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discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: 1D-myo-inositol 3-monophosphate

Abbrev Name: Ins(3)P

Synonyms: 1-L-myo-inositol-1-p, L-myo-inositol 1-phosphate, inositol 1-phosphate, myo-inositol 1-phosphate, 1D-myo-inositol 3-phosphate, Ins(3)P1, D-myo-inositol (3)-monophosphate, myo-inositol 1-monophosphate, Ins3P, 1L-myo-inositol 1-phosphate, myo-inositol phosphate

Superclasses: an alcohol a cyclic alcohol a cyclitol an inositol a modified inositol an inositol phosphate a myo-inositol monophosphate

Summary:
Additional information on the nomenclature of myo-inositol compounds can be found in the document Numbering of atoms in myo-inositol, by the Nomenclature Committee of the International Union of Biochemistry (NC-IUB). The document can be found at http://www.chem.qmul.ac.uk/iupac/cyclitol/myo.html.

Chemical Formula: C6H11O9P

Molecular Weight: 258.12 Daltons

Monoisotopic Molecular Weight: 260.0297185262 Daltons

SMILES: C1(O)(C(O)C(O)C(OP(=O)([O-])[O-])C(O)C(O)1)

InChI: InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2-,3+,4-,5-,6-/m0/s1

InChIKey: InChIKey=INAPMGSXUVUWAF-PTQMNWPWSA-L

Unification Links: ChEBI:58401 , ChemSpider:16744087 , HMDB:HMDB06814 , KEGG:C04006 , MetaboLights:MTBLC58401 , PubChem:5288700

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -320.7259 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

1D-myo-inositol hexakisphosphate biosynthesis III (Spirodela polyrrhiza) :
1D-myo-inositol 3-monophosphate + ATP → D-myo-inositol (3,4)-bisphosphate + ADP + H+

1D-myo-inositol hexakisphosphate biosynthesis IV (Dictyostelium) :
1D-myo-inositol 3-monophosphate + ATP → D-myo-inositol (3,6)-bisphosphate + ADP + H+

archaetidylinositol biosynthesis :
saturated CDP-archaeol + 1D-myo-inositol 3-monophosphate → saturated archaetidylinositol phosphate + CMP + H+
CDP-2,3-bis-O-(geranylgeranyl)-sn-glycerol + 1D-myo-inositol 3-monophosphate → unsaturated archaetidylinositol phosphate + CMP + H+

di-myo-inositol phosphate biosynthesis :
CDP-1L-myo-inositol + 1D-myo-inositol 3-monophosphate → CMP + bis(1L-myo-inositol) 3,1'-phosphate 1-phosphate + H+
1D-myo-inositol 3-monophosphate + CTP + H+ → CDP-1L-myo-inositol + diphosphate

L-1-phosphatidyl-inositol biosynthesis (Mycobacteria) :
1D-myo-inositol 3-monophosphate + a CDP-diacylglycerol → a 1-phosphatidyl-1D-myo-inositol 3-phosphate + CMP + H+

mycothiol biosynthesis :
UDP-N-acetyl-α-D-glucosamine + 1D-myo-inositol 3-monophosphate → 1-O-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-D-myo-inositol 3-phosphate + UDP + H+

myo-inositol biosynthesis :
1D-myo-inositol 3-monophosphate + H2O → myo-inositol + phosphate

Not in pathways:
a myo-inositol monophosphate + H2O → myo-inositol + phosphate


a cyclic alcohol + a quinone → a cyclic ketone + a quinol

Reactions known to produce the compound:

1D-myo-inositol hexakisphosphate biosynthesis III (Spirodela polyrrhiza) :
D-glucopyranose 6-phosphate → 1D-myo-inositol 3-monophosphate
myo-inositol + ATP → 1D-myo-inositol 3-monophosphate + ADP + H+

1D-myo-inositol hexakisphosphate biosynthesis IV (Dictyostelium) :
D-glucopyranose 6-phosphate → 1D-myo-inositol 3-monophosphate
myo-inositol + ATP → 1D-myo-inositol 3-monophosphate + ADP + H+

di-myo-inositol phosphate biosynthesis , L-1-phosphatidyl-inositol biosynthesis (Mycobacteria) , mycothiol biosynthesis , myo-inositol biosynthesis :
D-glucopyranose 6-phosphate → 1D-myo-inositol 3-monophosphate

Not in pathways:
D-myo-inositol (3,4)-bisphosphate + H2O → 1D-myo-inositol 3-monophosphate + phosphate

β-D-glucuronide and D-glucuronate degradation :
a β-D-glucuronoside + H2O → D-glucopyranuronate + an alcohol

glycerophosphodiester degradation :
a glycerophosphodiester + H2O → an alcohol + sn-glycerol 3-phosphate + H+

phosphate acquisition , phosphate utilization in cell wall regeneration :
a phosphate monoester + H2O ↔ an alcohol + phosphate


an alcohol + NAD+ + H2O ← an organic hydroperoxide + NADH + H+
an α-D-glucuronoside + H2O → D-glucopyranuronate + an alcohol
an α amino acid ester + H2O → an alcohol + an α amino acid + H+
a phosphate monoester + H2O → an alcohol + phosphate
RH + a reduced [NADPH-hemoprotein reductase] + oxygen → ROH + an oxidized [NADPH-hemoprotein reductase] + H2O
an oligosaccharide with β-L-arabinopyranose at the non-reducing end + H2O → β-L-arabinopyranose + an alcohol
an N-acetyl-β-D-hexosaminide + H2O → an N-acetyl-β-D-hexosamine + an alcohol
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an acetic ester + H2O → an alcohol + acetate + H+
a reduced thioredoxin + an organic hydroperoxide → an oxidized thioredoxin + an alcohol + H2O
a 6-O-(β-D-xylopyranosyl)-β-D-glucopyranoside + H2O → β-primeverose + an alcohol
an organic molecule + H2O + 2 oxygen → an alcohol + 2 superoxide + 2 H+
an N5-acyl-L-ornithine-ester + H2O → an N5-acyl-L-ornithine + an alcohol
α-L-fucoside + H2O → L-fucopyranose + an alcohol
a 2-deoxy-α-D-glucoside + H2O → 2-deoxy-D-glucose + an alcohol
a 6-phospho-β-D-galactoside + H2O → α-D-galactose 6-phosphate + an alcohol

In Reactions of unknown directionality:

Not in pathways:
an alcohol + 3'-phosphoadenylyl-sulfate = adenosine 3',5'-bisphosphate + an organosulfate + H+
an alcohol + NAD(P)+ = an aldehyde + NAD(P)H + H+
an alcohol + NADP+ = an aldehyde + NADPH + H+
trans-cinnamoyl-β-D-glucoside + an alcohol = β-D-glucose + alkyl cinnamate
an alcohol + acetyl-CoA = an acetic ester + coenzyme A
2 protein cysteines + an organic hydroperoxide = a protein disulfide + an alcohol + H2O
an organic molecule + an organic hydroperoxide = 2 an alcohol
an organic molecule + hydrogen peroxide = an alcohol + H2O

Enzymes inhibited by 1D-myo-inositol 3-monophosphate, sorted by the type of inhibition, are:

Inhibitor (Noncompetitive) of: myo-inositol 3-kinase [Stephens90]


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Stephens90: Stephens LR, Kay RR, Irvine RF (1990). "A myo-inositol D-3 hydroxykinase activity in Dictyostelium." Biochem J 272(1);201-10. PMID: 2176081


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, BIOCYC14B.