ChemFOnt: Showing chemical card for alpha-D-glucose 6-phosphate (CFc000284050)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:52 UTC

Chemfont ID

CFc000284050

Molecule Identification

Common Name

alpha-D-glucose 6-phosphate

Definition

Mannose 6-phosphate, also known as mannose 6-phosphoric acid, is a member of the class of compounds known as hexose phosphates. Hexose phosphates are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Mannose 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). Mannose 6-phosphate can be found in a number of food items such as japanese chestnut, rubus (blackberry, raspberry), allium (onion), and nanking cherry, which makes mannose 6-phosphate a potential biomarker for the consumption of these food products. Mannose 6-phosphate may be a unique E.coli metabolite. The M6P-tagged lysosomal enzymes are shipped to the late endosomes via vesicular transport. Enzyme replacement therapy (ERT) for several lysosomal storage diseases relies on this pathway to efficiently direct synthetic enzymes to the lysosome where each can metabolize its particular substrate. The pH in the late endosome can reach 6.0, which causes dissociation of M6P from its receptor. Upon release, the enzymes are ferried to their final destination in the lysosomes. The MPRs are packed into vesicles that bud off the late endosome and return to the "trans"-Golgi network. In this way, the MPRs can be recycle.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Α-D-glucose 6-phosphoric acid	Generator

Chemical Formula

C₆H₁₁O₉P

Average Molecular Weight

258.12

Monoisotopic Molecular Weight

258.015166092

IUPAC Name

(3,4,5,6-tetrahydroxyoxan-2-yl)methyl phosphate

Traditional Name

(3,4,5,6-tetrahydroxyoxan-2-yl)methyl phosphate

CAS Registry Number

Not Available

SMILES

OC1OC(COP([O-])([O-])=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/p-2

InChI Key

NBSCHQHZLSJFNQ-UHFFFAOYSA-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
Organic phosphoric acid derivative
Oxane
Alkyl phosphate
Phosphoric acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a hexose-6-phosphate (MANNOSE-6P )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0304534)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	95 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.1	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	162.57 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.55 m³·mol⁻¹	ChemAxon
Polarizability	20.49 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304534

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031265

KNApSAcK ID

Not Available

Chemspider ID

3658466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4459709

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for alpha-D-glucose 6-phosphate (CFc000284050)

MOL for CFc000284050 (alpha-D-glucose 6-phosphate)

3D MOL for CFc000284050 (alpha-D-glucose 6-phosphate)

3D SDF for CFc000284050 (alpha-D-glucose 6-phosphate)

3D-SDF for CFc000284050 (alpha-D-glucose 6-phosphate)

PDB for CFc000284050 (alpha-D-glucose 6-phosphate)

3D PDB for CFc000284050 (alpha-D-glucose 6-phosphate)

SMILES for CFc000284050 (alpha-D-glucose 6-phosphate)

INCHI for CFc000284050 (alpha-D-glucose 6-phosphate)

Structure for CFc000284050 (alpha-D-glucose 6-phosphate)

3D Structure for CFc000284050 (alpha-D-glucose 6-phosphate)