P. aeruginosa Metabolome Database: alpha-D-Ribose 1-methylphosphonate 5-phosphate (PAMDB005129)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB005129

Identification

Name:

alpha-D-Ribose 1-methylphosphonate 5-phosphate

Description:

An organophosphate oxoanion obtained by deprotonation of the phosphate and phosphonate OH groups of α-D-ribose 1-methylphosphonate 5-phosphate; major species at pH 7.3.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

a-D-Ribose 1-methylphosphonate 5-phosphate
a-D-Ribose 1-methylphosphonic acid 5-phosphoric acid
alpha-D-Ribose 1-methylphosphonic acid 5-phosphoric acid
α-D-Ribose 1-methylphosphonate 5-phosphate
α-D-Ribose 1-methylphosphonic acid 5-phosphoric acid

Chemical Formula:

C₆H₁₄O₁₀P₂

Average Molecular Weight:

308.116

Monoisotopic Molecular Weight:

308.006220647

InChI Key:

RITBIFGLPRFTSB-KVTDHHQDSA-N

InChI:

InChI=1S/C6H14O10P2/c1-17(9,10)16-6-5(8)4(7)3(15-6)2-14-18(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1

CAS number:

Not Available

IUPAC Name:

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}phosphonic acid

Traditional IUPAC Name:

[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxyphosphonic acid

SMILES:

CP(O)(=O)O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organooxygen compounds

Class

Carbohydrates and carbohydrate conjugates

Sub Class

Monosaccharides

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose-5-phosphate
Pentose phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphonic acid ester
Phosphoric acid ester
Organic phosphoric acid derivative
Organic phosphate
Oxolane
Organophosphonic acid derivative
Organophosphonic acid
Secondary alcohol
1,2-diol
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ribose monophosphate (CHEBI:68820 )
organic phosphonate (CHEBI:68820 )

Physical Properties

State:

Not Available

Charge:

-3

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	19.2 mg/mL	ALOGPS
logP	-1.4	ALOGPS
logP	-2.7	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	0.96	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	54.23 m³·mol^-1	ChemAxon
Polarizability	23.93 Å³	ChemAxon
Number of Rings	1	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:

alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate
alpha-D-Ribose 1-methylphosphonate 5-phosphate <> alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate + Methane

Pathways:

Phosphonate and phosphinate metabolism pae00440

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9131000000-bc9dcc38732a7d9255c1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-9371000000-1e28bd83f971f323cbe3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9300000000-290cffc4d0b6bf1f5bf5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9113000000-66e49cfcd9ff3f8e194d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-34429d5aefa115435fd7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c5b010e53053ea94db47	View in MoNA

References

References:

Not Available

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	68820
HMDB ID	Not Available
Pubchem Compound ID	70678985
Kegg ID	C20423
ChemSpider ID	28533272
Wikipedia ID	Not Available
BioCyc ID	Not Available

alpha-D-Ribose 1-methylphosphonate 5-phosphate (PAMDB005129)

Structure for alpha-D-Ribose 1-methylphosphonate 5-phosphate (PAMDB005129)