MiMeDB: Showing metabocard for alpha-maltose 1-phosphate (MMDBc0054341)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:07:51 UTC

Update Date

2022-09-01 02:28:35 UTC

Metabolite ID

MMDBc0054341

Metabolite Identification

Common Name

alpha-maltose 1-phosphate

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041517192D          
 
 27 28  0  0  1  0            999 V2000
   12.0286   -8.7164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0286   -7.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3155   -9.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7451   -9.1244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7451   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3155   -7.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024   -9.5393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4584   -8.7164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7451   -9.9506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4584   -7.8901    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6024   -7.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024  -10.3655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1715   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1715   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1761   -9.5393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8927  -10.7735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3155  -10.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1761  -10.3655    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4595   -9.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927  -11.5998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595  -10.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7464   -9.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -7.4787    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8205   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -6.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -8.3032    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  6  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
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
M  END

 
  Mrv1533006041517192D          
 
 27 28  0  0  1  0            999 V2000
   12.0286   -8.7164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.0286   -7.8901    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3155   -9.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7451   -9.1244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7451   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3155   -7.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024   -9.5393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4584   -8.7164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7451   -9.9506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4584   -7.8901    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6024   -7.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6024  -10.3655    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1715   -9.1244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1715   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1761   -9.5393    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8927  -10.7735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3155  -10.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1761  -10.3655    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4595   -9.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927  -11.5998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595  -10.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7464   -9.5393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -7.4787    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8205   -7.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -6.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9960   -8.3032    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  6  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
 15 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054341

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H23O14P/c13-1-3-5(15)6(16)8(18)11(23-3)25-10-4(2-14)24-12(9(19)7(10)17)26-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
VRKQBSISJQUWFI-QUYVBRFLSA-N

> <FORMULA>
C12H23O14P

> <MOLECULAR_WEIGHT>
422.276

> <EXACT_MASS>
422.082542419

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
36.035509128297946

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.40

> <JCHEM_LOGP>
-4.826940895000001

> <ALOGPS_LOGS>
-1.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.218861086043535

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1553328363950612

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9813940979303197

> <JCHEM_POLAR_SURFACE_AREA>
236.05999999999997

> <JCHEM_REFRACTIVITY>
79.20959999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
maltose 1-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  C   UNK     0      22.453 -16.271   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.453 -14.728   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      21.122 -17.039   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      23.791 -17.032   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      23.791 -13.960   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      21.122 -13.954   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.791 -17.807   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.122 -16.271   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      23.791 -18.575   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      25.122 -14.728   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.791 -14.728   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      18.466 -17.032   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      19.791 -19.349   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.453 -17.032   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      26.453 -13.960   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.129 -17.807   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.466 -20.111   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      21.122 -20.111   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      17.129 -19.349   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.791 -17.032   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      18.466 -21.653   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      15.791 -20.111   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.460 -17.807   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      27.992 -13.960   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0      29.532 -13.960   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      27.992 -12.421   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      27.992 -15.499   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   24                                                       
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                                                            
CONECT   24   15   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

Synonyms

Value	Source
alpha-Maltose 1-phosphate	ChEBI
Malt1p	ChEBI
Maltose, 1-(dihydrogen phosphate)	ChEBI
Maltose-1-phosphate	ChEBI
a-Maltose 1-phosphate	Generator
a-Maltose 1-phosphoric acid	Generator
alpha-Maltose 1-phosphoric acid	Generator
Α-maltose 1-phosphate	Generator
Α-maltose 1-phosphoric acid	Generator
Maltose, 1-(dihydrogen phosphoric acid)	Generator
Maltose-1-phosphoric acid	Generator
Maltose 1-phosphoric acid	Generator
Maltose 1-phosphate	MeSH

Molecular Formula

C₁₂H₂₃O₁₄P

Average Mass

422.276

Monoisotopic Mass

422.082542419

IUPAC Name

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

Traditional Name

maltose 1-phosphate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H23O14P/c13-1-3-5(15)6(16)8(18)11(23-3)25-10-4(2-14)24-12(9(19)7(10)17)26-27(20,21)22/h3-19H,1-2H2,(H2,20,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12-/m1/s1

InChI Key

VRKQBSISJQUWFI-QUYVBRFLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as disaccharide phosphates. These are disaccharides carrying one or more phosphate group on a sugar unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Disaccharide phosphates

Alternative Parents

Substituents

Disaccharide phosphate
Glycosyl compound
O-glycosyl compound
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Secondary alcohol
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

maltose phosphate (CHEBI:63592 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	39.1 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-4.8	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.21 m³·mol⁻¹	ChemAxon
Polarizability	36.04 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00ba-9461700000-3eadd1e62fb64eea6f87	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9120000000-d318e065f0f4d70c7014	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7bef39eb090499543a74	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9040300000-c1679bf84743807eba61	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01oy-4190000000-cb62af46d50cb00a6591	2019-02-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9510000000-8c6b259e7a14b9181dd4	2019-02-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	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	Actinobacteria	20	Human ; Cattle

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

C20237

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

63592

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 alpha-maltose 1-phosphate (MMDBc0054341)

MOL for #<Metabolite:0x00007fed14caeb18>

3D MOL for #<Metabolite:0x00007fed14caeb18>

3D SDF for #<Metabolite:0x00007fed14caeb18>

3D-SDF for #<Metabolite:0x00007fed14caeb18>

PDB for #<Metabolite:0x00007fed14caeb18>

3D PDB for #<Metabolite:0x00007fed14caeb18>

SMILES for #<Metabolite:0x00007fed14caeb18>

INCHI for #<Metabolite:0x00007fed14caeb18>

Structure for #<Metabolite:0x00007fed14caeb18>

3D Structure for #<Metabolite:0x00007fed14caeb18>