MiMeDB: Showing metabocard for D-Allulose-6-phosphate (MMDBc0030179)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:57:13 UTC

Update Date

2022-08-31 17:40:28 UTC

Metabolite ID

MMDBc0030179

Metabolite Identification

Common Name

D-Allulose-6-phosphate

Description

D-allulose-6-phosphate is a hexose phosphate. Hexoses are monosaccharides in which the sugar unit is a hexose.

Structure

MOL SDF PDB SMILES InChI

      Structure #1
  Mrv1533005251514092D          

 19 18  0  0  0  0            999 V2000
   -2.5006   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0717   -0.2062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3572    0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2151    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.6187    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.9131   -0.5082    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.0881    0.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.2062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.6187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.6187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.6187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  2  0  0  0  0
  4  9  1  6  0  0  0
  5 10  1  6  0  0  0
  6 11  1  1  0  0  0
 15  2  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  1  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
  4 17  1  6  0  0  0
  5 18  1  6  0  0  0
  6 19  1  1  0  0  0
M  CHG  2  12  -1  13  -1
M  END
> <DATABASE_ID>
MMDBc0030179

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)C(=O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/p-2/t4-,5+,6-/m1/s1

> <INCHI_KEY>
GSXOAOHZAIYLCY-NGJCXOISSA-L

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.12

> <EXACT_MASS>
258.015166092

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
20.39598999514799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,5R)-1,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexan-2-one

> <ALOGPS_LOGP>
-1.92

> <JCHEM_LOGP>
-3.3905979233333325

> <ALOGPS_LOGS>
-0.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.516697437637294

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4909754207196326

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3276329057572926

> <JCHEM_POLAR_SURFACE_AREA>
170.41

> <JCHEM_REFRACTIVITY>
46.191300000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-allulose 6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-MAY-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:       Structure #1                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-15         0                                  
HETATM    1  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.334   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.002   0.385   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -3.334   1.925   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.667  -1.925   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.001  -1.925   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.667   1.925   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.002   1.155   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       5.438  -0.949   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0       3.898   1.719   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.334  -0.385   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0       4.668   0.385   0.000  0.00  0.00           P+0
HETATM   17  H   UNK     0       0.667   1.155   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0      -2.001   1.155   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.667  -1.155   0.000  0.00  0.00           H+0
CONECT    1    3    7                                                       
CONECT    2    4   15                                                       
CONECT    3    1    5    8                                                  
CONECT    4    2    6    9   17                                             
CONECT    5    3    6   10   18                                             
CONECT    6    4    5   11   19                                             
CONECT    7    1                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12   16                                                            
CONECT   13   16                                                            
CONECT   14   16                                                            
CONECT   15    2   16                                                       
CONECT   16   12   13   14   15                                             
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19    6                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

Synonyms

Value	Source
D-Allulose 6-phosphate dianion	ChEBI
D-Allulose 6-phosphate(2-)	ChEBI
D-Psicose 6-phosphate	ChEBI
D-Psicose 6-phosphate dianion	ChEBI
D-Allulose 6-phosphoric acid dianion	Generator
D-Allulose 6-phosphoric acid(2-)	Generator
D-Psicose 6-phosphoric acid	Generator
D-Psicose 6-phosphoric acid dianion	Generator
D-Allulose 6-phosphoric acid	Generator
D-Allulose 6-phosphate	ChEBI

Molecular Formula

C₆H₁₁O₉P

Average Mass

258.12

Monoisotopic Mass

258.015166092

IUPAC Name

(3R,4R,5R)-1,3,4,5-tetrahydroxy-6-(phosphonatooxy)hexan-2-one

Traditional Name

D-allulose 6-phosphate

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)C(=O)CO

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h4-7,9-11H,1-2H2,(H2,12,13,14)/p-2/t4-,5+,6-/m1/s1

InChI Key

GSXOAOHZAIYLCY-NGJCXOISSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Monosaccharide phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Primary alcohol
Alcohol
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:61519 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	56.3 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-3.4	ChemAxon
logS	-0.72	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.3	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	46.19 m³·mol⁻¹	ChemAxon
Polarizability	20.4 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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	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

D-ALLULOSE-6-PHOSPHATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50909805

PDB ID

Not Available

ChEBI ID

61519

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 ]
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 D-Allulose-6-phosphate (MMDBc0030179)

MOL for #<Metabolite:0x00007fecf4948318>

3D MOL for #<Metabolite:0x00007fecf4948318>

3D SDF for #<Metabolite:0x00007fecf4948318>

3D-SDF for #<Metabolite:0x00007fecf4948318>

PDB for #<Metabolite:0x00007fecf4948318>

3D PDB for #<Metabolite:0x00007fecf4948318>

SMILES for #<Metabolite:0x00007fecf4948318>

INCHI for #<Metabolite:0x00007fecf4948318>

Structure for #<Metabolite:0x00007fecf4948318>

3D Structure for #<Metabolite:0x00007fecf4948318>