MiMeDB: Showing metabocard for aldehydo-D-allose 6-phosphate (MMDBc0032131)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 02:03:40 UTC

Update Date

2022-08-31 18:30:46 UTC

Metabolite ID

MMDBc0032131

Metabolite Identification

Common Name

aldehydo-D-allose 6-phosphate

Description

Aldehydo-D-allose 6-phosphate is an intermediate in D-allose degradation pathway in E.coli. It is a substrate for the enzymes allose-6-phosphate isomerase / ribose-5-phosphate isomerase B which catalyze the reaction aldehydo-D-allose 6-phosphate -> D-allulose 6-phosphate. It is also a product for enzyme D-allose kinase which catalyzes reaction D-allopyranose + ATP -> aldehydo-D-allose 6-phosphate + ADP + H+ (BioCyc compound: D-ALLOSE-6-PHOSPHATE).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 03271521152D          

 16 15  0  0  0  0            999 V2000
   -1.3363    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3363    1.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6218   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6218   -0.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0926    1.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8071   -0.8529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5215    0.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360   -0.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    0.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    0.3845    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6649   -0.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369    1.1814    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.6050    0.8868    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  4  1  0  0  0  0
  4  6  1  0  0  0  0
  6  8  1  0  0  0  0
  8 10  1  0  0  0  0
  2 12  2  0  0  0  0
  1  3  1  0  0  0  0
  6  7  1  0  0  0  0
  4  5  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 13 15  1  0  0  0  0
M  CHG  2  15  -1  16  -1
M  END
> <DATABASE_ID>
MMDBc0032131

> <DATABASE_NAME>
MIME

> <SMILES>
OC(COP([O-])([O-])=O)C(O)C(O)C(O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/p-2

> <INCHI_KEY>
VFRROHXSMXFLSN-UHFFFAOYSA-L

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.12

> <EXACT_MASS>
258.015166092

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.052765199607812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanal

> <ALOGPS_LOGP>
-1.95

> <JCHEM_LOGP>
-3.6919265943333333

> <ALOGPS_LOGS>
-0.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.5177190605370985

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4919091577231445

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5395055510957123

> <JCHEM_POLAR_SURFACE_AREA>
170.41

> <JCHEM_REFRACTIVITY>
45.975100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.97e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAR-15         0                                  
HETATM    1  C   UNK     0      -2.494   0.718   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.828  -0.052   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.494   2.258   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.161  -0.052   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.161  -1.592   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.173   0.718   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.173   2.258   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.507  -0.052   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.507  -1.592   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.840   0.718   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.174  -0.052   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.162   0.718   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0       5.508   0.718   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0       6.841  -0.052   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.109   2.205   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0       6.729   1.655   0.000  0.00  0.00           O-1
CONECT    1    2    4    3                                                  
CONECT    2    1   12                                                       
CONECT    3    1                                                            
CONECT    4    1    6    5                                                  
CONECT    5    4                                                            
CONECT    6    4    8    7                                                  
CONECT    7    6                                                            
CONECT    8    6   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   13                                                       
CONECT   12    2                                                            
CONECT   13   11   14   16   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
Aldehydo-D-allose 6-phosphoric acid	Generator

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.12

Monoisotopic Mass

258.015166092

IUPAC Name

2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanal

Traditional Name

2,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexanal

CAS Registry Number

Not Available

SMILES

OC(COP([O-])([O-])=O)C(O)C(O)C(O)C=O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/p-2

InChI Key

VFRROHXSMXFLSN-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Hexose monosaccharide
Monosaccharide phosphate
Beta-hydroxy aldehyde
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxyaldehyde
1,2-diol
Secondary alcohol
Polyol
Aldehyde
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a hexose-6-phosphate (D-ALLOSE-6-PHOSPHATE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	59.7 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.7	ChemAxon
logS	-0.69	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.41 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	45.98 m³·mol⁻¹	ChemAxon
Polarizability	20.05 Å³	ChemAxon
Number of Rings	0	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-6a33c29a56544fbd8fc6	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9680000000-49a6c4b7606137edcd93	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01vn-9400000000-7245b6c8fa7d04c02067	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9570000000-63754db13acc8c231bd3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-9210000000-d55b81fac47ac0517631	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-863cb531f28b110101d2	2015-09-15	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	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

21881160

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for aldehydo-D-allose 6-phosphate (MMDBc0032131)

MOL for #<Metabolite:0x00007fec9c0f89e0>

3D MOL for #<Metabolite:0x00007fec9c0f89e0>

3D SDF for #<Metabolite:0x00007fec9c0f89e0>

3D-SDF for #<Metabolite:0x00007fec9c0f89e0>

PDB for #<Metabolite:0x00007fec9c0f89e0>

3D PDB for #<Metabolite:0x00007fec9c0f89e0>

SMILES for #<Metabolite:0x00007fec9c0f89e0>

INCHI for #<Metabolite:0x00007fec9c0f89e0>

Structure for #<Metabolite:0x00007fec9c0f89e0>

3D Structure for #<Metabolite:0x00007fec9c0f89e0>