Basic Info

Common NameMannose 6-phosphate(F00909)
2D Structure
FRCD IDF00909
CAS Number3672-15-9
PubChem CID65127
FormulaC6H13O9P
IUPAC Name

[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl dihydrogen phosphate

InChI Key

NBSCHQHZLSJFNQ-QTVWNMPRSA-N

InChI

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

Canonical SMILES

C(C1C(C(C(C(O1)O)O)O)O)OP(=O)(O)O

Isomeric SMILES

C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)O)O)O)OP(=O)(O)O

Synonyms
        
            Mannose 6-phosphate
        
            D-Mannose 6-phosphate
        
            D-Mannose, 6-(dihydrogen phosphate)
        
            D-mannopyranose 6-phosphate
        
            3672-15-9
        
            alpha-D-mannose-6-P
        
            Man-6-p
        
            AC1Q6RVE
        
            AC1L22NJ
        
            [(2R,3S,4S,5S)-3,4,5,6-tetrahydroxytetrahydropyran-2-yl]methyl dihydrogen phosphate
        
Classifies
                

                  
                    Predicted: Animal Toxin
                  

                
        
Update DateNov 13, 2018 16:49

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree NodesMonosaccharides - Hexoses
Direct ParentHexose phosphates
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsHexose 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
DescriptionThis compound 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.

Properties

Property NameProperty Value
Molecular Weight260.135
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Complexity277
Monoisotopic Mass260.03
Exact Mass260.03
XLogP-4.2
Formal Charge0
Heavy Atom Count16
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8315
Human Intestinal AbsorptionHIA-0.9918
Caco-2 PermeabilityCaco2-0.7235
P-glycoprotein SubstrateNon-substrate0.6687
P-glycoprotein InhibitorNon-inhibitor0.8225
Non-inhibitor0.9931
Renal Organic Cation TransporterNon-inhibitor0.9062
Distribution
Subcellular localizationMitochondria0.7946
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8113
CYP450 2D6 SubstrateNon-substrate0.8365
CYP450 3A4 SubstrateNon-substrate0.5740
CYP450 1A2 InhibitorNon-inhibitor0.9182
CYP450 2C9 InhibitorNon-inhibitor0.9049
CYP450 2D6 InhibitorNon-inhibitor0.9189
CYP450 2C19 InhibitorNon-inhibitor0.8947
CYP450 3A4 InhibitorNon-inhibitor0.9695
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9722
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9149
Non-inhibitor0.8981
AMES ToxicityNon AMES toxic0.7495
CarcinogensNon-carcinogens0.9233
Fish ToxicityLow FHMT0.8711
Tetrahymena Pyriformis ToxicityHigh TPT0.6154
Honey Bee ToxicityHigh HBT0.7709
BiodegradationReady biodegradable0.5726
Acute Oral ToxicityIII0.5254
Carcinogenicity (Three-class)Non-required0.5954

Model Value Unit
Absorption
Aqueous solubility-1.3799LogS
Caco-2 Permeability-1.0884LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.1534LD50, mol/kg
Fish Toxicity1.9670pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.2617pIGC50, ug/L

References

TitleJournalDatePubmed ID
Development and evaluation of rapid screening detection methods for geneticallymodified crops using loop-mediated isothermal amplification.Food Chem2018 Jun 3029478558
Characterization of a Mannose-6-Phosphate Isomerase from Bacillusamyloliquefaciens and Its Application in Fructose-6-Phosphate Production.PLoS One2015 Jul 1426171785
Metabolic engineering of Corynebacterium glutamicum to produce GDP-L-fucose from glucose and mannose.Bioprocess Biosyst Eng2013 Jun23404100
A novel mannose-based selection system for plant transformation using celerymannose-6-phosphate reductase gene.Plant Cell Rep2010 Feb20033814
The Azospirillum brasilense Sp7 noeJ and noeL genes are involved in extracellularpolysaccharide biosynthesis.Microbiology2009 Dec19762447
The use of the phosphomannose isomerase gene as alternative selectable marker forAgrobacterium-mediated transformation of flax (Linum usitatissimum).Plant Cell Rep2007 Jun17205337
Expression of IGF receptors on alveolar macrophages: IGF-induced changes in InsPiformation, [Ca2+]i, and pHi.Mol Cell Biochem1997 Dec9450643