Cannabis Compound Database: Showing Compound Card for Mannose 6-phosphate (CDB005255)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (12)transporters (2) Show 17 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 19:24:51 UTC

Updated at

2020-11-18 16:39:37 UTC

CannabisDB ID

CDB005255

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Mannose 6-phosphate

Description

Mannose 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). 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; which is mediated by the enzyme hexokinase-1. A D-mannopyranose 6-phosphate with a beta-configuration at the anomeric position. In humans, mannose 6-phosphate is involved in the metabolic disorder called fructosuria. Mannose 6-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Mannose 6-phosphoric acid	Generator
alpha-D-Mannose-6-p	HMDB
alpha-D-Mannose-6-phosphate	HMDB
alpha-delta-Mannose-6-p	HMDB
alpha-delta-Mannose-6-phosphate	HMDB
D-Mannose 6-phosphate	HMDB
delta-Mannose 6-phosphate	HMDB
Man-6-p	HMDB
Mannose-6-phosphate	HMDB
Mannose-6-phosphate dilithium salt	HMDB
Mannose-6-phosphate disodium salt	HMDB
Mannose-6-phosphate sodium salt, (D)-isomer	HMDB

Chemical Formula

C₆H₁₃O₉P

Average Molecular Weight

260.14

Monoisotopic Molecular Weight

260.0297

IUPAC Name

{[(2R,3S,4S,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid

Traditional Name

mannose 6 phosphate

CAS Registry Number

3672-15-9

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 Key

NBSCHQHZLSJFNQ-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.

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
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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-mannopyranose 6-phosphate (CHEBI:49728 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Cell and elements:

Cell:

Fibroblast

Organ and components:

Subcellular:

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.1	ALOGPS
logP	-3.1	ChemAxon
logS	-0.92	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	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Mannose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0005-9740000000-a6e81224fb97751dc2e6	Spectrum
Predicted GC-MS	Mannose 6-phosphate, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-2533590000-b6a62e882bfffed3184a	Spectrum
Predicted GC-MS	Mannose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Mannose 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0007-3490000000-734a88a9b3fd55b3e43f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052b-9300000000-2c63b28f70b6b2eb75a1	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00l2-9000000000-5406aea843f73d03563c	2012-07-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-94ea79ec673f4688b7a0	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-5940000000-c649262446626dcb8d6e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-9800000000-aae2cb792906d2dec6cd	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-8290000000-8e20219f94b3fe964e38	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-b19b64f5cb4124047baf	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ecb75a44e3d25affdf31	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-9060000000-b446300429049a22bea4	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-d5aaca13a836cb9f1725	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dm-0970000000-40dbaf3d3c72cf65bf47	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-7900000000-00bc03290b6c0bfb7f84	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9000000000-7a6ff6606f1dbc2f0ae4	2021-09-25	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Fructose and Mannose Degradation
Fructosuria		Not Available
Fructose intolerance, hereditary		Not Available

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Glucokinase	GCK	7p15.3-p15.1	P35557	details
Hexokinase-3	HK3	5q35.2	P52790	details
Hexokinase-2	HK2	2p13	P52789	details
Hexokinase-1	HK1	10q22	P19367	details
Mannose-6-phosphate isomerase	MPI	15q22-qter	P34949	details
Phosphomannomutase 2	PMM2	16p13	O15305	details
Phosphomannomutase 1	PMM1	22q13.2	Q92871	details
Perilipin-3	PLIN3	19p13.3	O60664	details
Cation-dependent mannose-6-phosphate receptor	M6PR	12p13	P20645	details
Cation-independent mannose-6-phosphate receptor	IGF2R	6q26	P11717	details
Phosphoglucomutase-2	PGM2	4p14	Q96G03	details
Putative hexokinase HKDC1	HKDC1	10q22.1	Q2TB90	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Cation-dependent mannose-6-phosphate receptor	M6PR	12p13	P20645	details
Cation-independent mannose-6-phosphate receptor	IGF2R	6q26	P11717	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Mannose-6-phosphate isomerase	MPI	15q22-qter	P34949	details
Phosphomannomutase 1	PMM1	22q13.2	Q92871	details
Phosphoglucomutase-2	PGM2	4p14	Q96G03	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0001078

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022411

KNApSAcK ID

Not Available

Chemspider ID

388338

KEGG Compound ID

C00275

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

49728

References

General References

Not Available

Only showing the first 10 proteins. There are 17 proteins in total.

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Enzymes

Enzyme Details

1. Glucokinase

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

Enzyme Details

2. Hexokinase-3

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK3
Uniprot ID:: P52790
Molecular weight:: 99024.56

Enzyme Details

3. Hexokinase-2

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK2
Uniprot ID:: P52789
Molecular weight:: 102379.06

Enzyme Details

4. Hexokinase-1

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: HK1
Uniprot ID:: P19367
Molecular weight:: 102485.1

Enzyme Details

5. Mannose-6-phosphate isomerase

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

Enzyme Details

6. Phosphomannomutase 2

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

Enzyme Details

7. Phosphomannomutase 1

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

Enzyme Details

8. Perilipin-3

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

Enzyme Details

9. Cation-dependent mannose-6-phosphate receptor

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

Enzyme Details

10. Cation-independent mannose-6-phosphate receptor

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

Transporters

Enzyme Details

1. Cation-dependent mannose-6-phosphate receptor

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

Enzyme Details

2. Cation-independent mannose-6-phosphate receptor

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 17 proteins in total.

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Showing Compound Card for Mannose 6-phosphate (CDB005255)

Structure for CDB005255 (Mannose 6-phosphate)

Enzymes

Transporters