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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 [Stephens90a]


References

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

Stephens90a: 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 Sat Dec 20, 2014, BIOCYC14B.