MiMeDB: Showing metabocard for Methyl beta-D-glucopyranoside (MMDBc0000819)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 22:03:44 UTC

Update Date

2024-04-30 19:33:46 UTC

Metabolite ID

MMDBc0000819

Metabolite Identification

Common Name

Methyl beta-D-glucopyranoside

Description

Methyl beta-D-glucopyranoside is found in cereals and cereal products. Methyl beta-D-glucopyranoside is present in Medicago sativa (alfalfa

Structure

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


  Mrv1652307191923592D          

 13 13  0  0  0  0            999 V2000
 9984.9675 9984.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9982.1098 9984.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9676 9983.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9983.5393 9982.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9982.1101 9983.0302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2533 9984.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9984.2533 9983.4423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9983.5388 9983.0298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9982.8244 9983.4423    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9982.8243 9984.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9983.5388 9984.6799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9674 9985.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9981.3964 9984.2692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 11  1  0  0  0  0
 10 11  1  0  0  0  0
  6  1  1  1  0  0  0
 10  2  1  1  0  0  0
  9  5  1  6  0  0  0
  8  4  1  1  0  0  0
  7  3  1  6  0  0  0
  1 12  1  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000819

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/m1/s1

> <INCHI_KEY>
HOVAGTYPODGVJG-XUUWZHRGSA-N

> <FORMULA>
C7H14O6

> <MOLECULAR_WEIGHT>
194.1825

> <EXACT_MASS>
194.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.29565252029707

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-2.2894127143333334

> <ALOGPS_LOGS>
0.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200415670112982

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21139322915757

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083281156967

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
40.67459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.62e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl β-d-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  O   UNK     0    8638.6068638.069   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0    8633.2728638.071   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8638.6068634.989   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8635.9408633.450   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8633.2728634.990   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8637.2738637.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8637.2738635.759   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8635.9398634.989   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8634.6068635.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8634.6058637.299   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8635.9398638.069   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8638.6068639.609   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8631.9408637.303   0.000  0.00  0.00           O+0
CONECT    1    6   12                                                       
CONECT    2   10   13                                                       
CONECT    3    7                                                            
CONECT    4    8                                                            
CONECT    5    9                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8    3                                                  
CONECT    8    7    9    4                                                  
CONECT    9    8   10    5                                                  
CONECT   10    9   11    2                                                  
CONECT   11    6   10                                                       
CONECT   12    1                                                            
CONECT   13    2                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0029965
HETATM    1  C1  UNL     1       3.008   1.619  -0.675  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.520   0.621   0.165  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.179   0.338  -0.077  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.376   0.627   1.019  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.943   0.534   0.608  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.909   1.176   1.561  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.887   0.631   2.823  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.248  -0.900   0.324  1.00  0.00           C  
HETATM    9  O4  UNL     1      -2.584  -1.186   0.200  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.453  -1.283  -0.924  1.00  0.00           C  
HETATM   11  O5  UNL     1      -0.718  -2.589  -1.311  1.00  0.00           O  
HETATM   12  C7  UNL     1       1.005  -1.077  -0.573  1.00  0.00           C  
HETATM   13  O6  UNL     1       1.805  -1.203  -1.717  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.465   2.579  -0.565  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.052   1.830  -0.318  1.00  0.00           H  
HETATM   16  H3  UNL     1       3.106   1.278  -1.715  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.855   1.010  -0.903  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.015   1.097  -0.357  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.922   1.087   1.102  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.696   2.257   1.619  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.297   1.302   3.443  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.848  -1.511   1.163  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.054  -0.720  -0.511  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.724  -0.545  -1.698  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.899  -3.191  -0.571  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.301  -1.823   0.177  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.525  -1.961  -2.290  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4   12   17
CONECT    4    5
CONECT    5    6    8   18
CONECT    6    7   19   20
CONECT    7   21
CONECT    8    9   10   22
CONECT    9   23
CONECT   10   11   12   24
CONECT   11   25
CONECT   12   13   26
CONECT   13   27
END

Synonyms

Value	Source
1-O-Methyl-beta-D-glucopyranoside	ChEBI
beta-D-Methylglucopyranoside	ChEBI
Beta-Methyl-D-glucoside	ChEBI
beta-Methylglucoside	ChEBI
Methyl beta-D-glucoside	ChEBI
Methyl hexopyranoside	ChEBI
1-O-Methyl-b-D-glucopyranoside	Generator
1-O-Methyl-β-D-glucopyranoside	Generator
b-D-Methylglucopyranoside	Generator
Β-D-methylglucopyranoside	Generator
b-Methyl-D-glucoside	Generator
Β-methyl-D-glucoside	Generator
b-Methylglucoside	Generator
Β-methylglucoside	Generator
Methyl b-D-glucoside	Generator
Methyl β-D-glucoside	Generator
Methyl b-D-glucopyranoside	Generator
Methyl β-D-glucopyranoside	Generator
Methyl D-glucopyranoside	HMDB
Methyl D-glucoside	HMDB
Methylglucoside	HMDB
Methylglucoside, (beta-D)-isomer	HMDB
1-O-Methylglucose	HMDB
D-Glucoside, methyl	HMDB
Methyl glucose	HMDB
Methyl-D-glucoside	HMDB

Molecular Formula

C₇H₁₄O₆

Average Mass

194.1825

Monoisotopic Mass

194.07903818

IUPAC Name

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol

Traditional Name

methyl β-d-glucoside

CAS Registry Number

Not Available

SMILES

CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6-,7-/m1/s1

InChI Key

HOVAGTYPODGVJG-XUUWZHRGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:320055 )
methyl D-glucoside (CHEBI:320055 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	862 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-2.3	ChemAxon
logS	0.65	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.67 m³·mol⁻¹	ChemAxon
Polarizability	18.3 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 (Non-derivatized) - 70eV, Positive	splash10-0kdi-8900000000-92619c7d67bf338cb44a	2017-08-28	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-80684999a3f416746a4d	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-3900000000-1032edc90a7c53a1f1df	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btd-9200000000-f1822159831fae8d9a02	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2900000000-28d99d64c5ca71550794	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01xx-5900000000-2f963b33d61cd4e807bc	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9100000000-5d4f1d49bbc77216c482	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-832a76b602cb722f8148	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9800000000-6ad6676136d15c5d0db0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-4ecabaa42d0707be8665	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-f1e4c433e9e94d186495	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9700000000-cea53a2907aeaf04b07f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bvm-9000000000-eb5f8214b1db77860e5d	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-30	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

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
MMDBp0193626	Mannose-binding protein C	Unknown	P11226	Homo sapiens

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	Bacteroidetes	1	Human stool; Human ; Human gastric fluid; Human urine; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Firmicutes	2	Human stool; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0029965

DrugBank ID

DB01642

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

392933

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

445238

PDB ID

Not Available

ChEBI ID

320055

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Methyl beta-D-glucopyranoside (MMDBc0000819)

MOL for #<Metabolite:0x00007fd100008c90>

3D MOL for #<Metabolite:0x00007fd100008c90>

3D SDF for #<Metabolite:0x00007fd100008c90>

3D-SDF for #<Metabolite:0x00007fd100008c90>

PDB for #<Metabolite:0x00007fd100008c90>

3D PDB for #<Metabolite:0x00007fd100008c90>

SMILES for #<Metabolite:0x00007fd100008c90>

INCHI for #<Metabolite:0x00007fd100008c90>

Structure for #<Metabolite:0x00007fd100008c90>

3D Structure for #<Metabolite:0x00007fd100008c90>