MiMeDB: Showing metabocard for 6-Acetyl-D-glucose (MMDBc0031588)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:40:28 UTC

Update Date

2022-08-31 18:22:00 UTC

Metabolite ID

MMDBc0031588

Metabolite Identification

Common Name

6-Acetyl-D-glucose

Description

6-Acetyl-D-glucose is an acetylated form of glucose. It is a substrate of 6-acetylglucose deacetylase (EC 3.1.1.33) and Maltose O-acetyltransferase (EC 2.3.1.79)

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07091216302D          
 
 15 15  0  0  1  0            999 V2000
   11.1860   -8.2682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.1860   -9.0932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9046   -7.8537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4789   -7.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9046   -9.5114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4789   -9.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6270   -8.2682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8439   -8.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6270   -9.0932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9046  -10.3365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3418   -7.8537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1291   -7.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3418   -9.5114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4556   -8.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1330   -7.1879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  7 11  1  1  0  0  0
  8 12  1  0  0  0  0
  9 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 15  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031588

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O7/c1-3(9)14-2-4-5(10)6(11)7(12)8(13)15-4/h4-8,10-13H,2H2,1H3/t4-,5-,6+,7-,8-/m1/s1

> <INCHI_KEY>
ILLOJQCWUBEHBA-JAJWTYFOSA-N

> <FORMULA>
C8H14O7

> <MOLECULAR_WEIGHT>
222.1926

> <EXACT_MASS>
222.073952802

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.155813384138696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl acetate

> <ALOGPS_LOGP>
-1.99

> <JCHEM_LOGP>
-2.4914138076666665

> <ALOGPS_LOGS>
0.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.692124801235117

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.298285667359973

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64907625178777

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
45.0749

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.72e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-O-acetyl β-D-glucose

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-12         0                                  
HETATM    1  C   UNK     0      20.880 -15.434   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.880 -16.974   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      22.222 -14.660   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      19.561 -14.660   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.222 -17.755   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      19.561 -17.755   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      23.570 -15.434   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.375 -15.661   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      23.570 -16.974   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      22.222 -19.295   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      24.905 -14.660   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      17.041 -14.880   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      24.905 -17.755   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      15.784 -15.570   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.048 -13.417   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    4   12                                                       
CONECT    9    5   13    7                                                  
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    8   14   15                                                  
CONECT   13    9                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

Synonyms

Value	Source
6-Monoacetate-beta-D-glucose	ChEBI
6-O-Acetyl beta-D-glucose	ChEBI
beta-D-Glucose 6-monoacetate	ChEBI
beta-D-Glucose-6-monoacetate	ChEBI
O(6)-Acetyl-beta-D-glucopyranose	ChEBI
6-Monoacetate-b-D-glucose	Generator
6-Monoacetate-β-D-glucose	Generator
6-Monoacetic acid-b-D-glucose	Generator
6-Monoacetic acid-beta-D-glucose	Generator
6-Monoacetic acid-β-D-glucose	Generator
6-O-Acetyl b-D-glucose	Generator
6-O-Acetyl β-D-glucose	Generator
b-D-Glucose 6-monoacetate	Generator
b-D-Glucose 6-monoacetic acid	Generator
beta-D-Glucose 6-monoacetic acid	Generator
Β-D-glucose 6-monoacetate	Generator
Β-D-glucose 6-monoacetic acid	Generator
b-D-Glucose-6-monoacetate	Generator
b-D-Glucose-6-monoacetic acid	Generator
beta-D-Glucose-6-monoacetic acid	Generator
Β-D-glucose-6-monoacetate	Generator
Β-D-glucose-6-monoacetic acid	Generator
O(6)-Acetyl-b-D-glucopyranose	Generator
O(6)-Acetyl-β-D-glucopyranose	Generator
6-O-Acetyl-b-D-glucose	Generator
6-O-Acetyl-β-D-glucose	Generator

Molecular Formula

C₈H₁₄O₇

Average Mass

222.1926

Monoisotopic Mass

222.073952802

IUPAC Name

[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl acetate

Traditional Name

6-O-acetyl β-D-glucose

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C8H14O7/c1-3(9)14-2-4-5(10)6(11)7(12)8(13)15-4/h4-8,10-13H,2H2,1H3/t4-,5-,6+,7-,8-/m1/s1

InChI Key

ILLOJQCWUBEHBA-JAJWTYFOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Oxane
Monosaccharide
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

6-O-acetyl-D-glucose (CHEBI:62111 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	372 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.5	ChemAxon
logS	0.22	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.07 m³·mol⁻¹	ChemAxon
Polarizability	20.16 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_4_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-074i-2790000000-5c4756f024450b662efb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-3930000000-c3500964d444864b8cde	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ly6-9400000000-bfc50824bbc2d13fbf92	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ab9-9540000000-ff021904c7dacc04432e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9200000000-17e93a081696989684e5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-18abe3e923b449b3205f	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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

Not Available

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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

C02655

BioCyc ID

CPD-522

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439780

PDB ID

Not Available

ChEBI ID

62111

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for 6-Acetyl-D-glucose (MMDBc0031588)

MOL for #<Metabolite:0x00007fdb446730c8>

3D MOL for #<Metabolite:0x00007fdb446730c8>

3D SDF for #<Metabolite:0x00007fdb446730c8>

3D-SDF for #<Metabolite:0x00007fdb446730c8>

PDB for #<Metabolite:0x00007fdb446730c8>

3D PDB for #<Metabolite:0x00007fdb446730c8>

SMILES for #<Metabolite:0x00007fdb446730c8>

INCHI for #<Metabolite:0x00007fdb446730c8>

Structure for #<Metabolite:0x00007fdb446730c8>

3D Structure for #<Metabolite:0x00007fdb446730c8>