创建日期
2005-11-16 15:48:42 UTC
更新日期
2021-09-14 15:38:59 UTC
描述
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).
同义词
1:2'-Inosine-5'-triphosphate
2:Inosine 5'-triphosphate
3:Inosine tripolyphosphate
4:O(5')-(Tetrahydroxytriphosphoryl)inosine
5:2'-Inosine-5'-triphosphoric acid
6:Inosine 5'-triphosphoric acid
7:Inosine tripolyphosphoric acid
8:Inosine triphosphoric acid
9:5'-ITP
10:5-ITP
11:Inosine 5
12:Inosine 5'-(tetrahydrogen triphosphate)
13:Inosine 5(tetrahydrogen triphosphate)
14:Inosine 5-triphopshate
15:ITP
16:ITT
17:Triphosphate, inosine
18:Inosine triphosphate
化学名称
({[({[(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
传统名称
({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-hydroxypurin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
代谢物结构字符串
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
inchi标识符
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
印记键
HAEJPQIATWHALX-KQYNXXCUSA-N
分类学
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.
description:Purine ribonucleoside triphosphates
kingdom:Organic compounds
super_class:Nucleosides, nucleotides, and analogues
class:Purine nucleotides
sub_class:Purine ribonucleotides
molecular_framework:Aromatic heteropolycyclic compounds
1:1,2-diols
2:6-oxopurines
3:Azacyclic compounds
4:Glycosylamines
5:Heteroaromatic compounds
6:Hydrocarbon derivatives
7:Hypoxanthines
8:Monoalkyl phosphates
9:Monosaccharide phosphates
10:N-substituted imidazoles
11:Organic oxides
12:Organonitrogen compounds
13:Organopnictogen compounds
14:Oxacyclic compounds
15:Pentose phosphates
16:Purine ribonucleoside monophosphates
17:Pyrimidones
18:Secondary alcohols
19:Tetrahydrofurans
20:Vinylogous amides
21:1,2-diol
22:6-oxopurine
23:Alcohol
24:Alkyl phosphate
25:Aromatic heteropolycyclic compound
26:Azacycle
27:Azole
28:Glycosyl compound
29:Heteroaromatic compound
30:Hydrocarbon derivative
31:Hypoxanthine
32:Imidazole
33:Imidazopyrimidine
34:Monoalkyl phosphate
35:Monosaccharide
36:Monosaccharide phosphate
37:N-glycosyl compound
38:N-substituted imidazole
39:Organic nitrogen compound
40:Organic oxide
41:Organic oxygen compound
42:Organic phosphoric acid derivative
43:Organoheterocyclic compound
44:Organonitrogen compound
45:Organooxygen compound
46:Organopnictogen compound
47:Oxacycle
48:Pentose phosphate
49:Pentose-5-phosphate
50:Phosphoric acid ester
51:Purine
52:Purine ribonucleoside monophosphate
53:Purine ribonucleoside triphosphate
54:Pyrimidine
55:Pyrimidone
56:Secondary alcohol
57:Tetrahydrofuran
58:Vinylogous amide
59:inosine phosphate
60:purine ribonucleoside 5'-triphosphate
本体论
term:Disposition
definition:A concept that describes the origin of a chemical, its location within an organism, or its route of exposure.
parent_id:
level:1
type:parent
term:Source
definition:Natural or synthetic origin of a chemical.
parent_id:7724
*level:2
type:parent
term:Endogenous
definition:
parent_id:7735
**level:3
type:child
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
term:Subcellular
definition:An anatomical organizational level including a component within a biological cell .
parent_id:7725
**level:3
type:parent
term:Cytoplasm
definition:The portion of the cell contained within the plasma membrane but excluding the nucleus.
parent_id:7730
***level:4
type:child
synonym:Cytoplasma
term:Mitochondria
definition:
parent_id:7730
***level:4
type:child
term:Nucleus
definition:A body within the cell, surrounded by a membrane, within which lie the chromosomes, one or more nucleoli, combined with proteins, and exhibits mitosis. (NCI)
parent_id:7730
***level:4
type:child
synonym:Cell nucleus
synonym:Nucleic
term:Process
definition:Biological or chemical events, or a series thereof, leading to a known function or end-product.
parent_id:
level:1
type:parent
term:Naturally occurring process
definition:Naturally-occurring molecular events or a series thereof, leading to a known function or end-product.
parent_id:7659
*level:2
type:parent
term:Biological process
definition:Biological or chemical events or a series thereof, leading to a known function or end-product within an organism.
parent_id:7660
**level:3
type:parent
term:Biochemical pathway
definition:A linked series of chemical reactions that occur in a defined order within or between organism cells, and lead to a known function or end product.
parent_id:7661
***level:4
type:parent
实验性质
1:
kind:water_solubility
value:903.5 mg/mL
source:
预测性质
1:
kind:logp
value:-0.67
source:ALOGPS
2:
kind:logs
value:-2.03
source:ALOGPS
3:
kind:solubility
value:4.78 g/L
source:ALOGPS
4:
kind:logp
value:-2.7
source:ChemAxon
5:
kind:pka_strongest_acidic
value:0.91
source:ChemAxon
6:
kind:pka_strongest_basic
value:-0.5
source:ChemAxon
7:
kind:iupac
value:({[({[(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
source:ChemAxon
8:
kind:average_mass
value:508.1658
source:ChemAxon
9:
kind:mono_mass
value:507.979760744
source:ChemAxon
10:
kind:smiles
value: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
source:ChemAxon
11:
kind:formula
value:C10H15N4O14P3
source:ChemAxon
12:
kind:inchi
value: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
source:ChemAxon
13:
kind:inchikey
value:HAEJPQIATWHALX-KQYNXXCUSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:273.34
source:ChemAxon
15:
kind:refractivity
value:93.09
source:ChemAxon
16:
kind:polarizability
value:38.09
source:ChemAxon
17:
kind:rotatable_bond_count
value:8
source:ChemAxon
18:
kind:acceptor_count
value:14
source:ChemAxon
19:
kind:donor_count
value:7
source:ChemAxon
20:
kind:physiological_charge
value:-3
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:3
source:ChemAxon
23:
kind:bioavailability
value:No
source:ChemAxon
24:
kind:rule_of_five
value:No
source:ChemAxon
25:
kind:ghose_filter
value:No
source:ChemAxon
26:
kind:veber_rule
value:No
source:ChemAxon
27:
kind:mddr_like_rule
value:Yes
source:ChemAxon
生物学性质
1:
cellular:(1):Cytoplasm
cellular:(2):Mitochondria
cellular:(3):Nucleus
2:
3:
tissue:(1):Erythrocyte
4:
[1]:
name:Adenine phosphoribosyltransferase deficiency (APRT)
smpdb_id:SMP00535
kegg_map_id:
[2]:
name:Adenosine Deaminase Deficiency
smpdb_id:SMP00144
kegg_map_id:
[3]:
name:Adenylosuccinate Lyase Deficiency
smpdb_id:SMP00167
kegg_map_id:
[4]:
name:AICA-Ribosiduria
smpdb_id:SMP00168
kegg_map_id:
[5]:
name:Azathioprine Action Pathway
smpdb_id:SMP00427
kegg_map_id:
[6]:
name:Gout or Kelley-Seegmiller Syndrome
smpdb_id:SMP00365
kegg_map_id:
[7]:
name:Lesch-Nyhan Syndrome (LNS)
smpdb_id:SMP00364
kegg_map_id:
[8]:
name:Mercaptopurine Action Pathway
smpdb_id:SMP00428
kegg_map_id:
[9]:
name:Mitochondrial DNA depletion syndrome
smpdb_id:SMP00536
kegg_map_id:
[10]:
name:Molybdenum Cofactor Deficiency
smpdb_id:SMP00203
kegg_map_id:
[11]:
name:Myoadenylate deaminase deficiency
smpdb_id:SMP00537
kegg_map_id:
[12]:
name:Purine metabolism
smpdb_id:
kegg_map_id:map00230
[13]:
name:Purine Nucleoside Phosphorylase Deficiency
smpdb_id:SMP00210
kegg_map_id:
[14]:
name:Thioguanine Action Pathway
smpdb_id:SMP00430
kegg_map_id:
[15]:
name:Xanthine Dehydrogenase Deficiency (Xanthinuria)
smpdb_id:SMP00220
kegg_map_id:
[16]:
name:Xanthinuria type I
smpdb_id:SMP00512
kegg_map_id:
[17]:
name:Xanthinuria type II
smpdb_id:SMP00513
kegg_map_id:
维基百科编号
Inosine triphosphate
综合参考
Nakayama, Kiyoshi; Tanaka, Haruo. Fermentative preparation of inosine di- and triphosphate. Jpn. Tokkyo Koho (1972), 2 pp.
一般参考
1:
protein_accession:HMDBP00084
name:Ectonucleoside triphosphate diphosphohydrolase 1
uniprot_id:P49961
gene_name:ENTPD1
protein_type:Unknown
2:
protein_accession:HMDBP00085
name:Soluble calcium-activated nucleotidase 1
uniprot_id:Q8WVQ1
gene_name:CANT1
protein_type:Unknown
3:
protein_accession:HMDBP00086
name:Ectonucleoside triphosphate diphosphohydrolase 3
uniprot_id:O75355
gene_name:ENTPD3
protein_type:Unknown
4:
protein_accession:HMDBP00105
name:Uridine-cytidine kinase 1
uniprot_id:Q9HA47
gene_name:UCK1
protein_type:Unknown
5:
protein_accession:HMDBP00106
name:Nucleoside diphosphate kinase, mitochondrial
uniprot_id:O00746
gene_name:NME4
protein_type:Unknown
6:
protein_accession:HMDBP00109
name:Nucleoside diphosphate kinase A
uniprot_id:P15531
gene_name:NME1
protein_type:Unknown
7:
protein_accession:HMDBP00110
name:Nucleoside diphosphate kinase 7
uniprot_id:Q9Y5B8
gene_name:NME7
protein_type:Unknown
8:
protein_accession:HMDBP00112
name:Nucleoside diphosphate kinase B
uniprot_id:P22392
gene_name:NME2
protein_type:Unknown
9:
protein_accession:HMDBP00113
name:Nucleoside diphosphate kinase 3
uniprot_id:Q13232
gene_name:NME3
protein_type:Unknown
10:
protein_accession:HMDBP00114
name:Nucleoside diphosphate kinase 6
uniprot_id:O75414
gene_name:NME6
protein_type:Unknown
11:
protein_accession:HMDBP00210
name:Glucokinase
uniprot_id:P35557
gene_name:GCK
protein_type:Enzyme
12:
protein_accession:HMDBP00212
name:Hexokinase-3
uniprot_id:P52790
gene_name:HK3
protein_type:Enzyme
13:
protein_accession:HMDBP00213
name:Hexokinase-2
uniprot_id:P52789
gene_name:HK2
protein_type:Enzyme
14:
protein_accession:HMDBP00431
name:Inosine triphosphate pyrophosphatase
uniprot_id:Q9BY32
gene_name:ITPA
protein_type:Unknown
15:
protein_accession:HMDBP00734
name:6-phosphofructokinase type C
uniprot_id:Q01813
gene_name:PFKP
protein_type:Unknown
16:
protein_accession:HMDBP00758
name:6-phosphofructokinase, liver type
uniprot_id:P17858
gene_name:PFKL
protein_type:Unknown
17:
protein_accession:HMDBP00762
name:6-phosphofructokinase, muscle type
uniprot_id:P08237
gene_name:PFKM
protein_type:Unknown
18:
protein_accession:HMDBP00763
name:Pyruvate kinase isozymes M1/M2
uniprot_id:P14618
gene_name:PKM
protein_type:Unknown
19:
protein_accession:HMDBP00765
name:Pyruvate kinase isozymes R/L
uniprot_id:P30613
gene_name:PKLR
protein_type:Unknown
20:
protein_accession:HMDBP00889
name:Succinyl-CoA ligase [ADP/GDP-forming] subunit alpha, mitochondrial
uniprot_id:P53597
gene_name:SUCLG1
protein_type:Unknown
21:
protein_accession:HMDBP00890
name:Phosphoenolpyruvate carboxykinase [GTP], mitochondrial
uniprot_id:Q16822
gene_name:PCK2
protein_type:Unknown
22:
protein_accession:HMDBP00891
name:Succinyl-CoA ligase [GDP-forming] subunit beta, mitochondrial
uniprot_id:Q96I99
gene_name:SUCLG2
protein_type:Unknown
23:
protein_accession:HMDBP00892
name:Phosphoenolpyruvate carboxykinase, cytosolic [GTP]
uniprot_id:P35558
gene_name:PCK1
protein_type:Unknown
24:
protein_accession:HMDBP00971
name:Succinyl-CoA ligase [ADP-forming] subunit beta, mitochondrial
uniprot_id:Q9P2R7
gene_name:SUCLA2
protein_type:Unknown
25:
protein_accession:HMDBP02576
name:Uridine-cytidine kinase 2
uniprot_id:Q9BZX2
gene_name:UCK2
protein_type:Unknown
26:
protein_accession:HMDBP07410
name:Uridine-cytidine kinase-like 1
uniprot_id:Q9NWZ5
gene_name:UCKL1
protein_type:Enzyme
27:
protein_accession:HMDBP07670
name:Ectonucleoside triphosphate diphosphohydrolase 8
uniprot_id:Q5MY95
gene_name:ENTPD8
protein_type:Unknown
28:
protein_accession:HMDBP11852
name:Nucleoside diphosphate kinase homolog 5
uniprot_id:P56597
gene_name:NME5
protein_type:Unknown
蛋白质结合
1:
reference_text:Lin S, McLennan AG, Ying K, Wang Z, Gu S, Jin H, Wu C, Liu W, Yuan Y, Tang R, Xie Y, Mao Y: Cloning, expression, and characterization of a human inosine triphosphate pyrophosphatase encoded by the itpa gene. J Biol Chem. 2001 Jun 1;276(22):18695-701. Epub 2001 Mar 13.
pubmed_id:11278832
2:
reference_text:Sumi S, Marinaki AM, Arenas M, Fairbanks L, Shobowale-Bakre M, Rees DC, Thein SL, Ansari A, Sanderson J, De Abreu RA, Simmonds HA, Duley JA: Genetic basis of inosine triphosphate pyrophosphohydrolase deficiency. Hum Genet. 2002 Oct;111(4-5):360-7. Epub 2002 Aug 15.
pubmed_id:12384777
3:
reference_text:Zachara B, Kopff M: Activity of inosine triphosphate pyrophosphohydrolase in fresh and stored human erythrocytes. Haematologia (Budap). 1981;14(3):277-83.
pubmed_id:6120123
4:
reference_text:Vormittag W, Brannath W: As to the clastogenic-, sister-chromatid exchange inducing-and cytotoxic activity of inosine triphosphate in cultures of human peripheral lymphocytes. Mutat Res. 2001 May 9;476(1-2):71-81.
pubmed_id:11336985
5:
reference_text:Dutta TK, Goel A, Ghotekar LH, Hamide A, Badhe BA, Basu D: Dapsone in treatment of chronic idiopathic thrombocytopenic purpura in adults. J Assoc Physicians India. 2001 Apr;49:421-5.
pubmed_id:11762611
6:
reference_text:Soder C, Henderson JF, Zombor G, McCoy EE, Verhoef V, Morris AJ: Relationships between nucleoside triphosphate pyrophosphohydrolase activity and inosine triphosphate accumulation in human erythrocytes. Can J Biochem. 1976 Oct;54(10):843-7.
pubmed_id:990987
7:
reference_text:Henderson JF, Zombor G, Fraser JH, McCoy EE, Verhoef V, Morris AJ: Factors affecting inosinate synthesis and inosine triphosphate accumulation in human erythrocytes. Can J Biochem. 1977 Apr;55(4):359-64.
pubmed_id:15708
8:
reference_text:Klinker JF, Seifert R: Functionally nonequivalent interactions of guanosine 5'-triphosphate, inosine 5'-triphosphate, and xanthosine 5'-triphosphate with the retinal G-protein, transducin, and with Gi-proteins in HL-60 leukemia cell membranes. Biochem Pharmacol. 1997 Sep 1;54(5):551-62.
pubmed_id:9337071
9:
reference_text:Zachara B, Lewandowski J: Isolation and identification of inosine triphosphate from human erythrocytes. Biochim Biophys Acta. 1974 Jun 27;353(2):253-9.
pubmed_id:4842021
10:
reference_text:Mikami T, Yoshino Y, Ito A: Does a relationship exist between the urate pool in the body and lipid peroxidation during exercise? Free Radic Res. 2000 Jan;32(1):31-9.
pubmed_id:10625215
11:
reference_text:Kopff M, Zachara B, Klem J, Zakrzewska I: [Accumulation of inosine triphosphate in human erythrocytes as a function of ITP-pyrophosphohydrolase activity]. Acta Haematol Pol. 1983 Jul-Dec;14(3-4):165-71.
pubmed_id:6147059
12:
reference_text:Fraser JH, Meyers H, Henderson JF, Brox LW, McCoy EE: Individual variation in inosine triphosphate accumulation in human erythrocytes. Clin Biochem. 1975 Dec;8(6):353-64.
pubmed_id:1204209