P. aeruginosa Metabolome Database: alpha-D-Ribose 1-methylphosphonate 5-triphosphate (PAMDB005128)

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

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB005128

Identification

Name:

alpha-D-Ribose 1-methylphosphonate 5-triphosphate

Description:

In Pseudomonas aeruginosa, alpha-D-Ribose 1-methylphosphonate 5-triphosphate is an intermediate in the transformation of Phosphonates to Phosphate. The enzyme alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase (EC 2.7.8.37) catalyses the reaction ATP + methylphosphonate <=> alpha-D-ribose 1-methylphosphonate 5-triphosphate + adenine .

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

a-D-Ribose 1-methylphosphonate 5-triphosphate
a-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid
alpha-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid
α-D-Ribose 1-methylphosphonate 5-triphosphate
α-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid

Chemical Formula:

C₆H₁₆O₁₆P₄

Average Molecular Weight:

468.073

Monoisotopic Molecular Weight:

467.938882427

InChI Key:

UXNHAIRVTPGNPL-KVTDHHQDSA-N

InChI:

InChI=1S/C6H16O16P4/c1-23(9,10)20-6-5(8)4(7)3(19-6)2-18-25(14,15)22-26(16,17)21-24(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H,14,15)(H,16,17)(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}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

Traditional IUPAC Name:

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

SMILES:

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

organic phosphonate (CHEBI:68824 )
ribose triphosphate (CHEBI:68824 )

Physical Properties

State:

Not Available

Charge:

-4

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	11.9 mg/mL	ALOGPS
logP	-0.04	ALOGPS
logP	-3.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	0.75	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	256.04 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	75.98 m³·mol^-1	ChemAxon
Polarizability	32.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	0	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
Adenosine triphosphate + Methylphosphonate <> alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Adenine

Pathways:

Phosphonate and phosphinate metabolism pae00440

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9113200000-0281d4d58743ac3e86f2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kd-8797100000-c8d7c9854872d0386784	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9210000000-162633a48b446e3d4360	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00or-9020600000-139809b27af9f7963786	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9120000000-49f2e4c84949bce8c2c7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-ca51af04e235c66ccc2d	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	68824
HMDB ID	Not Available
Pubchem Compound ID	70678978
Kegg ID	C20422
ChemSpider ID	28533274
Wikipedia ID	Not Available
BioCyc ID	Not Available

alpha-D-Ribose 1-methylphosphonate 5-triphosphate (PAMDB005128)

Structure for alpha-D-Ribose 1-methylphosphonate 5-triphosphate (PAMDB005128)