Isocaproic acid (BioDeep_00000003405)

 

Secondary id: BioDeep_00000408617, BioDeep_00000598660, BioDeep_00001867904

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


Isocaproic acid, sodium salt

化学式: C6H12O2 (116.0837)
中文名称: 4-甲基戊酸
谱图信息: 最多检出来源 Homo sapiens(feces) 44.62%

分子结构信息

SMILES: CC(C)CCC(=O)O
InChI: InChI=1S/C6H12O2/c1-5(2)3-4-6(7)8/h5H,3-4H2,1-2H3,(H,7,8)

描述信息

Isocaproic acid, a metabolite of 20 alpha-hydroxycholesterol (PMID 14446007) and is an important metabolite in early placentas enabling the convertion from cholesterol to pregnenolone to Dehydroepiandrosterone (DHEA) (PMID 11972299).
Found in bananas and lime oil
4-Methylpentanoic acid (Isocaproic Acid) is a Short chain fatty acid (SCFA)[1].

同义名列表

23 个代谢物同义名

Isocaproic acid, sodium salt; 4,4-Dimethylbutanoic acid; 4-Methyl-N-valeric acid; 4-methyl-pentanoic acid; 4-METHYLPENTANOIC ACID; 4,4-Dimethylbutanoate; 4-Methyl-valeric acid; 4-Methylvaleric acid; Isobutylacetic acid; 4-Methyl-N-valerate; 4-Methyl-pentanoate; 4-Methylpentanoate; 4-Methyl-valerate; 4-Methyl valerate; 4-Methylvalerate; Isohexanoic acid; Isocaproic acid; Isobutylacetate; Isohexoic acid; Isohexanoate; Isocaproate; Isohexoate; 4-Methylpentanoic acid



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

7 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 5 EDN1, LDHA, NEU4, SEMA6D, TBX5
Endoplasmic reticulum membrane 2 CD4, NEU4
Mitochondrion membrane 1 NEU4
Nucleus 3 LDHA, TBX5, ZNF134
cytosol 2 LDHA, LEP
nucleoplasm 2 TBX5, ZNF134
Cell membrane 6 CD19, CD4, CD8A, OR51E1, SLC1A5, TNF
Multi-pass membrane protein 3 OR51E1, SLC1A5, SLC5A8
cell surface 2 SEMA6D, TNF
Golgi apparatus 1 SEMA6D
Golgi membrane 1 INS
mitochondrial inner membrane 1 NEU4
neuronal cell body 1 TNF
Lysosome 1 NEU4
plasma membrane 12 CD19, CD4, CD8A, GCG, IGHE, NEU4, OR11H7, OR51E1, SEMA6D, SLC1A5, SLC5A8, TNF
Membrane 6 CD19, LDHA, NEU4, OR51E1, SEMA6D, SLC1A5
apical plasma membrane 1 SLC5A8
extracellular exosome 4 CD19, LDHA, SLC1A5, SLC5A8
extracellular space 8 EDN1, GCG, IGHE, IL10, IL6, INS, LEP, TNF
lysosomal lumen 1 NEU4
mitochondrion 1 LDHA
protein-containing complex 2 CD19, TBX5
Microsome membrane 1 NEU4
Single-pass type I membrane protein 4 CD19, CD4, CD8A, IGHE
Secreted 6 EDN1, GCG, IL10, IL6, INS, LEP
extracellular region 9 CD8A, EDN1, GCG, IGHE, IL10, IL6, INS, LEP, TNF
Mitochondrion outer membrane 1 NEU4
mitochondrial outer membrane 1 NEU4
basal part of cell 1 EDN1
[Isoform 2]: Secreted 1 CD8A
transcription regulator complex 1 TBX5
external side of plasma membrane 4 CD19, CD4, CD8A, TNF
Early endosome 1 CD4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 SLC5A8
Membrane raft 3 CD19, CD4, TNF
receptor complex 1 CD8A
Cell projection, neuron projection 1 NEU4
neuron projection 1 NEU4
chromatin 1 TBX5
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
[Isoform 2]: Cell membrane 1 IGHE
endosome lumen 1 INS
Melanosome 1 SLC1A5
basal plasma membrane 1 SLC1A5
plasma membrane raft 1 CD8A
secretory granule lumen 2 GCG, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 CD4, GCG, IL6, INS
transport vesicle 2 EDN1, INS
Lysosome lumen 1 NEU4
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 CD4
protein-DNA complex 1 TBX5
[Isoform 1]: Cell membrane 2 CD8A, NEU4
[Isoform 3]: Cell membrane 1 IGHE
oxidoreductase complex 1 LDHA
[Glucagon-like peptide 1]: Secreted 1 GCG
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
rough endoplasmic reticulum lumen 1 EDN1
Weibel-Palade body 1 EDN1
interleukin-6 receptor complex 1 IL6
[Isoform 2]: Mitochondrion inner membrane 1 NEU4
GINS complex 1 SLC5A8
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
organelle inner membrane 1 NEU4


文献列表

  • Frederic D Bushman, Maire Conrad, Yue Ren, Chunyu Zhao, Christopher Gu, Christopher Petucci, Min-Soo Kim, Arwa Abbas, Kevin J Downes, Nina Devas, Lisa M Mattei, Jessica Breton, Judith Kelsen, Sarah Marakos, Alissa Galgano, Kelly Kachelries, Jessi Erlichman, Jessica L Hart, Michael Moraskie, Dorothy Kim, Huanjia Zhang, Casey E Hofstaedter, Gary D Wu, James D Lewis, Joseph P Zackular, Hongzhe Li, Kyle Bittinger, Robert Baldassano. Multi-omic Analysis of the Interaction between Clostridioides difficile Infection and Pediatric Inflammatory Bowel Disease. Cell host & microbe. 2020 09; 28(3):422-433.e7. doi: 10.1016/j.chom.2020.07.020. [PMID: 32822584]
  • Sonal Josan, Ralph Hurd, Kelvin Billingsley, Lasitha Senadheera, Jae Mo Park, Yi-Fen Yen, Adolf Pfefferbaum, Daniel Spielman, Dirk Mayer. Effects of isoflurane anesthesia on hyperpolarized (13)C metabolic measurements in rat brain. Magnetic resonance in medicine. 2013 Oct; 70(4):1117-24. doi: 10.1002/mrm.24532. [PMID: 23086864]
  • Abdullah Kutlar, Kenneth Ataga, Marvin Reid, Elliott P Vichinsky, Lynne Neumayr, Loray Blair-Britt, Richard Labotka, Jonathan Glass, Jeffrey R Keefer, William A Wargin, Ronald Berenson, Susan P Perrine. A phase 1/2 trial of HQK-1001, an oral fetal globin inducer, in sickle cell disease. American journal of hematology. 2012 Nov; 87(11):1017-21. doi: 10.1002/ajh.23306. [PMID: 22887019]
  • Huifeng Wu, Xiaoli Liu, Jianmin Zhao, Junbao Yu, Qiuying Pang, Jianghua Feng. Toxicological effects of environmentally relevant lead and zinc in halophyte Suaeda salsa by NMR-based metabolomics. Ecotoxicology (London, England). 2012 Nov; 21(8):2363-71. doi: 10.1007/s10646-012-0992-2. [PMID: 22926641]
  • Lucy M Elphick, Nadine Pawolleck, Irina A Guschina, Leila Chaieb, Daniel Eikel, Heinz Nau, John L Harwood, Nick J Plant, Robin S B Williams. Conserved valproic-acid-induced lipid droplet formation in Dictyostelium and human hepatocytes identifies structurally active compounds. Disease models & mechanisms. 2012 Mar; 5(2):231-40. doi: 10.1242/dmm.008391. [PMID: 22003123]
  • Virginia Celia Resconi, Ana Escudero, José Antonio Beltrán, José Luis Olleta, Carlos Sañudo, María del Mar Campo. Color, lipid oxidation, sensory quality, and aroma compounds of beef steaks displayed under different levels of oxygen in a modified atmosphere package. Journal of food science. 2012 Jan; 77(1):S10-8. doi: 10.1111/j.1750-3841.2011.02506.x. [PMID: 22182210]
  • Bobby P Gray, Phil Teale, Clive M Pearce. Analysis of methyloxime derivatives of intact esters of testosterone and boldenone in equine plasma using ultra high performance liquid chromatography tandem mass spectrometry. Drug testing and analysis. 2011 Apr; 3(4):206-13. doi: 10.1002/dta.237. [PMID: 21287693]
  • Georges Rammouz, Laurent Lecanu, Vassilios Papadopoulos. Oxidative Stress-Mediated Brain Dehydroepiandrosterone (DHEA) Formation in Alzheimer's Disease Diagnosis. Frontiers in endocrinology. 2011; 2(?):69. doi: 10.3389/fendo.2011.00069. [PMID: 22654823]
  • Susan C Connor, Michael K Hansen, Adam Corner, Randall F Smith, Terence E Ryan. Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes. Molecular bioSystems. 2010 May; 6(5):909-21. doi: 10.1039/b914182k. [PMID: 20567778]
  • Itay Gonda, Einat Bar, Vitaly Portnoy, Shery Lev, Joseph Burger, Arthur A Schaffer, Ya'akov Tadmor, Shimon Gepstein, James J Giovannoni, Nurit Katzir, Efraim Lewinsohn. Branched-chain and aromatic amino acid catabolism into aroma volatiles in Cucumis melo L. fruit. Journal of experimental botany. 2010 Feb; 61(4):1111-23. doi: 10.1093/jxb/erp390. [PMID: 20065117]
  • Jørgen Valeur, Mette Helvik Morken, Elisabeth Norin, Tore Midtvedt, Arnold Berstad. Intestinal fermentation in patients with self-reported food hypersensitivity: painful, but protective?. Clinical and experimental gastroenterology. 2010; 3(?):65-70. doi: 10.2147/ceg.s11349. [PMID: 21694848]
  • Mohammad Al-Mamun, Kunio Goto, Sota Chiba, Hiroaki Sano. Responses of plasma acetate metabolism to hop (Humulus lupulus L.) in sheep. International journal of biological sciences. 2009; 5(3):287-92. doi: 10.7150/ijbs.5.287. [PMID: 19365576]
  • Piero Portincasa, Ignazio Grattagliano, Bernhard H Lauterburg, Vincenzo O Palmieri, Giuseppe Palasciano, Frans Stellaard. Liver breath tests non-invasively predict higher stages of non-alcoholic steatohepatitis. Clinical science (London, England : 1979). 2006 Aug; 111(2):135-43. doi: 10.1042/cs20050346. [PMID: 16603025]
  • Gregg E Homanics, Kristen Skvorak, Carolyn Ferguson, Simon Watkins, Harbhajan S Paul. Production and characterization of murine models of classic and intermediate maple syrup urine disease. BMC medical genetics. 2006 Mar; 7(?):33. doi: 10.1186/1471-2350-7-33. [PMID: 16579849]
  • P G Halvatsiotis, D Turk, A Alzaid, S Dinneen, R A Rizza, K S Nair. Insulin effect on leucine kinetics in type 2 diabetes mellitus. Diabetes, nutrition & metabolism. 2002 Jun; 15(3):136-42. doi: NULL. [PMID: 12173727]
  • Marie-Pierre St-Onge, Edward R Farnworth, Tony Savard, Denise Chabot, Akier Mafu, Peter J H Jones. Kefir consumption does not alter plasma lipid levels or cholesterol fractional synthesis rates relative to milk in hyperlipidemic men: a randomized controlled trial [ISRCTN10820810]. BMC complementary and alternative medicine. 2002; 2(?):1. doi: 10.1186/1472-6882-2-1. [PMID: 11825344]
  • L Calzada, J Torres-Calleja, J M Martinez, N Pedrón. Measurement of androgen and estrogen receptors in breast tissue from subjects with anabolic steroid-dependent gynecomastia. Life sciences. 2001 Aug; 69(13):1465-9. doi: 10.1016/s0024-3205(01)01227-9. [PMID: 11554608]
  • C Nonhoff, M J Struelens, E Serruys. Evaluation of gas-liquid chromatography (GLC) for rapid detection of Clostridium difficile in fecal specimens. Acta clinica Belgica. 1995; 50(2):76-80. doi: 10.1080/17843286.1995.11735705. [PMID: 7597879]
  • J J Pitt. Novel glycine conjugates in medium-chain acyl-CoA dehydrogenase deficiency. Journal of inherited metabolic disease. 1993; 16(2):392-8. doi: 10.1007/bf00710286. [PMID: 8411999]
  • H Hassan, S C Cheng. Detection of Clostridium difficile from an enhancement broth by gas-liquid chromatography. The Malaysian journal of pathology. 1991 Jun; 13(1):29-31. doi: . [PMID: 1795558]
  • G E Mortimore, A R Pösö, M Kadowaki, J J Wert. Multiphasic control of hepatic protein degradation by regulatory amino acids. General features and hormonal modulation. The Journal of biological chemistry. 1987 Dec; 262(34):16322-7. doi: 10.1016/s0021-9258(18)49257-5. [PMID: 3316218]
  • R A Bowman, S A Arrow, T V Riley. Latex particle agglutination for detecting and identifying Clostridium difficile. Journal of clinical pathology. 1986 Feb; 39(2):212-4. doi: 10.1136/jcp.39.2.212. [PMID: 3950045]
  • P Gianfrilli, A Pantosti, I Luzzi. Evaluation of gas-liquid chromatography for the rapid diagnosis of Clostridium difficile associated disease. Journal of clinical pathology. 1985 Jun; 38(6):690-3. doi: 10.1136/jcp.38.6.690. [PMID: 4008667]
  • M A Hattori, D R Aquilano, M L Dufau. An early steroidogenic defect in hormone-induced Leydig cell desensitization. Journal of steroid biochemistry. 1984 Sep; 21(3):265-77. doi: 10.1016/0022-4731(84)90279-6. [PMID: 6548538]
  • A G Buchanan. Selective enrichment broth culture for detection of Clostridium difficile and associated cytotoxin. Journal of clinical microbiology. 1984 Jul; 20(1):74-6. doi: 10.1128/jcm.20.1.74-76.1984. [PMID: 6746889]
  • P N Levett. Detection of Clostridium difficile in faeces by direct gas liquid chromatography. Journal of clinical pathology. 1984 Feb; 37(2):117-9. doi: 10.1136/jcp.37.2.117. [PMID: 6693575]
  • F Pepersack, M Labbe, C Nonhoff, E Schoutens. Use of gas-liquid chromatography as a screening test for toxigenic Clostridium difficile in diarrhoeal stools. Journal of clinical pathology. 1983 Nov; 36(11):1233-6. doi: 10.1136/jcp.36.11.1233. [PMID: 6630574]
  • W R MARTIN, W H COLEMAN, WIDEBURGNE, R CANTRELL, M JACKSON, F W DENISON. beta-Carboxy-beta-hydroxy-isocaproic acid formation by microorganisms. Biochimica et biophysica acta. 1962 Jul; 62(?):165-7. doi: 10.1016/0006-3002(62)90503-6. [PMID: 14470457]
  • K SHIMIZU, R I DORFMAN, M GUT. Isocaproic acid, a metabolite of 20 alpha-hydroxycholesterol. The Journal of biological chemistry. 1960 Jun; 235(?):PC25. doi: 10.1016/s0021-9258(19)76898-7. [PMID: 14446007]