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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:18:55 UTC
HMDB IDHMDB0001078
Secondary Accession Numbers
  • HMDB01078
Metabolite Identification
Common NameMannose 6-phosphate
DescriptionMannose 6-phosphate, also known as alpha-D-mannose-6-p or man-6-p, 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. Mannose 6-phosphate exists in all eukaryotes, ranging from yeast to humans. Within humans, mannose 6-phosphate participates in a number of enzymatic reactions. In particular, mannose 6-phosphate can be converted into fructose 6-phosphate through its interaction with the enzyme mannose-6-phosphate isomerase. In addition, mannose 6-phosphate can be biosynthesized from D-mannose through the action of the enzyme hexokinase-1. Mannose 6-phosphate is a potent competitive inhibitor of pinocytosis of human platelet beta-glucuronidase and it is a necessary component of the recognition marker on the enzyme for pinocytosis by human fibroblasts as well (PMID 908752 ). In humans, mannose 6-phosphate is involved in fructose intolerance, hereditary.
Structure
Thumb
Synonyms
ValueSource
Mannose 6-phosphoric acidGenerator
alpha-D-Mannose-6-pHMDB
alpha-D-Mannose-6-phosphateHMDB
alpha-delta-Mannose-6-pHMDB
alpha-delta-Mannose-6-phosphateHMDB
D-Mannose 6-phosphateHMDB
delta-Mannose 6-phosphateHMDB
Man-6-pHMDB
Mannose-6-phosphateHMDB
Mannose-6-phosphate dilithium saltHMDB
Mannose-6-phosphate disodium saltHMDB
Mannose-6-phosphate sodium salt, (D)-isomerHMDB
Chemical FormulaC6H13O9P
Average Molecular Weight260.1358
Monoisotopic Molecular Weight260.029718526
IUPAC Name{[(2R,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid
Traditional Namemannose 6 phosphate
CAS Registry Number3672-15-9
SMILES
O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O
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)/t2-,3-,4+,5+,6-/m1/s1
InChI KeyNBSCHQHZLSJFNQ-RWOPYEJCSA-N
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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Oxane
  • Phosphoric acid ester
  • Hemiacetal
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available143.473http://allccs.zhulab.cn/database/detail?ID=AllCCS00000385
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Feces
Tissue Locations
  • Fibroblasts
  • Intestine
  • Liver
  • Prostate
  • Spleen
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer
details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022411
KNApSAcK IDNot Available
Chemspider ID388338
KEGG Compound IDC00275
BioCyc IDNot Available
BiGG ID34471
Wikipedia LinkMannose 6-phosphate
METLIN ID5987
PubChem Compound439198
PDB IDNot Available
ChEBI ID49728
Food Biomarker OntologyNot Available
VMH IDMAN6P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferencePascual, C.; Herrera, L. Use of permeabilized yeast cells as a system of enzyme immobilization. Its use for the preparation of mannose 6-phosphate. Folia Microbiologica (Prague, Czech Republic) (1981), 26(2), 103-6.
Material Safety Data Sheet (MSDS)Not Available
General References

Only showing the first 10 proteins. There are 16 proteins in total.

Enzymes

General function:
Involved in ATP binding
Specific function:
Catalyzes the initial step in utilization of glucose by the beta-cell and liver at physiological glucose concentration. Glucokinase has a high Km for glucose, and so it is effective only when glucose is abundant. The role of GCK is to provide G6P for the synthesis of glycogen. Pancreatic glucokinase plays an important role in modulating insulin secretion. Hepatic glucokinase helps to facilitate the uptake and conversion of glucose by acting as an insulin-sensitive determinant of hepatic glucose usage.
Gene Name:
GCK
Uniprot ID:
P35557
Molecular weight:
52191.07
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK3
Uniprot ID:
P52790
Molecular weight:
99024.56
Reactions
Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphatedetails
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK2
Uniprot ID:
P52789
Molecular weight:
102379.06
Reactions
Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphatedetails
General function:
Involved in ATP binding
Specific function:
Not Available
Gene Name:
HK1
Uniprot ID:
P19367
Molecular weight:
102485.1
Reactions
Adenosine triphosphate + D-Mannose → ADP + Mannose 6-phosphatedetails
General function:
Involved in mannose-6-phosphate isomerase activity
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions.
Gene Name:
MPI
Uniprot ID:
P34949
Molecular weight:
46655.44
Reactions
Mannose 6-phosphate → Fructose 6-phosphatedetails
Mannose 6-phosphate → Beta-D-Fructose 6-phosphatedetails
General function:
Involved in catalytic activity
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions (By similarity).
Gene Name:
PMM2
Uniprot ID:
O15305
Molecular weight:
28081.925
Reactions
D-Mannose 1-phosphate → Mannose 6-phosphatedetails
Mannose 6-phosphate → D-Mannose 1-phosphatedetails
General function:
Involved in metal ion binding
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions. In addition, may be responsible for the degradation of glucose-1,6-bisphosphate in ischemic brain.
Gene Name:
PMM1
Uniprot ID:
Q92871
Molecular weight:
29746.545
Reactions
D-Mannose 1-phosphate → Mannose 6-phosphatedetails
Mannose 6-phosphate → D-Mannose 1-phosphatedetails
General function:
Involved in protein binding
Specific function:
Required for the transport of mannose 6-phosphate receptors (MPR) from endosomes to the trans-Golgi network
Gene Name:
PLIN3
Uniprot ID:
O60664
Molecular weight:
47046.6
General function:
Involved in protein binding
Specific function:
Transport of phosphorylated lysosomal enzymes from the Golgi complex and the cell surface to lysosomes. Lysosomal enzymes bearing phosphomannosyl residues bind specifically to mannose-6- phosphate receptors in the Golgi apparatus and the resulting receptor-ligand complex is transported to an acidic prelyosomal compartment where the low pH mediates the dissociation of the complex
Gene Name:
M6PR
Uniprot ID:
P20645
Molecular weight:
30993.1
General function:
Involved in transporter activity
Specific function:
Transport of phosphorylated lysosomal enzymes from the Golgi complex and the cell surface to lysosomes. Lysosomal enzymes bearing phosphomannosyl residues bind specifically to mannose-6- phosphate receptors in the Golgi apparatus and the resulting receptor-ligand complex is transported to an acidic prelyosomal compartment where the low pH mediates the dissociation of the complex. This receptor also binds IGF2. Acts as a positive regulator of T-cell coactivation, by binding DPP4
Gene Name:
IGF2R
Uniprot ID:
P11717
Molecular weight:
274273.3

Only showing the first 10 proteins. There are 16 proteins in total.