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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:25:50 UTC

Update Date

2021-09-24 06:25:50 UTC

HMDB ID

HMDB0304012

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,6-anhydro-N-acetyl-beta-muramate

Description

1,6-anhydro-n-acetyl-beta-muramate is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. 1,6-anhydro-n-acetyl-beta-muramate is soluble (in water) and a weakly acidic compound (based on its pKa). 1,6-anhydro-n-acetyl-beta-muramate can be found in a number of food items such as lovage, french plantain, ceylon cinnamon, and garden cress, which makes 1,6-anhydro-n-acetyl-beta-muramate a potential biomarker for the consumption of these food products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304012
     RDKit          3D
1,6-anhydro-N-acetyl-beta-muramate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.4409    3.0470    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868    2.6682   -0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2271    3.6579   -1.7204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9332    1.4445   -1.0271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    0.4586    0.0022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2767   -0.1853    0.2042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5122   -0.4995    1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753   -1.8924    1.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -2.2301    0.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2506   -1.3706   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -1.7555    0.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6545   -2.8141    0.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.6423   -0.2741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3712   -0.1029    0.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.0939   -1.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4962   -0.9005   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    1.2878   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    1.5384   -2.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    2.3185   -0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155    2.3282    1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    4.0491    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    3.0283    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.8827    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5097   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -2.2287    2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -2.3585    1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -3.2793    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241   -1.3128    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681   -3.2672   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294   -0.9743   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649   -0.5205   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -0.4225   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.9225   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -0.8560    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    2.4106    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  1
  6 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  6
 11 28  1  1
 12 29  1  0
 13 30  1  6
 15 31  1  6
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
M  CHG  1   3  -1
M  END

  Mrv0541 10101207522D          

 19 20  0  0  1  0            999 V2000
    3.7775   -1.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643   -2.0748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7761   -2.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6011   -2.7905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3629   -3.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5393   -2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9893   -0.5417    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5165    0.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3311   -1.7064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630   -2.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6803   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5828   -3.1130    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  1  0  0  0
 12 15  1  1  0  0  0
  9 15  1  6  0  0  0
  8 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 17 19  1  0  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
HMDB0304012

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1

> <INCHI_KEY>
ZFEGYUMHFZOYIY-YVNCZSHWSA-M

> <FORMULA>
C11H16NO7

> <MOLECULAR_WEIGHT>
274.2472

> <EXACT_MASS>
274.092676871

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.256978847737077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
-0.5493926580000006

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.3776128437247905

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.53647710854351

> <JCHEM_PKA_STRONGEST_BASIC>
1.3590141611582802

> <JCHEM_POLAR_SURFACE_AREA>
120.64000000000001

> <JCHEM_REFRACTIVITY>
69.9163

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.59e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304012
     RDKit          3D
1,6-anhydro-N-acetyl-beta-muramate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.4409    3.0470    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868    2.6682   -0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2271    3.6579   -1.7204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9332    1.4445   -1.0271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    0.4586    0.0022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2767   -0.1853    0.2042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5122   -0.4995    1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753   -1.8924    1.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -2.2301    0.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2506   -1.3706   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -1.7555    0.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6545   -2.8141    0.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.6423   -0.2741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3712   -0.1029    0.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.0939   -1.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4962   -0.9005   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    1.2878   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    1.5384   -2.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    2.3185   -0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155    2.3282    1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    4.0491    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    3.0283    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.8827    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5097   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -2.2287    2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -2.3585    1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -3.2793    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241   -1.3128    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681   -3.2672   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294   -0.9743   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649   -0.5205   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -0.4225   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.9225   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -0.8560    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    2.4106    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  1
  6 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  6
 11 28  1  1
 12 29  1  0
 13 30  1  6
 15 31  1  6
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
M  CHG  1   3  -1
M  END

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0       7.051  -2.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.280  -3.873   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.049  -5.207   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.589  -5.209   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.277  -6.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.740  -3.871   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.008  -1.737   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.223  -3.066   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.713  -1.011   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.698   0.173   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.933  -0.219   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       2.485  -3.185   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.478  -4.362   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.003  -4.573   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.955  -5.811   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   16                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13                                                            
CONECT   15   12    9                                                       
CONECT   16    8   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0304012
HETATM    1  C1  UNL     1      -1.441   3.047   0.681  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.187   2.668  -0.727  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.227   3.658  -1.720  1.00  0.00           O1-
HETATM    4  N1  UNL     1      -0.933   1.444  -1.027  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.898   0.459   0.002  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.277  -0.185   0.204  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.512  -0.500   1.516  1.00  0.00           O  
HETATM    8  C5  UNL     1      -2.475  -1.892   1.636  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.621  -2.230   0.405  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.251  -1.371  -0.527  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.236  -1.755   0.690  1.00  0.00           C  
HETATM   12  O4  UNL     1       0.655  -2.814   0.627  1.00  0.00           O  
HETATM   13  C8  UNL     1       0.119  -0.642  -0.274  1.00  0.00           C  
HETATM   14  O5  UNL     1       1.371  -0.103   0.002  1.00  0.00           O  
HETATM   15  C9  UNL     1       2.218  -0.094  -1.074  1.00  0.00           C  
HETATM   16  C10 UNL     1       3.496  -0.901  -0.799  1.00  0.00           C  
HETATM   17  C11 UNL     1       2.659   1.288  -1.341  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.440   1.538  -2.282  1.00  0.00           O  
HETATM   19  O7  UNL     1       2.208   2.319  -0.549  1.00  0.00           O  
HETATM   20  H1  UNL     1      -2.116   2.328   1.201  1.00  0.00           H  
HETATM   21  H2  UNL     1      -1.900   4.049   0.731  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.462   3.028   1.228  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.623   0.883   1.003  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.073   0.510  -0.131  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.924  -2.229   2.530  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.467  -2.359   1.521  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.701  -3.279   0.126  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.124  -1.313   1.717  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.668  -3.267  -0.244  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.029  -0.974  -1.336  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.765  -0.520  -1.995  1.00  0.00           H  
HETATM   32  H13 UNL     1       4.376  -0.423  -1.293  1.00  0.00           H  
HETATM   33  H14 UNL     1       3.424  -1.922  -1.215  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.664  -0.856   0.275  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.355   2.411   0.437  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4    4
CONECT    4    5
CONECT    5    6   13   23
CONECT    6    7   10   24
CONECT    7    8
CONECT    8    9   25   26
CONECT    9   10   11   27
CONECT   11   12   13   28
CONECT   12   29
CONECT   13   14   30
CONECT   14   15
CONECT   15   16   17   31
CONECT   16   32   33   34
CONECT   17   18   18   19
CONECT   19   35
END

HMDB0304012
     RDKit          3D
1,6-anhydro-N-acetyl-beta-muramate
 35 36  0  0  0  0  0  0  0  0999 V2000
   -1.4409    3.0470    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1868    2.6682   -0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2271    3.6579   -1.7204 O   0  0  0  0  0  1  0  0  0  0  0  0
   -0.9332    1.4445   -1.0271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    0.4586    0.0022 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2767   -0.1853    0.2042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5122   -0.4995    1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4753   -1.8924    1.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6212   -2.2301    0.4046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2506   -1.3706   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2357   -1.7555    0.6904 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6545   -2.8141    0.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1186   -0.6423   -0.2741 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3712   -0.1029    0.0020 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2181   -0.0939   -1.0737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4962   -0.9005   -0.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6587    1.2878   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401    1.5384   -2.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2081    2.3185   -0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1155    2.3282    1.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9004    4.0491    0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4624    3.0283    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.8827    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    0.5097   -0.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -2.2287    2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4667   -2.3585    1.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -3.2793    0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1241   -1.3128    1.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6681   -3.2672   -0.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0294   -0.9743   -1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7649   -0.5205   -1.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761   -0.4225   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4242   -1.9225   -1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6640   -0.8560    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    2.4106    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 17 19  1  0
 13  5  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  1
  6 24  1  6
  8 25  1  0
  8 26  1  0
  9 27  1  6
 11 28  1  1
 12 29  1  0
 13 30  1  6
 15 31  1  6
 16 32  1  0
 16 33  1  0
 16 34  1  0
 19 35  1  0
M  CHG  1   3  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,6-Anhydro-N-acetyl-b-muramate	Generator
1,6-Anhydro-N-acetyl-b-muramic acid	Generator
1,6-Anhydro-N-acetyl-beta-muramic acid	Generator
1,6-Anhydro-N-acetyl-β-muramate	Generator
1,6-Anhydro-N-acetyl-β-muramic acid	Generator

Chemical Formula

C₁₁H₁₆NO₇

Average Molecular Weight

274.2472

Monoisotopic Molecular Weight

274.092676871

IUPAC Name

N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate

Traditional Name

N-[(1R,2S,3R,4R,5R)-3-[(1R)-1-carboxyethoxy]-2-hydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl]ethanecarboximidate

CAS Registry Number

Not Available

SMILES

C[C@@H](O[C@H]1[C@H](O)[C@H]2CO[C@H](O2)[C@@H]1N=C(C)[O-])C(O)=O

InChI Identifier

InChI=1S/C11H17NO7/c1-4(10(15)16)18-9-7(12-5(2)13)11-17-3-6(19-11)8(9)14/h4,6-9,11,14H,3H2,1-2H3,(H,12,13)(H,15,16)/p-1/t4-,6-,7-,8-,9-,11-/m1/s1

InChI Key

ZFEGYUMHFZOYIY-YVNCZSHWSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Monosaccharide
Oxane
Meta-dioxolane
Acetamide
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organic oxygen compound
Carbonyl group
Alcohol
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic anion
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

carbohydrate acid derivative anion (CHEBI:58690 )
monocarboxylic acid anion (CHEBI:58690 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.68	ALOGPS
logP	-0.55	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	1.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.64 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.92 m³·mol⁻¹	ChemAxon
Polarizability	25.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	161.744	32859911
AllCCS	[M+H-H2O]+	158.332	32859911
AllCCS	[M+Na]+	165.817	32859911
AllCCS	[M+NH4]+	164.908	32859911
AllCCS	[M-H]-	159.652	32859911
AllCCS	[M+Na-2H]-	159.499	32859911
AllCCS	[M+HCOO]-	159.441	32859911
DeepCCS	[M+H]+	165.029	30932474
DeepCCS	[M-H]-	162.633	30932474
DeepCCS	[M-2H]-	196.357	30932474
DeepCCS	[M+Na]+	171.009	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-anhydro-N-acetyl-beta-muramate 10V, Negative-QTOF	splash10-0ab9-0090000000-1e65084a62935b7e46bc	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-anhydro-N-acetyl-beta-muramate 20V, Negative-QTOF	splash10-0zmi-3590000000-eed910643835c85b623c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,6-anhydro-N-acetyl-beta-muramate 40V, Negative-QTOF	splash10-05i1-8900000000-467d3aaf3f79c5bbd13a	2019-02-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030195

KNApSAcK ID

Not Available

Chemspider ID

4883322

KEGG Compound ID

Not Available

BioCyc ID

CPD0-882

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

58690

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 1,6-anhydro-N-acetyl-beta-muramate (HMDB0304012)

MOL for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

3D MOL for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

3D SDF for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

3D-SDF for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

PDB for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

3D PDB for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

SMILES for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

INCHI for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

Structure for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

3D Structure for HMDB0304012 (1,6-anhydro-N-acetyl-beta-muramate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

NMR Spectra