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Record Information

Version

2.0

Creation Date

2012-05-31 14:49:43 -0600

Update Date

2015-09-18 09:17:43 -0600

Secondary Accession Numbers

ECMDB20540

Identification

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

Synonyms:

Allulose 6-phosphate
Allulose 6-phosphoric acid
D-Allulose 6-phosphate
D-Allulose 6-phosphoric acid
D-Allulose-6-P
D-Allulose-6-phosphoric acid

Chemical Formula:

C₆H₁₁O₉P

Weight:

Average: 258.12
Monoisotopic: 258.015166092

InChI Key:

GSXOAOHZAIYLCY-NGJCXOISSA-L

InChI:

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

CAS number:

Not Available

IUPAC Name:

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

Traditional IUPAC Name:

D-allulose 6-phosphate

SMILES:

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

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 )

Physical Properties

State:

Not Available

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

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	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

D-Allulose-6-phosphate <> Fructose 6-phosphate
D-Allose 6-phosphate <> D-Allulose-6-phosphate
D-Allulose-6-phosphate > Fructose 6-phosphate
D-Allose 6-phosphate > D-Allulose-6-phosphate
aldehydo-D-allose 6-phosphate + aldehydo-D-allose 6-phosphate > D-allulose 6-phosphate + D-Allulose-6-phosphate
D-allulose 6-phosphate + D-Allulose-6-phosphate > D-tagatofuranose 6-phosphate

SMPDB Pathways:

D-allulose degradation

PW000825

KEGG Pathways:

Not Available

EcoCyc Pathways:

D-allose degradation PWY0-44

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer

References

References:

Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Winder, C. L., Dunn, W. B., Schuler, S., Broadhurst, D., Jarvis, R., Stephens, G. M., Goodacre, R. (2008). "Global metabolic profiling of Escherichia coli cultures: an evaluation of methods for quenching and extraction of intracellular metabolites." Anal Chem 80:2939-2948. Pubmed: 18331064

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	61519
HMDB ID	Not Available
Pubchem Compound ID	21872891
Kegg ID	Not Available
ChemSpider ID	10618776
Wikipedia ID	Not Available
BioCyc ID	D-ALLULOSE-6-PHOSPHATE
EcoCyc ID	D-ALLULOSE-6-PHOSPHATE

Enzymes

Protein Details

1. D-allulose-6-phosphate 3-epimerase

General function:: Involved in catalytic activity
Specific function:: Specific function unknown
Gene Name:: alsE
Uniprot ID:: P32719
Molecular weight:: 26109

Protein Details

2. Ribose-5-phosphate isomerase B

General function:: Involved in carbohydrate metabolic process
Specific function:: In addition to its activity on D-ribose 5-phosphate it probably also has activity on D-allose 6-phosphate
Gene Name:: rpiB
Uniprot ID:: P37351
Molecular weight:: 16073

Reactions

D-ribose 5-phosphate = D-ribulose 5-phosphate.
D-allose 6-phosphate = D-allulose 6-phosphate.

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D-Allulose-6-phosphate (M2MDB001347)

Structure for #<Compound:0x6707bcd4>

Enzymes

Reactions