MiMeDB: Showing metabocard for beta-maltose (MMDBc0056391)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-25 04:03:38 UTC

Update Date

2022-08-12 20:09:42 UTC

Metabolite ID

MMDBc0056391

Metabolite Identification

Common Name

beta-maltose

Description

beta-maltose, also known as glca1-4GLCB or maltobiose, 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. beta-maltose is an extremely weak basic (essentially neutral) compound (based on its pKa). A maltose that has beta-configuration at the reducing end anomeric centre.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07231210542D          
 
 23 24  0  0  1  0            999 V2000
   16.1922  -10.4066    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1922   -9.5803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4792  -10.8180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9088  -10.8146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9088   -9.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4792   -9.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7660  -11.2295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.6220  -10.4066    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9088  -11.6409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6220   -9.5803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7660   -9.5803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0564  -10.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7660  -12.0557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3351  -10.8146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3351   -9.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3398  -11.2295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0564  -12.4638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4792  -12.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3398  -12.0557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.6232  -10.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0564  -13.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6232  -12.4638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9101  -11.2295    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  6  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  7  3  1  6  0  0  0
  4  8  1  0  0  0  0
  4  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  1  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  6  0  0  0
 16 19  1  0  0  0  0
 16 20  1  1  0  0  0
 17 21  1  1  0  0  0
 19 22  1  6  0  0  0
 20 23  1  0  0  0  0
  8 10  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0056391

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
GUBGYTABKSRVRQ-QUYVBRFLSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.51781843407631

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.173689317234608

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.254374125721942

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-maltose

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUL-12         0                                  
HETATM    1  C   UNK     0      30.225 -19.426   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.225 -17.883   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      28.894 -20.194   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      31.563 -20.187   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      31.563 -17.115   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      28.894 -17.109   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.563 -20.962   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.894 -19.426   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      31.563 -21.730   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      32.894 -17.883   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      27.563 -17.883   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      26.239 -20.187   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      27.563 -22.504   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.226 -20.187   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      34.226 -17.115   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      24.901 -20.962   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.239 -23.266   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      28.894 -23.266   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.901 -22.504   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.563 -20.187   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      26.239 -24.808   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      23.563 -23.266   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      22.232 -20.962   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    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12   13                                                  
CONECT    8    4   14   10                                                  
CONECT    9    4                                                            
CONECT   10    5   15    8                                                  
CONECT   11    6                                                            
CONECT   12    7   16                                                       
CONECT   13    7   17   18                                                  
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16   12   19   20                                                  
CONECT   17   13   21   19                                                  
CONECT   18   13                                                            
CONECT   19   16   22   17                                                  
CONECT   20   16   23                                                       
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Value	Source
4-(alpha-D-Glucopyranosido)-alpha-glucopyranose	ChEBI
4-O-alpha-D-Glucopyranosyl-beta-D-glucopyranose	ChEBI
4-O-alpha-D-Glucopyranosyl-D-glucose	ChEBI
alpha-D-GLCP-(1->4)-beta-D-GLCP	ChEBI
D-Maltose	ChEBI
Glca1-4GLCB	ChEBI
Glcalpha1-4glcbeta	ChEBI
Maltobiose	ChEBI
4-(a-D-Glucopyranosido)-a-glucopyranose	Generator
4-(Α-D-glucopyranosido)-α-glucopyranose	Generator
4-O-a-D-Glucopyranosyl-b-D-glucopyranose	Generator
4-O-Α-D-glucopyranosyl-β-D-glucopyranose	Generator
4-O-a-D-Glucopyranosyl-D-glucose	Generator
4-O-Α-D-glucopyranosyl-D-glucose	Generator
a-D-GLCP-(1->4)-b-D-GLCP	Generator
Α-D-GLCP-(1->4)-β-D-GLCP	Generator
b-Maltose	Generator
Β-maltose	Generator

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

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

Traditional Name

β-maltose

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1

InChI Key

GUBGYTABKSRVRQ-QUYVBRFLSA-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
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

maltose (CHEBI:18147 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	586 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.52 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-MS (1 MEOX; 8 TMS)	splash10-0wmi-1974000000-ffc3e50e4e34728366a7	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-0wmi-0984000000-e609d3a3dd626ef6a5f1	2014-06-16	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01tc-0419000000-7756e1f28bcc76e75af1	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fr-1915000000-f7a01cbe1a1eba1f39b1	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01we-4920000000-0dcd848ee51f4218f67a	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2379000000-abb41b2f1a43083992ca	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0200-3923000000-87a71f93194716a7f75d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-6900000000-a0954b0f7ffc379d1dee	2016-08-03	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	Firmicutes	1	Human feces

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

C01971

BioCyc ID

MALTOSE

BiGG ID

Not Available

Wikipedia Link

Maltose

METLIN ID

Not Available

PubChem Compound

6255

PDB ID

Not Available

ChEBI ID

18147

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 beta-maltose (MMDBc0056391)

MOL for #<Metabolite:0x00007fecdcb10938>

3D MOL for #<Metabolite:0x00007fecdcb10938>

3D SDF for #<Metabolite:0x00007fecdcb10938>

3D-SDF for #<Metabolite:0x00007fecdcb10938>

PDB for #<Metabolite:0x00007fecdcb10938>

3D PDB for #<Metabolite:0x00007fecdcb10938>

SMILES for #<Metabolite:0x00007fecdcb10938>

INCHI for #<Metabolite:0x00007fecdcb10938>

Structure for #<Metabolite:0x00007fecdcb10938>

3D Structure for #<Metabolite:0x00007fecdcb10938>