MiMeDB: Showing metabocard for N-Acetylmuramate 6-phosphate (MMDBc0030163)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:56:25 UTC

Update Date

2022-08-31 17:40:18 UTC

Metabolite ID

MMDBc0030163

Metabolite Identification

Common Name

N-Acetylmuramate 6-phosphate

Description

MurNAC-6-P is a member of the chemical class known as Sugar Acids and Derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group. It is a substrate for N-acetylmuramate-6-phosphate etherase. This enzyme catalyzes the cleavage of the D-lactyl ether of MurNAC-6-P to produce GlcNAC-6-P and D lactate. It is required for growth on MurNAC and plays a role in cell wall biogenesis and peptidoglycan recylcing.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05301214522D          

 30 30  0  0  0  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.6817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  4  0  0  0
  6  3  1  1  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  5  2  0  0  0  0
  7 12  1  6  0  0  0
 13  5  1  0  0  0  0
  8 14  1  6  0  0  0
 15 10  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 21  3  1  0  0  0  0
 22  4  1  0  0  0  0
  9 22  1  1  0  0  0
 23  6  1  0  0  0  0
 23 11  1  0  0  0  0
 24 18  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25  4  1  0  0  0  0
  6 26  1  6  0  0  0
  7 27  1  1  0  0  0
  8 28  1  1  0  0  0
  9 29  1  6  0  0  0
 30 11  1  0  0  0  0
M  CHG  4  12   1  13  -1  16  -1  21   1
M  RAD  1  21   2
M  END


  Mrv0541 05301214522D          

 30 30  0  0  0  0            999 V2000
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    1.6002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.1433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    0.6817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  4  0  0  0
  6  3  1  1  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  5  2  0  0  0  0
  7 12  1  6  0  0  0
 13  5  1  0  0  0  0
  8 14  1  6  0  0  0
 15 10  2  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 21  3  1  0  0  0  0
 22  4  1  0  0  0  0
  9 22  1  1  0  0  0
 23  6  1  0  0  0  0
 23 11  1  0  0  0  0
 24 18  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  2  0  0  0  0
 24 21  1  0  0  0  0
 25  4  1  0  0  0  0
  6 26  1  6  0  0  0
  7 27  1  1  0  0  0
  8 28  1  1  0  0  0
  9 29  1  6  0  0  0
 30 11  1  0  0  0  0
M  CHG  4  12   1  13  -1  16  -1  21   1
M  RAD  1  21   2
M  END
> <DATABASE_ID>
MMDBc0030163

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(C[O+]P(O)(O)=O)OC([H])(O)[C@]1([H])[NH+]=C(C)[O-])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/q+1/p-1/t4?,6-,7-,8-,9-,11?/m1/s1

> <INCHI_KEY>
METUMBUEJVSNMZ-NFSFVEDMSA-M

> <FORMULA>
C11H19NO11P

> <MOLECULAR_WEIGHT>
372.2424

> <EXACT_MASS>
372.069571967

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.490170476487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)azaniumyl]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate

> <ALOGPS_LOGP>
0.77

> <JCHEM_LOGP>
-5.479847751511771

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.8076893716092934

> <JCHEM_PKA_STRONGEST_ACIDIC>
-7.6702756329133175

> <JCHEM_PKA_STRONGEST_BASIC>
1.4626482453614225

> <JCHEM_POLAR_SURFACE_AREA>
202.83999999999997

> <JCHEM_REFRACTIVITY>
106.35130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.93e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)ammonio]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-MAY-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAY-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+1
HETATM   13  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+1
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   25  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6   21                                                       
CONECT    4    1   10   22   25                                             
CONECT    5    2   12   13                                                  
CONECT    6    3    8   23   26                                             
CONECT    7    9   11   12   27                                             
CONECT    8    6    9   14   28                                             
CONECT    9    7    8   22   29                                             
CONECT   10    4   15   16                                                  
CONECT   11    7   17   23   30                                             
CONECT   12    5    7                                                       
CONECT   13    5                                                            
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   24                                                            
CONECT   19   24                                                            
CONECT   20   24                                                            
CONECT   21    3   24                                                       
CONECT   22    4    9                                                       
CONECT   23    6   11                                                       
CONECT   24   18   19   20   21                                             
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    7                                                            
CONECT   28    8                                                            
CONECT   29    9                                                            
CONECT   30   11                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

Synonyms

Value	Source
N-Acetylmuramic acid 6-phosphoric acid	Generator

Molecular Formula

C₁₁H₁₉NO₁₁P

Average Mass

372.2424

Monoisotopic Mass

372.069571967

IUPAC Name

2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)azaniumyl]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate

Traditional Name

2-{[(3R,4R,5S,6R)-2,5-dihydroxy-3-[(1-oxidoethylidene)ammonio]-6-[(phosphono-λ³-oxidanyliumyl)methyl]oxan-4-yl]oxy}propanoate

CAS Registry Number

Not Available

SMILES

[H]C(C)(O[C@@]1([H])[C@]([H])(O)[C@@]([H])(C[O+]P(O)(O)=O)OC([H])(O)[C@]1([H])[NH+]=C(C)[O-])C([O-])=O

InChI Identifier

InChI=1S/C11H20NO11P/c1-4(10(15)16)22-9-7(12-5(2)13)11(17)23-6(8(9)14)3-21-24(18,19)20/h4,6-9,11,14,17H,3H2,1-2H3,(H,12,13)(H,15,16)(H2,18,19,20)/q+1/p-1/t4?,6-,7-,8-,9-,11?/m1/s1

InChI Key

METUMBUEJVSNMZ-NFSFVEDMSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-acyl-alpha-hexosamines

Alternative Parents

Substituents

Muramic_acid
Hexose phosphate
N-acyl-alpha-hexosamine
Monosaccharide phosphate
Monoalkyl phosphate
Sugar acid
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Monosaccharide
Secondary alcohol
Hemiacetal
Carboxylic acid salt
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organic zwitterion
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	9.93 g/L	ALOGPS
logP	0.77	ALOGPS
logP	-5.5	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	-7.7	ChemAxon
pKa (Strongest Basic)	1.46	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	202.84 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.35 m³·mol⁻¹	ChemAxon
Polarizability	31.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ac0-2149000000-35a0f2ff4ed7e829b76a	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ly9-1094000000-3baae3a6a20cb02572f4	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2190000000-d57dead8972f6de7f01e	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-6195000000-84cb7ad0e3a96d54d477	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9214000000-c3b570583127f7df5322	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-9000000000-dee6f327b51e01128f7e	2019-02-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	582.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	479.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	58.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	262.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	335.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	278.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	459.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	908.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	1010.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	161.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	310.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	173.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	26.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	581.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	712.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	70.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	307.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	772.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	635.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_1	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1708.24
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_2	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1994.43
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_3	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1499.03
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_4	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1535.28
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_5	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	2352.14
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_6	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1753.77
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_7	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1522.61
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_8	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1746.73
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_9	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	2332.63
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_10	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1593.66
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_11	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1310.79
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_12	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	2076.11
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_13	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	2179.14
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_14	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	2903.08
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_15	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	2336.65
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_16	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	1887.51
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_17	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1703.8
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_18	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	518.402
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_19	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard non polar	2025-10-24	2092.19
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_20	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	2494.22
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_21	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1794.33
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_22	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	1491.19
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_23	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard non polar	2025-10-24	2195.14
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_1	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1855.14
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_2	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1719.83
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_3	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	2214.32
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_4	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2139.87
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_5	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	2213.03
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_6	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1530.37
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_7	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	1954.95
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_8	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1682.31
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_9	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2194.24
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_10	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	2661.76
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_11	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2186.69
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_12	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1639.82
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_13	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	875.422
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_14	CC([O-])=[NH+][C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	2271.86
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_15	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	1832.98
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_16	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	2469.55
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_17	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2087.78
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_18	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2532.59
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_19	CC([O-])=[NH+][C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-]	standard polar	2025-10-24	1630.27
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_20	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	1381.38
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_21	CC([O-])=[N+]([C@H]1C(O)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2162.54
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_22	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	1587.09
Gas Chromatography	N-Acetylmuramate 6-phosphate_TMS_23	CC([O-])=[N+]([C@H]1C(O[Si](C)(C)C)O[C@H](C[O+]P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1OC(C)C(=O)[O-])[Si](C)(C)C	standard polar	2025-10-24	2025.87

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
1,6-Anhydro-N-acetylmuramic Acid Recycling		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Ochrobactrum anthropi Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Streptomyces griseus subsp. griseus NBRC 13350 Salmonella enterica Haemophilus influenzae Haemophilus influenzae Rd KW20 Saccharopolyspora erythraea NRRL 2338 Streptomyces avermitilis MA-4680 Shewanella denitrificans OS217 Bacillus timonensis 10403023 Clostridium saccharolyticum Haemophilus parainfluenzae T3T1 Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Burkholderia cepacia Pseudomonas fluorescens Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Enterococcus gallinarum Bacillus pumilus Clostridium butyricum Xylella fastidiosa Roseobacter denitrificans Enterococcus casseliflavus Stenotrophomonas maltophilia Actinosynnema mirum Burkholderia vietnamiensis Sodalis glossinidius Enterobacter cancerogenus Bacillus selenitireducens Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Collinsella stercoris Burkholderia ambifaria Shewanella denitrificans Escherichia albertii Agrobacterium tumefaciens Haemophilus parainfluenzae Klebsiella variicola Granulicatella adiacens Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Citrobacter koseri ATCC BAA-895 Cronobacter sakazakii ATCC BAA-894 Dyadobacter fermentans DSM 18053 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Mesorhizobium loti MAFF303099 Methylobacterium populi BJ001 Escherichia coli 042 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas fluorescens Pf0-1 Pseudomonas fluorescens SBW25 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Rhodococcus erythropolis PR4 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Spirosoma linguale DSM 74 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Spirosoma linguale Rhizobium etli Burkholderia cepacia GG4 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Francisella tularensis Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Rhodococcus erythropolis Brevibacterium casei Brevibacterium casei S18 Brevibacterium linens Streptomyces avermitilis Olsenella profusa F0195 Collinsella stercoris DSM 13279 Paenibacillus lactis 154 Granulicatella adiacens ATCC 49175 Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Clostridium butyricum E4 str. BoNT E BL5262 Clostridium celatum DSM 1785 Streptomyces coelicolor A3(2) Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Lachnoclostridium phytofermentans ISDg Alkaliphilus metalliredigens QYMF Amycolatopsis mediterranei U32 Bacillus selenitireducens MLS10 Beutenbergia cavernae DSM 12333 Catenulispora acidiphila DSM 44928 Deinococcus geothermalis DSM 11300 Kribbella flavida DSM 17836 Meiothermus ruber DSM 1279 Oceanobacillus iheyensis HTE831 Thermobaculum terrenum ATCC BAA-798 Rubrobacter xylanophilus DSM 9941 Saccharomonospora viridis DSM 43017 Stackebrandtia nassauensis DSM 44728 Streptomyces scabiei 87.22 Streptomyces violaceusniger Tu 4113 Streptosporangium roseum DSM 43021 Symbiobacterium thermophilum IAM 14863 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus tamarii Aspergillus thermomutatus Aspergillus viridinutans Penicillium brasilianum Penicillium brevicompactum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium griseofulvum Penicillium hordei Penicillium nalgiovense Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Verticillium alfalfae VaMs.102 Fusarium vanettenii Fusarium vanettenii 77-13-4 Klebsiella aerogenes KCTC 2190 Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidobacterium capsulatum ATCC 51196 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Anabaena variabilis ATCC 29413 Mannheimia succiniciproducens MBEL55E Brachyspira hyodysenteriae WA1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Koribacter versatilis Ellin345 Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellvibrio japonicus Ueda107 Chitinophaga pinensis DSM 2588 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Cronobacter turicensis z3032 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Deinococcus deserti VCD115 Dichelobacter nodosus VCS1703A Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Edwardsiella ictaluri 93-146 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Ferrimonas balearica DSM 9799 Francisella tularensis subsp. holarctica LVS Gloeobacter violaceus PCC 7421 Haemophilus parasuis SH0165 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Jannaschia sp. CCS1 Klebsiella pneumoniae 342 Kosmotoga olearia TBF 19.5.1 Leadbetterella byssophila DSM 17132 Leptothrix cholodnii SP-6 Meiothermus silvanus DSM 9946 Methylibium petroleiphilum PM1 Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Microcystis aeruginosa NIES-843 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Xanthomonas axonopodis pv. citri str. 306 Chromobacterium violaceum ATCC 12472 Sodalis glossinidius str. 'morsitans' Elusimicrobium minutum Pei191 Alteromonas macleodii str. 'Deep ecotype' Thermus scotoductus SA-01 Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pedobacter heparinus DSM 2366 Petrotoga mobilis SJ95 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Prochlorococcus marinus subsp. marinus str. CCMP1375 Prochlorococcus marinus str. MIT 9313 Prochlorococcus marinus str. NATL2A Prochlorococcus marinus str. NATL1A Prochlorococcus marinus str. MIT 9303 Prochlorococcus marinus str. MIT 9211 Pseudoalteromonas haloplanktis TAC125 Pseudomonas entomophila L48 Psychromonas ingrahamii 37 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodospirillum centenum SW Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salinibacter ruber DSM 13855 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingomonas wittichii RW1 Synechococcus sp. WH 8102 Synechococcus sp. CC9902 Synechococcus sp. CC9311 Synechococcus sp. WH 7803 Synechococcus sp. RCC307 Synechococcus sp. PCC 7002 Teredinibacter turnerae T7901 Tolumonas auensis DSM 9187 Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Zunongwangia profunda SM-A87 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25
Phosphotransferase system (PTS)		Escherichia coli Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Escherichia coli CFT073 Bacillus subtilis Klebsiella pneumoniae Bacillus cereus Bacillus amyloliquefaciens Streptococcus pneumoniae Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Staphylococcus aureus Clostridium perfringens Clostridium sporogenes Streptococcus pneumoniae TIGR4 Anaerococcus prevotii DSM 20548 Anaerostipes caccae Anaerostipes hadrus Bacillus cereus AH187 (F4810/72) Bacillus halodurans C-125 Clostridium beijerinckii NCIMB 8052 Clostridium botulinum Clostridium perfringens ATCC 13124 Clostridium saccharolyticum Collinsella aerofaciens Enterococcus faecalis Enterococcus hirae ATCC 9790 Lactobacillus paracasei Megamonas hypermegale Ruminococcus torques L2-14 lactobacillus crispatus lactobacillus jensenii Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio vulnificus Fusobacterium ulcerans Streptococcus gordonii Streptococcus oralis Streptococcus sanguinis Streptococcus mutans Streptococcus agalactiae Streptococcus pyogenes Streptococcus dysgalactiae Streptococcus equinus Streptococcus equi Streptococcus uberis Enterococcus gallinarum Lancefieldella rimae Bacillus licheniformis Priestia megaterium Bacillus pumilus Bacillus thuringiensis Clostridium butyricum Lactobacillus delbrueckii Lactobacillus plantarum Lactobacillus gasseri Lactobacillus sakei Lactobacillus amylovorus Lactobacillus salivarius Listeria monocytogenes Staphylococcus lugdunensis Enterococcus avium Lactobacillus johnsonii Enterococcus casseliflavus Eubacterium ventriosum Enterococcus cecorum Streptococcus cristatus Mitsuokella multacida Brachyspira pilosicoli Enterococcus durans Holdemania filiformis Streptococcus peroris Enterobacter cancerogenus Streptococcus constellatus Bacillus clausii Peptacetobacter hiranonis Citrobacter youngae Leuconostoc kimchii Collinsella stercoris Lactobacillus iners Streptococcus lutetiensis Escherichia albertii Lactobacillus ultunensis Streptococcus pseudopneumoniae Streptococcus gallolyticus Clostridium beijerinckii Enterococcus faecium Enterococcus hirae Gemella sanguinis Klebsiella variicola Lactobacillus rhamnosus Lactobacillus ruminis Lactococcus lactis Streptococcus parasanguinis Streptococcus suis Gemella haemolysans Granulicatella adiacens Aeromonas hydrophila subsp. hydrophila ATCC 7966 Atopobium parvulum DSM 20469 Bacillus megaterium QM B1551 Bacillus thuringiensis serovar konkukian str. 97-27 Bacillus licheniformis ATCC 14580 Bacillus clausii KSM-K16 Bacillus amyloliquefaciens FZB42 Bacillus pumilus SAFR-032 Bacillus cereus B4264 Bacillus cereus Q1 Priestia megaterium DSM 319 Bacillus subtilis subsp. spizizenii str. W23 Bacillus amyloliquefaciens DSM 7 Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium botulinum A str. Hall Clostridium botulinum B1 str. Okra Clostridium botulinum A2 str. Kyoto Clostridium botulinum Ba4 str. 657 Clostridium perfringens SM101 Cronobacter sakazakii ATCC BAA-894 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Lactobacillus plantarum WCFS1 Lactobacillus johnsonii NCC 533 Lactobacillus salivarius UCC118 Lactobacillus casei ATCC 334 Lactobacillus amylovorus GRL 1112 Lactococcus lactis subsp. lactis Il1403 Lactococcus lactis subsp. cremoris MG1363 Escherichia coli 042 Edwardsiella tarda FL6-60 Pediococcus pentosaceus ATCC 25745 Proteus mirabilis HI4320 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Staphylococcus aureus subsp. aureus Mu50 Staphylococcus aureus subsp. aureus COL Staphylococcus aureus subsp. aureus MRSA252 Staphylococcus haemolyticus JCSC1435 Staphylococcus aureus subsp. aureus NCTC 8325 Streptococcus agalactiae 2603V/R Streptococcus mutans UA159 Streptococcus agalactiae NEM316 Streptococcus pyogenes MGAS9429 Streptococcus pneumoniae D39 Streptococcus sanguinis SK36 Streptococcus gordonii str. Challis substr. CH1 Streptococcus pneumoniae Hungary19A-6 Streptococcus pyogenes NZ131 Streptococcus uberis 0140J Streptococcus pneumoniae JJA Streptococcus equi subsp. equi 4047 Streptococcus oralis Uo5 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Cetobacterium somerae ATCC BAA-474 Aeromonas caviae Aeromonas media Aeromonas veronii Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Atopobium minutum 10063974 Lancefieldella rimae ATCC 49626 Olsenella profusa F0195 Collinsella intestinalis DSM 13280 Collinsella stercoris DSM 13279 Collinsella tanakaei YIT 12063 Bacillus altitudinis Bacillus infantis NRRL B-14911 Bacillus firmus DS1 Listeria grayi Listeria grayi DSM 20601 Listeria monocytogenes 10403S Exiguobacterium aurantiacum Abiotrophia defectiva Abiotrophia defectiva ATCC 49176 Granulicatella adiacens ATCC 49175 Granulicatella elegans Granulicatella elegans ATCC 700633 Enterococcus asini ATCC 700915 Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Enterococcus cecorum DSM 20682 = ATCC 43198 Enterococcus dispar ATCC 51266 Enterococcus phoeniculicola ATCC BAA-412 Lactobacillus paracasei subsp. paracasei 8700:2 Lactobacillus rhamnosus LMS2-1 Lactobacillus iners DSM 13335 Lactobacillus ultunensis DSM 16047 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus gastricus PS3 Lactobacillus coryniformis subsp. coryniformis CECT 5711 Pediococcus acidilactici DSM 20284 Pediococcus pentosaceus Oenococcus oeni Lactococcus garvieae Streptococcus constellatus subsp. pharyngis SK1060 = CCUG 46377 Streptococcus australis ATCC 700641 Streptococcus equi subsp. zooepidemicus H70 Streptococcus equi subsp. zooepidemicus MGCS10565 Streptococcus equinus ATCC 9812 Streptococcus infantis ATCC 700779 Clostridium butyricum E4 str. BoNT E BL5262 Clostridium celatum DSM 1785 Clostridium sartagoforme AAU1 Eubacterium ventriosum ATCC 27560 Anaerostipes caccae DSM 14662 Clostridium asparagiforme DSM 15981 [Clostridium] bolteae ATCC BAA-613 Clostridium citroniae WAL-17108 [Clostridium] innocuum 2959 Holdemania filiformis DSM 12042 Kandleria vitulina Kandleria vitulina DSM 20405 Solobacterium moorei F0204 Mitsuokella multacida DSM 20544 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Clostridioides difficile 630 Clostridioides difficile NAP08 Streptococcus mitis B6 Streptococcus parasanguinis ATCC 15912 Streptococcus parasanguinis FW213 Streptococcus pasteurianus ATCC 43144 Streptococcus suis GZ1 Exiguobacterium sp. AT1b Geobacillus kaustophilus HTA426 Lactobacillus johnsonii FI9785 Lactobacillus crispatus ST1 Leuconostoc kimchii IMSNU 11154 Listeria innocua Clip11262 Listeria welshimeri serovar 6b str. SLCC5334 Oceanobacillus iheyensis HTE831 Oenococcus oeni PSU-1 Staphylococcus carnosus subsp. carnosus TM300 Streptococcus equi subsp. zooepidemicus Streptococcus suis BM407 Streptococcus gallolyticus UCN34 Symbiobacterium thermophilum IAM 14863 Thermoanaerobacter sp. X514 Thermoanaerobacter italicus Ab9 Thermoanaerobacterium thermosaccharolyticum DSM 571 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Aeromonas salmonicida subsp. salmonicida A449 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Brachyspira hyodysenteriae WA1 Citrobacter rodentium ICC168 Cronobacter turicensis z3032 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Klebsiella pneumoniae 342 Pantoea ananatis LMG 20103 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Salmonella enterica subsp. enterica serovar Paratyphi A str. Sebaldella termitidis ATCC 33386 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Streptobacillus moniliformis DSM 12112 Tolumonas auensis DSM 9187 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25 Hungatella hathewayi DSM 13479

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019281	1,6-Anhydro-N-acetyl-beta-muramate	N-Acetylmuramate 6-phosphate	Anhydro-N-acetylmuramic acid kinase	Phosphorylation	PathBank	31602464
MMDBr0019282	N-Acetylmuramate 6-phosphate	D-Lactic acid	N-acetylmuramic acid 6-phosphate etherase	Bond cleavage	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

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FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for N-Acetylmuramate 6-phosphate (MMDBc0030163)

MOL for #<Metabolite:0x00007f2e511bb698>

3D MOL for #<Metabolite:0x00007f2e511bb698>

3D SDF for #<Metabolite:0x00007f2e511bb698>

3D-SDF for #<Metabolite:0x00007f2e511bb698>

PDB for #<Metabolite:0x00007f2e511bb698>

3D PDB for #<Metabolite:0x00007f2e511bb698>

SMILES for #<Metabolite:0x00007f2e511bb698>

INCHI for #<Metabolite:0x00007f2e511bb698>

Structure for #<Metabolite:0x00007f2e511bb698>

3D Structure for #<Metabolite:0x00007f2e511bb698>