MiMeDB: Showing metabocard for 2,4-diacetamido-2,4,6-trideoxy-alpha-D-mannopyranose (MMDBc0054196)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 22:58:26 UTC

Update Date

2022-09-01 02:27:46 UTC

Metabolite ID

MMDBc0054196

Metabolite Identification

Common Name

2,4-diacetamido-2,4,6-trideoxy-alpha-D-mannopyranose

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533007211515392D          
 
 17 17  0  0  1  0            999 V2000
   10.0016   -9.5574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1991   -9.9997    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1991  -10.8247    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4830   -9.5911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4830  -11.2408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2040  -11.3571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7781   -9.9997    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7781  -10.8247    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4830  -12.0545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8704  -11.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0733   -9.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0695  -11.2258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8815  -12.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5753  -11.3609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3288  -10.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5892  -11.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3362   -9.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  1  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  6 10  1  0  0  0  0
  7 11  1  1  0  0  0
  8 12  1  6  0  0  0
 10 13  1  0  0  0  0
 10 14  2  0  0  0  0
  7  8  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054196

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@H]1O[C@H](O)[C@@H](NC(C)=O)[C@@H](O)[C@@H]1NC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O5/c1-4-7(11-5(2)13)9(15)8(10(16)17-4)12-6(3)14/h4,7-10,15-16H,1-3H3,(H,11,13)(H,12,14)/t4-,7-,8+,9+,10+/m1/s1

> <INCHI_KEY>
NRXWTRNYICXMBF-UBUKNDCTSA-N

> <FORMULA>
C10H18N2O5

> <MOLECULAR_WEIGHT>
246.263

> <EXACT_MASS>
246.121571688

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.45707760198842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3S,4S,5S,6R)-5-acetamido-2,4-dihydroxy-6-methyloxan-3-yl]acetamide

> <ALOGPS_LOGP>
-1.51

> <JCHEM_LOGP>
-2.4616996386666656

> <ALOGPS_LOGS>
-0.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.047178591415491

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.657056589302679

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1403605609536114

> <JCHEM_POLAR_SURFACE_AREA>
107.88999999999999

> <JCHEM_REFRACTIVITY>
56.5823

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3S,4S,5S,6R)-5-acetamido-2,4-dihydroxy-6-methyloxan-3-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  O   UNK     0      18.670 -17.840   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      17.172 -18.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.172 -20.206   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.835 -17.903   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      15.835 -20.983   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      19.048 -21.200   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      14.519 -18.666   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.519 -20.206   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.835 -22.502   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      20.291 -22.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.203 -17.903   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      13.196 -20.955   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      20.312 -23.658   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      21.607 -21.207   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.814 -20.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.433 -20.921   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.828 -18.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2    7                                                       
CONECT    5    3    8    9                                                  
CONECT    6    3   10                                                       
CONECT    7    4   11    8                                                  
CONECT    8    5   12    7                                                  
CONECT    9    5                                                            
CONECT   10    6   13   14                                                  
CONECT   11    7                                                            
CONECT   12    8   15                                                       
CONECT   13   10                                                            
CONECT   14   10                                                            
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

Synonyms

Value	Source
2,4-Diacetamido-2,4,6-trideoxy-alpha-D-mannose	ChEBI
2,4-Diacetamido-2,4,6-trideoxy-a-D-mannose	Generator
2,4-Diacetamido-2,4,6-trideoxy-α-D-mannose	Generator
2,4-Diacetamido-2,4,6-trideoxy-a-D-mannopyranose	Generator
2,4-Diacetamido-2,4,6-trideoxy-α-D-mannopyranose	Generator

Molecular Formula

C₁₀H₁₈N₂O₅

Average Mass

246.263

Monoisotopic Mass

246.121571688

IUPAC Name

N-[(2S,3S,4S,5S,6R)-5-acetamido-2,4-dihydroxy-6-methyloxan-3-yl]acetamide

Traditional Name

N-[(2S,3S,4S,5S,6R)-5-acetamido-2,4-dihydroxy-6-methyloxan-3-yl]acetamide

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](O)[C@@H](NC(C)=O)[C@@H](O)[C@@H]1NC(C)=O

InChI Identifier

InChI=1S/C10H18N2O5/c1-4-7(11-5(2)13)9(15)8(10(16)17-4)12-6(3)14/h4,7-10,15-16H,1-3H3,(H,11,13)(H,12,14)/t4-,7-,8+,9+,10+/m1/s1

InChI Key

NRXWTRNYICXMBF-UBUKNDCTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexoses

Alternative Parents

Substituents

Hexose monosaccharide
Oxane
Acetamide
Carboxamide group
Hemiacetal
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

amino sugar (CHEBI:68645 )
trideoxyhexose derivative (CHEBI:68645 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	69 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-2.5	ChemAxon
logS	-0.55	ALOGPS
pKa (Strongest Acidic)	11.66	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.89 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.58 m³·mol⁻¹	ChemAxon
Polarizability	24.46 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052b-0190000000-0dc0c49263c99c14a3e2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btj-1890000000-7fc68a1b240b0254e815	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01p7-7900000000-cbfac38b5e6d840d25fb	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-054a46d090da8372a435	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zg0-3950000000-1612afe3262821334b53	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0ab9-9400000000-63b235ab08b3fa53a23e	2019-02-23	View Spectrum

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Proteobacteria	2	Human ; Human feces

Exposure Sources

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

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C20424

BioCyc ID

CPD-13165

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52940203

PDB ID

Not Available

ChEBI ID

68645

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2,4-diacetamido-2,4,6-trideoxy-alpha-D-mannopyranose (MMDBc0054196)

MOL for #<Metabolite:0x00007fdb39557690>

3D MOL for #<Metabolite:0x00007fdb39557690>

3D SDF for #<Metabolite:0x00007fdb39557690>

3D-SDF for #<Metabolite:0x00007fdb39557690>

PDB for #<Metabolite:0x00007fdb39557690>

3D PDB for #<Metabolite:0x00007fdb39557690>

SMILES for #<Metabolite:0x00007fdb39557690>

INCHI for #<Metabolite:0x00007fdb39557690>

Structure for #<Metabolite:0x00007fdb39557690>

3D Structure for #<Metabolite:0x00007fdb39557690>