NP-MRD: Showing NP-Card for 1,6-anhydro-N-acetyl-β-muramate (NP0339537)

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Record Information

Version

2.0

Created at

2024-09-11 22:19:47 UTC

Updated at

2024-09-11 22:19:47 UTC

NP-MRD ID

NP0339537

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,6-anhydro-N-acetyl-β-muramate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  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>
NP0339537

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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 Mass

274.2472 Da

Monoisotopic Mass

274.09268 Da

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

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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 )

Physical Properties

State

Not Available

Experimental 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

Predicted 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030195

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD0-882

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6323212

PDB ID

Not Available

ChEBI ID

58690

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 1,6-anhydro-N-acetyl-β-muramate (NP0339537)

MOL for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

3D MOL for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

3D SDF for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

3D-SDF for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

PDB for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

3D PDB for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

SMILES for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

INCHI for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

Structure for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)

3D Structure for NP0339537 (1,6-anhydro-N-acetyl-β-muramate)