MiMeDB: Showing metabocard for alpha-D-mannose 6-phosphate (MMDBc0054338)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:07:38 UTC

Update Date

2022-09-01 02:28:32 UTC

Metabolite ID

MMDBc0054338

Metabolite Identification

Common Name

alpha-D-mannose 6-phosphate

Description

α-D-Mannose 6-phosphate, also known as (6P)mana or ALPHA-D-mannose-6-phosphATE, 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. α-D-Mannose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652308211820192D          

 16 16  0  0  1  0            999 V2000
    0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  6  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  3 10  1  1  0  0  0
  3  4  1  0  0  0  0
  4 11  1  6  0  0  0
  4  5  1  0  0  0  0
  5 12  1  1  0  0  0
  1  6  1  0  0  0  0
  5  6  1  0  0  0  0
  6 14  1  1  0  0  0
 15  7  1  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
  7 10  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054338

> <DATABASE_NAME>
MIME

> <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-PQMKYFCFSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.6381641971079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248752256962443

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.222936327751123

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64935696086094

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-D-mannose 6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-AUG-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-AUG-18         0                                  
HETATM    1  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.335   3.080   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -6.668   0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      -5.335   1.540   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
CONECT    1   13    2    6                                                  
CONECT    2    1    3                                                       
CONECT    3    2   10    4                                                  
CONECT    4    3   11    5                                                  
CONECT    5    4   12    6                                                  
CONECT    6    1    5   14                                                  
CONECT    7   15   10                                                       
CONECT    8   15                                                            
CONECT    9   15                                                            
CONECT   10    3    7                                                       
CONECT   11    4                                                            
CONECT   12    5                                                            
CONECT   13    1                                                            
CONECT   14    6                                                            
CONECT   15    7    8    9   16                                             
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
(6P)Mana	ChEBI
(6P)Manalpha	ChEBI
6-H2PO3manalpha	ChEBI
6-O-Phosphono-alpha-D-mannopyranose	ChEBI
ALPHA-D-MANNOSE-6-phosphATE	ChEBI
Man6p	ChEBI
6-O-Phosphono-a-D-mannopyranose	Generator
6-O-Phosphono-α-D-mannopyranose	Generator
a-D-MANNOSE-6-phosphate	Generator
a-D-MANNOSE-6-phosphoric acid	Generator
alpha-D-MANNOSE-6-phosphoric acid	Generator
Α-D-mannose-6-phosphate	Generator
Α-D-mannose-6-phosphoric acid	Generator
Α-D-mannose 6-phosphoric acid	Generator
a-D-Mannose 6-phosphate	Generator
a-D-Mannose 6-phosphoric acid	Generator
alpha-D-Mannose 6-phosphoric acid	Generator
α-D-mannose 6-phosphate	Generator
Mannose-6-phosphate	MeSH
Mannose-6-phosphate sodium salt, (D)-isomer	MeSH
Mannose-6-phosphate dilithium salt	MeSH
Mannose-6-phosphate disodium salt	MeSH

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

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

Traditional Name

α-D-mannose 6-phosphate

CAS Registry Number

Not Available

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-PQMKYFCFSA-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:43896 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	31.4 g/L	ALOGPS
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	20.64 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9740000000-a6e81224fb97751dc2e6	2017-08-28	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-94ea79ec673f4688b7a0	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-5940000000-c649262446626dcb8d6e	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-9800000000-aae2cb792906d2dec6cd	2017-07-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-8290000000-8e20219f94b3fe964e38	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-b19b64f5cb4124047baf	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ecb75a44e3d25affdf31	2017-07-26	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0014744	(2R)-2-O-(6-phospho-alpha-D-mannosyl)-glyceric acid	Glyceric acid	Putative mannosylglycerate hydrolase	Hydrolysis of bond	RHEA	34755880
MMDBr0018326	alpha-D-mannose 6-phosphate	beta-D-Fructofuranose 6-phosphate	Mannose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0018328	beta-D-Fructofuranose 6-phosphate	alpha-D-mannose 6-phosphate	Mannose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0018329	alpha-D-mannose 6-phosphate	D-Mannose 1-phosphate	Phosphomannomutase	Transfers of a phosphate group; Isomerization	PathBank	31602464
MMDBr0018478	alpha-D-mannose 6-phosphate	alpha-D-mannose 1-phosphate	Phosphomannomutase	Transfers of a phosphate group; Isomerization	PathBank	31602464
MMDBr0020669	alpha-D-mannose 6-phosphate	Fructose 6-phosphate	Mannose-6-phosphate isomerase	Isomerization	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human feces
Bacteria	Proteobacteria	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

DB02900

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

43896

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for alpha-D-mannose 6-phosphate (MMDBc0054338)

MOL for #<Metabolite:0x00007fa4a46dd828>

3D MOL for #<Metabolite:0x00007fa4a46dd828>

3D SDF for #<Metabolite:0x00007fa4a46dd828>

3D-SDF for #<Metabolite:0x00007fa4a46dd828>

PDB for #<Metabolite:0x00007fa4a46dd828>

3D PDB for #<Metabolite:0x00007fa4a46dd828>

SMILES for #<Metabolite:0x00007fa4a46dd828>

INCHI for #<Metabolite:0x00007fa4a46dd828>

Structure for #<Metabolite:0x00007fa4a46dd828>

3D Structure for #<Metabolite:0x00007fa4a46dd828>