| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:29:13 UTC |
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| Update date | 2017-01-19 02:36:16 UTC |
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| FoodComEx ID | PC000209 |
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| FoodDB Record | FDB021902 |
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| Chemical Information |
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| Name | Inosine triphosphate |
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| Description | Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway. Relatively high levels of ITP in red cells are found in individuals as result of deficiency of inosine triphosphatase (EC 3.1.3.56, ITPase) ITPase is a cytosolic nucleoside triphosphate pyrophosphohydrolase specific for ITP catalysis to inosine monophosphate (IMP) and deoxy-inosine triphosphate (dITP) to deoxy-inosine monophosphate. ITPase deficiency is not associated with any defined pathology other than the characteristic and abnormal accumulation of ITP in red blood cells. Nevertheless, ITPase deficiency may have pharmacogenomic implications, and the abnormal metabolism of 6-mercaptopurine in ITPase-deficient patients may lead to thiopurine drug toxicity. ITPase's function is not clearly understood but possible roles for ITPase could be to prevent the accumulation of rogue nucleotides which would be otherwise incorporated into DNA and RNA, or compete with nucleotides such as GTP in signalling processes. (PMID : 170291, 1204209, 17113761, 17924837) [HMDB] |
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| CAS Number | 132-06-9 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 2'-Inosine-5'-triate | ChEBI | | 2'-Inosine-5'-triic acid | Generator | | 2'-inosine-5'-triphosphate | hmdb | | 5-ITP | hmdb | | 5'-ITP | hmdb | | Inosine 5 | hmdb | | Inosine 5-triphopshate | hmdb | | Inosine 5'-(tetrahydrogen triate) | HMDB | | inosine 5'-(tetrahydrogen triphosphate) | hmdb | | Inosine 5'-triate | ChEBI | | Inosine 5'-triic acid | Generator | | Inosine 5'-triphosphate | hmdb | | Inosine 5(tetrahydrogen triate) | HMDB | | Inosine 5(tetrahydrogen triphosphate) | hmdb | | Inosine triate | ChEBI | | Inosine triic acid | Generator | | Inosine triphosphate | hmdb | | Inosine triphosphic acid | hmdb | | Inosine tripolyate | ChEBI | | Inosine tripolyic acid | Generator | | Inosine tripolyphosphate | hmdb | | ITP | hmdb | | ITT | hmdb | | O(5')-(Tetrahydroxytrioryl)inosine | ChEBI |
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| Chemical Formula | C10H15N4O14P3 |
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| IUPAC name | ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxy-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid |
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| InChI Identifier | InChI=1S/C10H15N4O14P3/c15-6-4(1-25-30(21,22)28-31(23,24)27-29(18,19)20)26-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,21,22)(H,23,24)(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1 |
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| InChI Key | HAEJPQIATWHALX-KQYNXXCUSA-N |
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| Isomeric SMILES | O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CN=C2O |
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| Average Molecular Weight | 508.1658 |
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| Monoisotopic Molecular Weight | 507.979760744 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety. |
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| Kingdom | Organic compounds |
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| Super Class | Nucleosides, nucleotides, and analogues |
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| Class | Purine nucleotides |
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| Sub Class | Purine ribonucleotides |
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| Direct Parent | Purine ribonucleoside triphosphates |
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| Alternative Parents | |
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| Substituents | - Purine ribonucleoside triphosphate
- Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Imidazopyrimidine
- Purine
- Pyrimidone
- Monoalkyl phosphate
- Alkyl phosphate
- Pyrimidine
- Phosphoric acid ester
- Monosaccharide
- Organic phosphoric acid derivative
- N-substituted imidazole
- Tetrahydrofuran
- Vinylogous amide
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Alcohol
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organonitrogen compound
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 2 g |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Not Available |
