MiMeDB: Showing metabocard for Galactinol (MMDBc0034215)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:21:01 UTC

Update Date

2024-04-30 20:22:37 UTC

Metabolite ID

MMDBc0034215

Metabolite Identification

Common Name

Galactinol

Description

Galactinol is an intermediate in galactose metabolism. Galactinol is the 4th to last step in the synthesis of D-Galactose and the 3rd to last step in the synthesis of D-glucose and D-fructose. Galactinol is converted from UDP-galactose via the enzyme inositol 3-alpha-galactosyltransferase(EC 2.4.1.123). It is then converted to raffinose via the enzyme raffinose synthase (EC 2.4.1.82).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231220302D          

 23 24  0  0  1  0            999 V2000
   16.7908   -5.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2196   -5.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3618   -6.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2196   -6.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3618   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2196   -8.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7908   -8.9513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7908   -4.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2196   -3.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6486   -4.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6486   -6.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7908   -6.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0763   -6.8888    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5053   -6.8888    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0763   -7.7138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5053   -7.7138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7908   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5053   -5.2388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5053   -4.4139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.2196   -4.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.9342   -4.4139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.9342   -5.2388    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6486   -5.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
 18  1  1  6  0  0  0
  2 18  1  0  0  0  0
  2 22  1  0  0  0  0
 13  3  1  1  0  0  0
 14  4  1  6  0  0  0
 15  5  1  1  0  0  0
 16  6  1  1  0  0  0
  7 17  1  0  0  0  0
 19  8  1  6  0  0  0
 20  9  1  1  0  0  0
 21 10  1  1  0  0  0
 11 23  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0034215

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@H](OC2[C@H](O)[C@@H](O)C(O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2/t2-,3+,4+,5?,6-,7+,8-,9-,10-,11?,12-/m1/s1

> <INCHI_KEY>
VCWMRQDBPZKXKG-SPBUTQSFSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.11997085730291

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,5R)-6-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.45

> <JCHEM_LOGP>
-5.552845297666666

> <ALOGPS_LOGS>
0.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.477290004677378

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.977980182144128

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6457742773358683

> <JCHEM_POLAR_SURFACE_AREA>
200.52999999999997

> <JCHEM_REFRACTIVITY>
68.1883

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.90e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
galactinol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      31.343 -10.549   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.010 -10.549   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.675 -12.089   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      34.010 -12.089   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.675 -15.169   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      34.010 -15.169   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      31.343 -16.709   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.343  -7.469   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      34.010  -5.929   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      36.677  -7.469   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      36.677 -12.089   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      31.343 -12.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.009 -12.859   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.677 -12.859   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.009 -14.399   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.677 -14.399   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.343 -15.169   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.677  -9.779   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.677  -8.239   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.010  -7.469   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.344  -8.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.344  -9.779   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.677 -10.549   0.000  0.00  0.00           C+0
CONECT    1   12   18                                                       
CONECT    2   18   22                                                       
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   16                                                            
CONECT    7   17                                                            
CONECT    8   19                                                            
CONECT    9   20                                                            
CONECT   10   21                                                            
CONECT   11   23                                                            
CONECT   12    1   13   14                                                  
CONECT   13    3   12   15                                                  
CONECT   14    4   12   16                                                  
CONECT   15    5   13   17                                                  
CONECT   16    6   14   17                                                  
CONECT   17    7   15   16                                                  
CONECT   18    1    2   19                                                  
CONECT   19    8   18   20                                                  
CONECT   20    9   19   21                                                  
CONECT   21   10   20   22                                                  
CONECT   22    2   21   23                                                  
CONECT   23   11   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Value	Source
1-alpha-D-Galactosyl-myo-inositol	HMDB
1-alpha-delta-Galactosyl-myo-inositol	HMDB
1-O-alpha-D-Galactosyl-D-myo-inositol	HMDB
1-O-alpha-delta-Galactosyl-delta-myo-inositol	HMDB
6 beta-Galactinol	HMDB
Galactinol dihydrate	HMDB
1-O-(alpha-D-Galactopyranosyl)-myo-inositol dihydrate	HMDB

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

(1R,2R,4S,5R)-6-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

Traditional Name

galactinol

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](OC2[C@H](O)[C@@H](O)C(O)[C@@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C12H22O11/c13-1-2-3(14)4(15)10(21)12(22-2)23-11-8(19)6(17)5(16)7(18)9(11)20/h2-21H,1H2/t2-,3+,4+,5?,6-,7+,8-,9-,10-,11?,12-/m1/s1

InChI Key

VCWMRQDBPZKXKG-SPBUTQSFSA-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
Cyclohexanol
Oxane
Monosaccharide
Cyclitol or derivatives
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	490 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-5.6	ChemAxon
logS	0.16	ALOGPS
pKa (Strongest Acidic)	11.98	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	200.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.19 m³·mol⁻¹	ChemAxon
Polarizability	31.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0971000000-ac5f985abe605d6084be	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0v01-0940000000-2e534ad487b1ef13f595	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0970000000-d3bcfb3efd5053b38d48	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0971000000-ac5f985abe605d6084be	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0v01-0940000000-2e534ad487b1ef13f595	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0970000000-d3bcfb3efd5053b38d48	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ik9-5967000000-17b9d05f3095d9ac55d6	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-014i-2331129000-72515be2454ee19dd9bd	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001l-0905000000-bc53a6d03ab9d8b02baa	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0900000000-7bbed0664c521fb4270e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03e9-2900000000-f1a9e6f3f3bafcf97d45	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002f-1819000000-cde5898087ea6deed212	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1901000000-eafd7d1c6bedd75ea49b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-8900000000-50532db99265ea7eb896	2016-09-12	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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	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

HMDB0005826

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439451

PDB ID

Not Available

ChEBI ID

17505

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]

Showing metabocard for Galactinol (MMDBc0034215)

MOL for #<Metabolite:0x00007fece800d048>

3D MOL for #<Metabolite:0x00007fece800d048>

3D SDF for #<Metabolite:0x00007fece800d048>

3D-SDF for #<Metabolite:0x00007fece800d048>

PDB for #<Metabolite:0x00007fece800d048>

3D PDB for #<Metabolite:0x00007fece800d048>

SMILES for #<Metabolite:0x00007fece800d048>

INCHI for #<Metabolite:0x00007fece800d048>

Structure for #<Metabolite:0x00007fece800d048>

3D Structure for #<Metabolite:0x00007fece800d048>