary Accession Numbers	ECMDB21112
Identification
Name:	1,6-Anhydrous-N-Acetylmuramyl-tripeptide
Description	1,6-anhydrous-n-acetylmuramyl-tripeptide belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa83402d0> Close
Synonyms:	Not Available
Chemical Formula:	C26H43N5O14
Weight:	Average: 649.6447 Monoisotopic: 649.280651109
InChI Key:	KGVLFEPQSVUIRC-FYQNUYSYSA-N
InChI:	InChI=1S/C26H43N5O14/c1-11(28-23(38)12(2)45-21-17(29-13(3)33)10-44-18(9-32)20(21)36)22(37)30-15(7-8-19(34)35)24(39)31-16(26(42)43)6-4-5-14(27)25(40)41/h11-12,14-18,20-21,32,36H,4-10,27H2,1-3H3,(H,28,38)(H,29,33)(H,30,37)(H,31,39)(H,34,35)(H,40,41)(H,42,43)/t11-,12+,14?,15+,16-,17-,18+,20+,21+/m0/s1
CAS number:	Not Available
IUPAC Name:	(6S)-2-amino-6-{[(2R)-4-carboxy-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2R,3S,4R,5S)-3-hydroxy-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-4-yl]oxy}propylidene]amino}propylidene]amino}butylidene]amino}heptanedioic acid
Traditional IUPAC Name:	(6S)-2-amino-6-{[(2R)-4-carboxy-1-hydroxy-2-{[(2S)-1-hydroxy-2-{[(2R)-1-hydroxy-2-{[(2R,3S,4R,5S)-3-hydroxy-5-[(1-hydroxyethylidene)amino]-2-(hydroxymethyl)oxan-4-yl]oxy}propylidene]amino}propylidene]amino}butylidene]amino}heptanedioic acid
SMILES:	[H]C(N)(CCC[C@]([H])(N=C(O)[C@@]([H])(CCC(O)=O)N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O)[C@@]([H])(CO)OC[C@]1([H])N=C(C)O)C(O)=O)C(O)=O
Chemical Taxonomy
Description	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	Glutamic acid and derivatives N-acyl-L-alpha-amino acids Alpha amino acid amides Alanine and derivatives Alpha amino acids Tricarboxylic acids and derivatives Amino fatty acids Hydroxy fatty acids Oxanes Monosaccharides N-acyl amines Acetamides Secondary carboxylic acid amides Amino acids Secondary alcohols Carboxylic acids Dialkyl ethers Oxacyclic compounds Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds Primary alcohols
Substituents	Alpha-oligopeptide Glutamic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-l-alpha-amino acid Alpha-amino acid amide Alanine or derivatives Alpha-amino acid or derivatives N-substituted-alpha-amino acid Alpha-amino acid Tricarboxylic acid or derivatives Amino fatty acid Hydroxy fatty acid Fatty amide Oxane Fatty acyl Monosaccharide N-acyl-amine Acetamide Amino acid or derivatives Amino acid Carboxamide group Secondary carboxylic acid amide Secondary alcohol Carboxylic acid Organoheterocyclic compound Dialkyl ether Oxacycle Ether Primary alcohol Hydrocarbon derivative Primary aliphatic amine Organic oxygen compound Organic nitrogen compound Carbonyl group Alcohol Amine Organic oxide Organopnictogen compound Primary amine Organonitrogen compound Organooxygen compound Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.13 g/L ALOGPS logP -1.8 ALOGPS logP -3.7 ChemAxon logS -3.7 ALOGPS pKa (Strongest Acidic) 1.71 ChemAxon pKa (Strongest Basic) 9.53 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 19 ChemAxon Hydrogen Donor Count 10 ChemAxon Polar Surface Area 327.2 Ų ChemAxon Rotatable Bond Count 19 ChemAxon Refractivity 149.24 m³·mol⁻¹ ChemAxon Polarizability 63.89 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	1,6-Anhydrous-N-Acetylmuramyl-tripeptide + Water > L-alanine-D-glutamate-meso-2,6-diaminoheptanedioate + 1,6-Anhydro-N-acetylmuramate N-Acetyl-D-glucosamine(anhydrous)N-Acetylmuramyl-tripeptide + Water > N-Acetyl-D-glucosamine + 1,6-Anhydrous-N-Acetylmuramyl-tripeptide 1,6-Anhydrous-N-Acetylmuramyl-tetrapeptide + Water > D-Alanine + 1,6-Anhydrous-N-Acetylmuramyl-tripeptide
SMPDB Pathways:	D-Alanine metabolism PW000768
KEGG Pathways:	D-Alanine metabolism ec00473
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (TMS_3_108) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-0f80-0208039000-322f0eba39c7fcf462f0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0udu-1749122000-c41aa0dd8729a7ce49a7 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0f7c-2917000000-0769f9d2c4fd7e029044 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-06sm-1001094000-83e2aee41361fffcf292 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0uei-2234239000-13b71c9007b68f592662 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0zg0-9853200000-8a089f632a437f9af6e2 View in MoNA MS Mass Spectrum (Electron Ionization) Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID Not Available HMDB ID Not Available Pubchem Compound ID 46173119 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID CPD0-2284 EcoCyc ID CPD0-2284

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