创建日期
2005-11-16 15:48:42 UTC
更新日期
2020-11-09 23:11:34 UTC
二级访问
HMDB00005
HMDB0006544
HMDB06544
描述
2-Ketobutyric acid, also known as alpha-ketobutyrate or 2-oxobutyrate, belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms. 2-Ketobutyric acid is a substance that is involved in the metabolism of many amino acids (glycine, methionine, valine, leucine, serine, threonine, isoleucine) as well as propanoate metabolism and C-5 branched dibasic acid metabolism. It is also one of the degradation products of threonine. It can be converted into propionyl-CoA (and subsequently methylmalonyl CoA, which can be converted into succinyl CoA, a citric acid cycle intermediate), and thus enter the citric acid cycle. More specifically, 2-ketobutyric acid is a product of the lysis of cystathionine.
同义词
1:2-Ketobutanoic acid
2:2-Oxobutyric acid
3:3-Methyl pyruvic acid
4:alpha-Ketobutyrate
5:alpha-Ketobutyric acid
6:alpha-oxo-N-Butyric acid
7:2-Oxobutyrate
8:2-Oxobutanoic acid
9:2-Ketobutanoate
10:3-Methyl pyruvate
11:a-Ketobutyrate
12:a-Ketobutyric acid
13:Α-ketobutyrate
14:Α-ketobutyric acid
15:a-oxo-N-Butyrate
16:a-oxo-N-Butyric acid
17:alpha-oxo-N-Butyrate
18:Α-oxo-N-butyrate
19:Α-oxo-N-butyric acid
20:2-Oxobutanoate
21:2-Ketobutyrate
22:2-oxo-Butanoate
23:2-oxo-Butanoic acid
24:2-oxo-Butyrate
25:2-oxo-Butyric acid
26:2-oxo-N-Butyrate
27:2-oxo-N-Butyric acid
28:3-Methylpyruvate
29:3-Methylpyruvic acid
30:a-Keto-N-butyrate
31:a-Keto-N-butyric acid
32:a-Oxobutyrate
33:a-Oxobutyric acid
34:alpha-Keto-N-butyrate
35:alpha-Keto-N-butyric acid
36:alpha-Ketobutric acid
37:alpha-Oxobutyrate
38:alpha-Oxobutyric acid
39:Methyl-pyruvate
40:Methyl-pyruvic acid
41:Propionyl-formate
42:Propionyl-formic acid
43:alpha-Ketobutyric acid, sodium salt
44:2-Ketobutyric acid
inchi标识符
InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
印记键
TYEYBOSBBBHJIV-UHFFFAOYSA-N
分类学
description: belongs to the class of organic compounds known as short-chain keto acids and derivatives. These are keto acids with an alkyl chain the contains less than 6 carbon atoms.
description:Short-chain keto acids and derivatives
kingdom:Organic compounds
super_class:Organic acids and derivatives
class:Keto acids and derivatives
sub_class:Short-chain keto acids and derivatives
molecular_framework:Aliphatic acyclic compounds
1:Alpha-hydroxy ketones
2:Alpha-keto acids and derivatives
3:Carboxylic acids
4:Hydrocarbon derivatives
5:Monocarboxylic acids and derivatives
6:Organic oxides
7:Aliphatic acyclic compound
8:Alpha-hydroxy ketone
9:Alpha-keto acid
10:Carbonyl group
11:Carboxylic acid
12:Carboxylic acid derivative
13:Hydrocarbon derivative
14:Ketone
15:Monocarboxylic acid or derivatives
16:Organic oxide
17:Organic oxygen compound
18:Organooxygen compound
19:Short-chain keto acid
20:2-oxo monocarboxylic acid
21:Oxo fatty acids
22:Oxo fatty acids
23:short-chain fatty acid
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:Route of exposure
definition:A mean by which a chemical agent comes in contact with an organism, either under intended or unintended circumstances.
parent_id:7724
*level:2
type:parent
term:Enteral
definition:Chemical exposure via the alimentary canal (mouth to anus).
parent_id:7743
**level:3
type:parent
term:Ingestion
definition:Chemical exposure facilitated by entry through the mouth.
parent_id:7744
***level:4
type:child
synonym:Digestion
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:Food
definition:
parent_id:7735
**level:3
type:child
term:Biological
definition:A living organism (species or a higher taxonomy rank), in which a chemical can be found.
parent_id:7735
**level:3
type:parent
term:Plant
definition:A living organism belonging to the kingdom plantea. typically, it grows in a permanent site, absorbs water and inorganic substances through its roots, and synthesizes nutrients in its leaves by photosynthesis using the green pigment chlorophyll. examples incude trees, shrubs, herbs, grasses, ferns, and mosses.
parent_id:7736
***level:4
type:parent
synonym:Flora
term:Animal
definition:A living organism belonging to the kingdom animalia. it feeds on organic matter, typically having specialized sense organs and nervous system and able to respond rapidly to stimuli.
parent_id:7736
***level:4
type:child
synonym:Fauna
term:Biological location
definition:The physiological origin within an organism, including anatomical compnents, biofluids and excreta.
parent_id:7724
*level:2
type:parent
term:Biofluid and excreta
definition:A liquid, semi-solid or solid material originating in the body.
parent_id:7725
**level:3
type:parent
term:Saliva
definition:The watery fluid in the mouth made by the salivary glands. saliva moistens food to help digestion and it helps protect the mouth against infections. (nci).
parent_id:7731
***level:4
type:child
term:Urine
definition:Excretion in liquid state processed by the kidney.
parent_id:7731
***level:4
type:child
term:Blood
definition:A liquid tissue with the primary function of transporting oxygen and carbon dioxide (nci). it supplies the tissues with nutrients, removes waste products, and contains various components of the immune system defending the body against infection.
parent_id:7731
***level:4
type:child
term:Cerebrospinal fluid
definition:The fluid that is contained within the brain ventricles, the subarachnoid space and the central canal of the spinal cord. (nci).
parent_id:7731
***level:4
type:child
synonym:Csf
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: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
term:Role
definition:The purpose or function assumed by a chemical, either naturally or as intended by humans .
parent_id:
level:1
type:parent
term:Industrial application
definition:The assumed function of a chemical utilized by human.
parent_id:7671
*level:2
type:parent
term:Pharmaceutical industry
definition:A pharmacologic activity for which a chemical substance is utilized owing to its biological role.
parent_id:7678
**level:3
type:parent
term:Pharmaceutical
definition:
parent_id:7679
***level:4
type:child
实验性质
1:
kind:water_solubility
value:119 mg/mL
source:
2:
kind:melting_point
value:33 °C
source:
预测性质
1:
kind:logp
value:0.07
source:ALOGPS
2:
kind:logs
value:-0.11
source:ALOGPS
3:
kind:solubility
value:79.2 g/L
source:ALOGPS
4:
kind:logp
value:0.77
source:ChemAxon
5:
kind:pka_strongest_acidic
value:3.19
source:ChemAxon
6:
kind:pka_strongest_basic
value:-9.7
source:ChemAxon
7:
kind:iupac
value:2-oxobutanoic acid
source:ChemAxon
8:
kind:average_mass
value:102.0886
source:ChemAxon
9:
kind:mono_mass
value:102.031694058
source:ChemAxon
10:
kind:smiles
value:CCC(=O)C(O)=O
source:ChemAxon
11:
kind:formula
value:C4H6O3
source:ChemAxon
12:
kind:inchi
value:InChI=1S/C4H6O3/c1-2-3(5)4(6)7/h2H2,1H3,(H,6,7)
source:ChemAxon
13:
kind:inchikey
value:TYEYBOSBBBHJIV-UHFFFAOYSA-N
source:ChemAxon
14:
kind:polar_surface_area
value:54.37
source:ChemAxon
15:
kind:refractivity
value:22.62
source:ChemAxon
16:
kind:polarizability
value:9.2
source:ChemAxon
17:
kind:rotatable_bond_count
value:2
source:ChemAxon
18:
kind:acceptor_count
value:3
source:ChemAxon
19:
kind:donor_count
value:1
source:ChemAxon
20:
kind:physiological_charge
value:-1
source:ChemAxon
21:
kind:formal_charge
value:0
source:ChemAxon
22:
kind:number_of_rings
value:0
source:ChemAxon
23:
kind:bioavailability
value:Yes
source:ChemAxon
24:
kind:rule_of_five
value:Yes
source:ChemAxon
25:
kind:ghose_filter
value:No
source:ChemAxon
26:
kind:veber_rule
value:No
source:ChemAxon
27:
kind:mddr_like_rule
value:No
source:ChemAxon
1:
type:Specdb::NmrTwoD
spectrum_id:917
2:
type:Specdb::CMs
spectrum_id:276
3:
type:Specdb::CMs
spectrum_id:277
4:
type:Specdb::CMs
spectrum_id:936
5:
type:Specdb::CMs
spectrum_id:937
6:
type:Specdb::CMs
spectrum_id:943
7:
type:Specdb::CMs
spectrum_id:3474
8:
type:Specdb::CMs
spectrum_id:30041
9:
type:Specdb::CMs
spectrum_id:30042
10:
type:Specdb::CMs
spectrum_id:30433
11:
type:Specdb::CMs
spectrum_id:30434
12:
type:Specdb::CMs
spectrum_id:30943
13:
type:Specdb::CMs
spectrum_id:30944
14:
type:Specdb::CMs
spectrum_id:30945
15:
type:Specdb::CMs
spectrum_id:31982
16:
type:Specdb::CMs
spectrum_id:31983
17:
type:Specdb::CMs
spectrum_id:37238
18:
type:Specdb::CMs
spectrum_id:170694
19:
type:Specdb::NmrOneD
spectrum_id:1024
20:
type:Specdb::NmrOneD
spectrum_id:4754
21:
type:Specdb::NmrOneD
spectrum_id:4755
22:
type:Specdb::MsMs
spectrum_id:7
23:
type:Specdb::MsMs
spectrum_id:8
24:
type:Specdb::MsMs
spectrum_id:9
25:
type:Specdb::MsMs
spectrum_id:2522
26:
type:Specdb::MsMs
spectrum_id:20636
27:
type:Specdb::MsMs
spectrum_id:20637
28:
type:Specdb::MsMs
spectrum_id:20638
29:
type:Specdb::MsMs
spectrum_id:22187
30:
type:Specdb::MsMs
spectrum_id:22188
31:
type:Specdb::MsMs
spectrum_id:22189
32:
type:Specdb::MsMs
spectrum_id:439247
33:
type:Specdb::MsMs
spectrum_id:1473310
34:
type:Specdb::MsMs
spectrum_id:1473311
35:
type:Specdb::MsMs
spectrum_id:1473312
36:
type:Specdb::MsMs
spectrum_id:1473313
37:
type:Specdb::MsMs
spectrum_id:1473314
38:
type:Specdb::MsMs
spectrum_id:2660341
39:
type:Specdb::MsMs
spectrum_id:2660342
40:
type:Specdb::MsMs
spectrum_id:2660343
41:
type:Specdb::MsMs
spectrum_id:3018696
42:
type:Specdb::MsMs
spectrum_id:3018697
43:
type:Specdb::MsMs
spectrum_id:3018698
生物学性质
1:
cellular:(1):Cytoplasm
2:
biospecimen:(1):Blood
biospecimen:(2):Cerebrospinal Fluid (CSF)
biospecimen:(3):Saliva
biospecimen:(4):Urine
3:
4:
[1]:
name:3-Phosphoglycerate dehydrogenase deficiency
smpdb_id:SMP00721
kegg_map_id:
[2]:
name:Cystathionine Beta-Synthase Deficiency
smpdb_id:SMP00177
kegg_map_id:
[3]:
name:Dihydropyrimidine Dehydrogenase Deficiency (DHPD)
smpdb_id:SMP00179
kegg_map_id:
[4]:
name:Dimethylglycine Dehydrogenase Deficiency
smpdb_id:SMP00242
kegg_map_id:
[5]:
name:Dimethylglycine Dehydrogenase Deficiency
smpdb_id:SMP00484
kegg_map_id:
[6]:
name:Gamma-cystathionase deficiency (CTH)
smpdb_id:SMP00514
kegg_map_id:
[7]:
name:Glycine N-methyltransferase Deficiency
smpdb_id:SMP00222
kegg_map_id:
[8]:
name:Glycine, serine and threonine metabolism
smpdb_id:
kegg_map_id:map00260
[9]:
name:Homocysteine Degradation
smpdb_id:SMP00455
kegg_map_id:
[10]:
name:Homocystinuria, cystathionine beta-synthase deficiency
smpdb_id:SMP00515
kegg_map_id:
[11]:
name:Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblG complementation type
smpdb_id:SMP00570
kegg_map_id:
[12]:
name:Hyperglycinemia, non-ketotic
smpdb_id:SMP00485
kegg_map_id:
[13]:
name:Hypermethioninemia
smpdb_id:SMP00341
kegg_map_id:
[14]:
name:Malonic Aciduria
smpdb_id:SMP00198
kegg_map_id:
[15]:
name:Malonyl-coa decarboxylase deficiency
smpdb_id:SMP00502
kegg_map_id:
[16]:
name:Methionine Adenosyltransferase Deficiency
smpdb_id:SMP00221
kegg_map_id:
[17]:
name:Methionine Metabolism
smpdb_id:SMP00033
kegg_map_id:map00270
[18]:
name:Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)
smpdb_id:SMP00340
kegg_map_id:
[19]:
name:Methylmalonic Aciduria Due to Cobalamin-Related Disorders
smpdb_id:SMP00201
kegg_map_id:
[20]:
name:Non Ketotic Hyperglycinemia
smpdb_id:SMP00223
kegg_map_id:
[21]:
name:Propanoate metabolism
smpdb_id:
kegg_map_id:map00640
[22]:
name:S-Adenosylhomocysteine (SAH) Hydrolase Deficiency
smpdb_id:SMP00214
kegg_map_id:
[23]:
name:Sarcosinemia
smpdb_id:SMP00244
kegg_map_id:
[24]:
name:Selenocompound metabolism
smpdb_id:
kegg_map_id:map00450
[25]:
name:Threonine and 2-Oxobutanoate Degradation
smpdb_id:SMP00452
kegg_map_id:
正常浓度
1:
biospecimen:Blood
concentration_value:3.33 +/- 5.00
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
2:
biospecimen:Blood
concentration_value:9.4 (3.4-15.4)
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
3:
biospecimen:Blood
concentration_value:8.6 (6.0-11.2)
concentration_units:uM
subject_age:Children (1-13 years old)
subject_sex:Both
subject_condition:Normal
4:
biospecimen:Blood
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
5:
biospecimen:Cerebrospinal Fluid (CSF)
concentration_value:4.8 (3.4-6.2)
concentration_units:uM
subject_age:Children (1-13 years old)
subject_sex:Both
subject_condition:Normal
6:
biospecimen:Saliva
concentration_value:0.0412 +/- 0.214
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
7:
biospecimen:Saliva
concentration_value:2.62 +/- 4.13
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Not Specified
subject_condition:Normal
8:
biospecimen:Saliva
concentration_value:4.06 +/- 8.39
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
9:
biospecimen:Saliva
concentration_value:4.12 +/- 4.41
concentration_units:uM
subject_age:Adult (>18 years old)
subject_sex:Not Specified
subject_condition:Normal
10:
biospecimen:Urine
concentration_value:0.39 (0.05-2.2)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
11:
biospecimen:Urine
concentration_value:0.13 (0.04-0.51)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Female
subject_condition:Normal
12:
biospecimen:Urine
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
13:
biospecimen:Urine
concentration_value:9.476 +/- 6.626
concentration_units:umol/mmol creatinine
subject_age:Children (1 - 13 years old)
subject_sex:Not Specified
subject_condition:Normal
14:
biospecimen:Urine
concentration_value:2.9 (0.7-5.4)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
15:
biospecimen:Urine
concentration_value:2.6 (1.1-4.1)
concentration_units:umol/mmol creatinine
subject_age:Adult (>18 years old)
subject_sex:Male
subject_condition:Normal
16:
biospecimen:Urine
concentration_value:
concentration_units:
subject_age:Adult (>18 years old)
subject_sex:Both
subject_condition:Normal
17:
biospecimen:Urine
concentration_value:0-50
concentration_units:umol/mmol creatinine
subject_age:Newborn (0-30 days old)
subject_sex:Both
subject_condition:Normal
异常浓度
1:
biospecimen:Urine
concentration_value:6.564 +/- 7.802
concentration_units:umol/mmol creatinine
patient_age:Children (1 - 13 years old)
patient_sex:Not Specified
patient_information:Eosinophilic esophagitis
疾病参考
1:
name:Eosinophilic esophagitis
omim_id:610247
[1]:
reference_text:Mordechai, Hien, and David S. Wishart
pubmed_id:
维基百科编号
Alpha-Ketobutyric_acid
代谢途径的数据库编号
2-OXOBUTANOATE
综合参考
Figge, Rainer; Lux, Fabien; Raynaud, Celine; Soucaille, Philippe. Production of a-ketobutyrate by engineered Escherichia coli.PCT Int. Appl. (2006), 31pp.
一般参考
1:
protein_accession:HMDBP00012
name:Pyruvate dehydrogenase E1 component subunit beta, mitochondrial
uniprot_id:P11177
gene_name:PDHB
protein_type:Enzyme
2:
protein_accession:HMDBP00046
name:Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial
uniprot_id:P08559
gene_name:PDHA1
protein_type:Enzyme
3:
protein_accession:HMDBP00050
name:Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial
uniprot_id:P29803
gene_name:PDHA2
protein_type:Enzyme
4:
protein_accession:HMDBP00299
name:2-oxoisovalerate dehydrogenase subunit beta, mitochondrial
uniprot_id:P21953
gene_name:BCKDHB
protein_type:Enzyme
5:
protein_accession:HMDBP00300
name:2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial
uniprot_id:P12694
gene_name:BCKDHA
protein_type:Unknown
6:
protein_accession:HMDBP00439
name:2-oxoglutarate dehydrogenase, mitochondrial
uniprot_id:Q02218
gene_name:OGDH
protein_type:Enzyme
7:
protein_accession:HMDBP00538
name:Cystathionine gamma-lyase
uniprot_id:P32929
gene_name:CTH
protein_type:Enzyme
8:
protein_accession:HMDBP00671
name:L-serine dehydratase/L-threonine deaminase
uniprot_id:P20132
gene_name:SDS
protein_type:Enzyme
9:
protein_accession:HMDBP00893
name:L-lactate dehydrogenase A-like 6A
uniprot_id:Q6ZMR3
gene_name:LDHAL6A
protein_type:Unknown
10:
protein_accession:HMDBP00914
name:Urocanate hydratase
uniprot_id:Q96N76
gene_name:UROC1
protein_type:Unknown
11:
protein_accession:HMDBP01493
name:[3-methyl-2-oxobutanoate dehydrogenase [lipoamide]] kinase, mitochondrial
uniprot_id:O14874
gene_name:BCKDK
protein_type:Enzyme
12:
protein_accession:HMDBP03577
name:L-lactate dehydrogenase B chain
uniprot_id:P07195
gene_name:LDHB
protein_type:Unknown
13:
protein_accession:HMDBP03578
name:L-lactate dehydrogenase C chain
uniprot_id:P07864
gene_name:LDHC
protein_type:Unknown
14:
protein_accession:HMDBP03579
name:L-lactate dehydrogenase A chain
uniprot_id:P00338
gene_name:LDHA
protein_type:Unknown
15:
protein_accession:HMDBP03581
name:L-lactate dehydrogenase A-like 6B
uniprot_id:Q9BYZ2
gene_name:LDHAL6B
protein_type:Unknown
16:
protein_accession:HMDBP03654
name:Trimethyllysine dioxygenase, mitochondrial
uniprot_id:Q9NVH6
gene_name:TMLHE
protein_type:Unknown
17:
protein_accession:HMDBP08668
name:Alpha-ketoglutarate-dependent dioxygenase alkB homolog 2
uniprot_id:Q6NS38
gene_name:ALKBH2
protein_type:Unknown
18:
protein_accession:HMDBP08669
name:Alpha-ketoglutarate-dependent dioxygenase alkB homolog 3
uniprot_id:Q96Q83
gene_name:ALKBH3
protein_type:Unknown
19:
protein_accession:HMDBP08972
name:Serine dehydratase-like
uniprot_id:Q96GA7
gene_name:SDSL
protein_type:Enzyme
20:
protein_accession:HMDBP09100
name:2-oxoglutarate dehydrogenase-like, mitochondrial
uniprot_id:Q9ULD0
gene_name:OGDHL
protein_type:Enzyme
21:
protein_accession:HMDBP09101
name:2-oxoglutarate receptor 1
uniprot_id:Q96P68
gene_name:OXGR1
protein_type:Unknown
蛋白质结合
1:
reference_text:Sprague CL, Elfarra AA: Detection of carboxylic acids and inhibition of hippuric acid formation in rats treated with 3-butene-1,2-diol, a major metabolite of 1,3-butadiene. Drug Metab Dispos. 2003 Aug;31(8):986-92.
pubmed_id:12867486
2:
reference_text:Yaegaki K, Sanada K: Biochemical and clinical factors influencing oral malodor in periodontal patients. J Periodontol. 1992 Sep;63(9):783-9.
pubmed_id:1474480
3:
reference_text:Yaegaki K, Sanada K: Effects of a two-phase oil-water mouthwash on halitosis. Clin Prev Dent. 1992 Jan-Feb;14(1):5-9.
pubmed_id:1499240
4:
reference_text:Yang W, Roth KS: Defect in alpha-ketobutyrate metabolism: a new inborn error. Clin Chim Acta. 1985 Jan 30;145(2):173-82.
pubmed_id:3918815