P. aeruginosa Metabolome Database: D-Glycero-D-manno-heptose 1-phosphate (PAMDB001608)

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

PAMDB001608

Identification

Name:

D-Glycero-D-manno-heptose 1-phosphate

Description:

D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

1-O-Phosphono-D-glycero-Dmanno-heptopyranose
D-glycero-b-D-manno-Heptose 1-phosphate
D-glycero-b-D-manno-Heptose 1-phosphoric acid
D-Glycero-beta-D-manno-Heptose 1-phosphate
D-glycero-beta-D-manno-Heptose 1-phosphoric acid
D-Glycero-D-manno-Heptose 1-phosphate
D-glycero-D-manno-Heptose 1-phosphoric acid
D-Glycero-Dmanno-heptopyranose 1-(dihydrogen phosphate)
D-glycero-dmanno-Heptopyranose 1-(dihydrogen phosphoric acid)
D-glycero-β-D-manno-Heptose 1-phosphate
D-glycero-β-D-manno-Heptose 1-phosphoric acid

Chemical Formula:

C₇H₁₃O₁₀P

Average Molecular Weight:

288.1459

Monoisotopic Molecular Weight:

288.024633148

InChI Key:

KMEJCSKJXSBBAN-NNPWBXLPSA-L

InChI:

InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1

CAS number:

Not Available

IUPAC Name:

(3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate

Traditional IUPAC Name:

(3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate

SMILES:

[H][C@@](O)(CO)[C@@]1([H])OC([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O

Chemical Taxonomy

Taxonomy Description

This compound 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

Organooxygen compounds

Class

Carbohydrates and carbohydrate conjugates

Sub Class

Monosaccharides

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Monosaccharide phosphate
Alkyl phosphate
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Organic phosphate
Secondary alcohol
Polyol
1,2-diol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

aldoheptose phosphate (CHEBI:60002 )

Physical Properties

State:

Not Available

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	89.7 mg/mL	ALOGPS
logP	-2.3	ALOGPS
logP	-3.7	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	182.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.52 m³·mol^-1	ChemAxon
Polarizability	22.96 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:

D-Glycero-D-manno-heptose 1,7-bisphosphate + Water <> D-Glycero-D-manno-heptose 1-phosphate + Phosphate
Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate + Hydrogen ion > ADP-D-Glycero-D-manno-heptose + Pyrophosphate
Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate <> Pyrophosphate + ADP-D-Glycero-D-manno-heptose

Pathways:

Lipopolysaccharide biosynthesis pae00540
Metabolic pathways pae01100

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1290000000-aaa95c90e2c25ab1eb7a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bvi-5390000000-c7c93f6013718fe9653f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08or-9300000000-fd0ccf7f1c5b0851e0af	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-5490000000-8f63d602921aa5a4ad22	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06y9-9240000000-6456aee3da9be9939619	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bt9-9200000000-e9fe10c075b6dd73eedb	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	28137
HMDB ID	Not Available
Pubchem Compound ID	46878581
Kegg ID	C07838
ChemSpider ID	26331785
Wikipedia ID	Not Available
BioCyc ID	Not Available

D-Glycero-D-manno-heptose 1-phosphate (PAMDB001608)

Structure for D-Glycero-D-manno-heptose 1-phosphate (PAMDB001608)