MiMeDB: Showing metabocard for Thiomethylgalactoside (MMDBc0031682)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:44:10 UTC

Update Date

2022-08-31 18:23:06 UTC

Metabolite ID

MMDBc0031682

Metabolite Identification

Common Name

Thiomethylgalactoside

Description

Thiomethylgalactoside belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI

92102
  Mrv0541 07231210412D          

 27 27  0  0  1  0            999 V2000
    2.0930    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8075    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -1.1757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.1138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259    0.3444    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547    0.9139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940   -0.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940    1.9058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5815    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  6  0  0  0
  1 13  1  0  0  0  0
  2  9  1  0  0  0  0
  2 11  1  0  0  0  0
  7  3  1  6  0  0  0
  3 21  1  0  0  0  0
  4  8  1  0  0  0  0
  4 22  1  0  0  0  0
 10  5  1  1  0  0  0
  5 23  1  0  0  0  0
  6 12  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
  8 10  1  0  0  0  0
  8 15  1  0  0  0  0
  9 12  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 12 20  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
M  END

92102
  Mrv0541 07231210412D          

 27 27  0  0  1  0            999 V2000
    2.0930    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5220   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8075    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -1.1757    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    1.1138    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.9240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259    0.3444    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4547    0.9139    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940   -0.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.9058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940    1.9058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5815    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  6  0  0  0
  1 13  1  0  0  0  0
  2  9  1  0  0  0  0
  2 11  1  0  0  0  0
  7  3  1  6  0  0  0
  3 21  1  0  0  0  0
  4  8  1  0  0  0  0
  4 22  1  0  0  0  0
 10  5  1  1  0  0  0
  5 23  1  0  0  0  0
  6 12  1  0  0  0  0
  6 24  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 14  1  0  0  0  0
  8 10  1  0  0  0  0
  8 15  1  0  0  0  0
  9 12  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 12 20  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031682

> <DATABASE_NAME>
MIME

> <SMILES>
[H]OC([H])([H])C1([H])O[C@@]([H])(SC([H])([H])[H])[C@]([H])(O[H])C([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3?,4-,5?,6+,7-/m0/s1

> <INCHI_KEY>
LZFNFLTVAMOOPJ-XMAYFYEJSA-N

> <FORMULA>
C7H14O5S

> <MOLECULAR_WEIGHT>
210.248

> <EXACT_MASS>
210.056194248

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
20.1317942817894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-1.5784215036666664

> <ALOGPS_LOGS>
0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.364463844680941

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.483308441907244

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9797527828482826

> <JCHEM_POLAR_SURFACE_AREA>
90.15

> <JCHEM_REFRACTIVITY>
46.7948

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5R,6S)-2-(hydroxymethyl)-6-(methylsulfanyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 92102                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-12         0                                  
HETATM    1  S   UNK     0       3.907   1.540   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       6.574   1.540   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.242  -1.540   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.574  -3.080   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.907  -1.540   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       9.242   3.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.908  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.574  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.908   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.241   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.907   3.080   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       7.908  -1.725   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       7.708  -2.195   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       7.908   2.079   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.241  -1.725   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       5.241   1.725   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       9.568   0.643   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0      10.182   1.706   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      10.069  -1.063   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.747  -3.557   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.080  -1.063   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      10.069   3.557   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       4.862   3.080   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.907   4.035   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.952   3.080   0.000  0.00  0.00           H+0
CONECT    1   11   13                                                       
CONECT    2    9   11                                                       
CONECT    3    7   21                                                       
CONECT    4    8   22                                                       
CONECT    5   10   23                                                       
CONECT    6   12   24                                                       
CONECT    7    3    8    9   14                                             
CONECT    8    4    7   10   15                                             
CONECT    9    2    7   12   16                                             
CONECT   10    5    8   11   17                                             
CONECT   11    1    2   10   18                                             
CONECT   12    6    9   19   20                                             
CONECT   13    1   25   26   27                                             
CONECT   14    7                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   12                                                            
CONECT   21    3                                                            
CONECT   22    4                                                            
CONECT   23    5                                                            
CONECT   24    6                                                            
CONECT   25   13                                                            
CONECT   26   13                                                            
CONECT   27   13                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

Synonyms

Value	Source
Methyl beta-D-thiogalactoside	MeSH
Methylthiogalactoside	MeSH
Methyl beta-D-thiogalactopyranoside	MeSH
Methyl 1-thio-beta-D-galactopyranoside	MeSH
(3R,5R,6S)-2-(Hydroxymethyl)-6-(methylsulphanyl)oxane-3,4,5-triol	Generator
Thiomethylgalactoside	MeSH

Molecular Formula

C₇H₁₄O₅S

Average Mass

210.248

Monoisotopic Mass

210.056194248

IUPAC Name

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

Traditional Name

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

CAS Registry Number

155-30-6

SMILES

[H]OC([H])([H])C1([H])O[C@@]([H])(SC([H])([H])[H])[C@]([H])(O[H])C([H])(O[H])[C@@]1([H])O[H]

InChI Identifier

InChI=1S/C7H14O5S/c1-13-7-6(11)5(10)4(9)3(2-8)12-7/h3-11H,2H2,1H3/t3?,4-,5?,6+,7-/m0/s1

InChI Key

LZFNFLTVAMOOPJ-XMAYFYEJSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Thioglycosides

Alternative Parents

Substituents

S-glycosyl compound
Oxane
Monosaccharide
Monothioacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Polyol
Hydrocarbon derivative
Primary alcohol
Organosulfur compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	316 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-1.6	ChemAxon
logS	0.18	ALOGPS
pKa (Strongest Acidic)	12.48	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.79 m³·mol⁻¹	ChemAxon
Polarizability	20.13 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_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-1890000000-85e96177a55ae2d5dfd5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-1920000000-72bd58c8739faee5ae80	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05i3-9200000000-4c9506ca81638e951fc0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052b-9430000000-e12576d354ebe56348ad	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06xt-9600000000-083db3aca60647557eca	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-007p-9400000000-b307de32f8b8d1b130fa	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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

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

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92102

PDB ID

Not Available

ChEBI ID

Not Available

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 Thiomethylgalactoside (MMDBc0031682)

MOL for #<Metabolite:0x00007f46be84d710>

3D MOL for #<Metabolite:0x00007f46be84d710>

3D SDF for #<Metabolite:0x00007f46be84d710>

3D-SDF for #<Metabolite:0x00007f46be84d710>

PDB for #<Metabolite:0x00007f46be84d710>

3D PDB for #<Metabolite:0x00007f46be84d710>

SMILES for #<Metabolite:0x00007f46be84d710>

INCHI for #<Metabolite:0x00007f46be84d710>

Structure for #<Metabolite:0x00007f46be84d710>

3D Structure for #<Metabolite:0x00007f46be84d710>