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MetaCyc Compound: 1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate

Synonyms: 1,5-bisdiphosphoinositol-1D-myo-inositol (2,3,4,6)tetrakisphosphate, 1D-myo-inositol 1-diphosphate pentakisphosphate

Superclasses: an alcohol a cyclic alcohol a cyclitol an inositol a modified inositol an inositol phosphate a myo-inositol-polyphosphate a pyrophosphate-containing inositol phosphate a bis(diphospho)-1D-myo-inositol tetrakisphosphate

Citations: [Lin09]

Chemical Formula: C6H7O30P8

Molecular Weight: 806.89 Daltons

Monoisotopic Molecular Weight: 819.794031385 Daltons

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

InChI: InChI=1S/C6H20O30P8/c7-37(8,9)29-1-2(30-38(10,11)12)5(33-43(25,26)35-41(19,20)21)4(32-40(16,17)18)6(3(1)31-39(13,14)15)34-44(27,28)36-42(22,23)24/h1-6H,(H,25,26)(H,27,28)(H2,7,8,9)(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)(H2,19,20,21)(H2,22,23,24)/p-13/t1-,2-,3-,4-,5+,6-/m1/s1

InChIKey: InChIKey=HHQOOERQSFJGEP-SLWYWOEDSA-A

Unification Links: ChEBI:77983 , PubChem:46173349

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -1891.8003 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
a cyclic alcohol + a quinone → a cyclic ketone + a quinol

Reactions known to produce the compound:

inositol pyrophosphates biosynthesis :
1D-myoinositol 5-diphosphate 1,2,3,4,6-pentakisphosphate + ATP → 1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate + ADP
1D-myo-inositol 1-diphosphate 2,3,4,5,6-pentakisphosphate + ATP → 1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate + ADP

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

Not in pathways:
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:
1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate + H2O = 1D-myo-inositol 1-diphosphate 2,3,4,5,6-pentakisphosphate + phosphate + H+
1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate + H2O = 1D-myoinositol 5-diphosphate 1,2,3,4,6-pentakisphosphate + phosphate + H+


ATP + a diphospho-1D-myo-inositol pentakisphosphate = ADP + a bis(diphospho)-1D-myo-inositol tetrakisphosphate


a pyrophosphate-containing inositol phosphate + H2O = a myo-inositol-polyphosphate + phosphate


a pyrophosphate-containing inositol phosphate + H2O = a myo-inositol-polyphosphate + phosphate


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 activated by 1D-myo-inositol 1,5-bis(diphosphate) 2,3,4,6-tetrakisphosphate, sorted by the type of activation, are:

Activator (Mechanism unknown) of: phosphoenolpyruvate carboxylase [Izui83]

Credits:
Created 29-Oct-2009 by Caspi R , SRI International


References

Izui83: Izui K, Matsuda Y, Kameshita I, Katsuki H, Woods AE (1983). "Phosphoenolpyruvate carboxylase of Escherichia coli. Inhibition by various analogs and homologs of phosphoenolpyruvate." J Biochem (Tokyo) 1983;94(6);1789-95. PMID: 6368527

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

Lin09: Lin H, Fridy PC, Ribeiro AA, Choi JH, Barma DK, Vogel G, Falck JR, Shears SB, York JD, Mayr GW (2009). "Structural analysis and detection of biological inositol pyrophosphates reveal that the family of VIP/diphosphoinositol pentakisphosphate kinases are 1/3-kinases." J Biol Chem 284(3);1863-72. PMID: 18981179


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 Dec 18, 2014, biocyc14.