3-hydroxylaurate (BioDeep_00000020433)

   

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(S)-beta-Hydroxydodecanoic acid

化学式: C12H24O3 (216.1725354)
中文名称: 3-羟基十二烷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.06%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

3-hydroxylaurate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/3-hydroxylaurate (retrieved 2024-09-18) (BioDeep RN: BioDeep_00000020433). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCCCCCCC(CC(=O)O)O
InChI: InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)

描述信息

3-Hydroxydodecanoic acid (CAS: 1883-13-2) is a medium-chain fatty acid associated with fatty acid metabolic disorders (PMID: 11948802). Deficiency of medium-chain acyl-CoA dehydrogenase is characterized by an intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels (OMIM: 201450). 3-Hydroxydodecanoic acid is also a microbial metabolite found in Acinetobacter, Moraxella, and Pseudomonas (PMID: 21687748). 3-Hydroxydodecanoic acid has been identified in the human placenta (PMID: 32033212).
3-Hydroxydodecanoic acid is a medium-chain fatty acid associated with fatty acid metabolic disorders (PMID 11948802). Deficiency of medium-chain acyl-CoA dehydrogenase is characterized by intolerance to prolonged fasting, recurrent episodes of hypoglycemic coma with medium-chain dicarboxylic aciduria, impaired ketogenesis, and low plasma and tissue carnitine levels. (OMIM 201450) [HMDB]
3-Hydroxydodecanoic acid is a medium-chain fatty acid associated with fatty acid metabolic disorders.

同义名列表

60 个代谢物同义名

(S)-beta-Hydroxydodecanoic acid; DL-beta-Hydroxydodecanoic acid; (3S)-3-Hydroxydodecanoic acid; (±)-3-hydroxydodecanoic acid; (S)-Β-hydroxydodecanoic acid; (S)-b-Hydroxydodecanoic acid; (S)-3-Hydroxydodecanoic acid; DL-Β-hydroxydodecanoic acid; (S)-beta-OH Dodecanoic acid; beta-Hydroxydodecanoic acid; (S)-beta-Hydroxydodecanoate; (S)-beta-Hydroxylauric acid; L-3-Hydroxydodecanoic acid; DL-beta-Hydroxydodecanoate; (3S)-3-Hydroxydodecanoate; (S)-beta-Hydroxylaic acid; (S)-b-Hydroxydodecanoate; 3-Hydroxydodecanoic acid; (S)-Β-hydroxydodecanoate; (S)-3-OH Dodecanoic acid; (S)-Β-OH dodecanoic acid; (±)-3-hydroxydodecanoate; (S)-3-Hydroxydodecanoate; (S)-3-hydroxylauric acid; Β-hydroxydodecanoic acid; (S)-b-OH Dodecanoic acid; beta-hydroxylauric acid; beta-Hydroxydodecanoate; DL-Β-hydroxydodecanoate; (S)-beta-OH Dodecanoate; (S)-beta-OH Lauric acid; (S)-3-Hydroxylaic acid; L-3-Hydroxydodecanoate; (S)-Β-hydroxylaic acid; (S)-b-Hydroxylaic acid; (S)-beta-Hydroxylaate; (S)-beta-OH Laic acid; (S)-3-OH Dodecanoate; 3-Hydroxydodecanoate; 3-Hydroxylauric acid; Β-hydroxylauric acid; (S)-Β-OH dodecanoate; (S)-3-OH Lauric acid; (S)-b-OH Dodecanoate; Β-hydroxydodecanoate; beta-Hydroxylaurate; (S)-3-Hydroxylaate; (S)-3-OH Laic acid; (S)-b-Hydroxylaate; (S)-Β-hydroxylaate; (S)-b-OH Laic acid; (S)-Β-OH laic acid; (S)-beta-OH Laate; Β-hydroxylaurate; 3-Hydroxylaurate; FA(12:0(3S-OH)); (S)-b-OH Laate; (S)-Β-OH laate; FA(12:0(3-OH)); (S)-3-OH Laate



数据库引用编号

12 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。



文献列表

  • Lin-Hai Chen, Qing Zhang, Xin Xie, Fa-Jun Nan. Modulation of the G-Protein-Coupled Receptor 84 (GPR84) by Agonists and Antagonists. Journal of medicinal chemistry. 2020 12; 63(24):15399-15409. doi: 10.1021/acs.jmedchem.0c01378. [PMID: 33267584]
  • Meryem Köse, Thanigaimalai Pillaiyar, Vigneshwaran Namasivayam, Elisabetta De Filippo, Katharina Sylvester, Trond Ulven, Ivar von Kügelgen, Christa E Müller. An Agonist Radioligand for the Proinflammatory Lipid-Activated G Protein-Coupled Receptor GPR84 Providing Structural Insights. Journal of medicinal chemistry. 2020 03; 63(5):2391-2410. doi: 10.1021/acs.jmedchem.9b01339. [PMID: 31721581]
  • Marianna Caterino, Margherita Ruoppolo, Guglielmo Rosario Domenico Villani, Emanuela Marchese, Michele Costanzo, Giovanni Sotgiu, Simone Dore, Flavia Franconi, Ilaria Campesi. Influence of Sex on Urinary Organic Acids: A Cross-Sectional Study in Children. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020582. [PMID: 31963255]
  • Anelise Miotti Tonin, Alexandre Umpierrez Amaral, Estela Natacha Busanello, Juciano Gasparotto, Daniel P Gelain, Niels Gregersen, Moacir Wajner. Mitochondrial bioenergetics deregulation caused by long-chain 3-hydroxy fatty acids accumulating in LCHAD and MTP deficiencies in rat brain: a possible role of mPTP opening as a pathomechanism in these disorders?. Biochimica et biophysica acta. 2014 Sep; 1842(9):1658-67. doi: 10.1016/j.bbadis.2014.06.011. [PMID: 24946182]
  • Justyna Mozejko, Andreas Wilke, Grzegorz Przybyłek, Slawomir Ciesielski. Mcl-PHAs produced by Pseudomonas sp. Gl01 using fed-batch cultivation with waste rapeseed oil as carbon source. Journal of microbiology and biotechnology. 2012 Mar; 22(3):371-7. doi: 10.4014/jmb.1106.06039. [PMID: 22450793]
  • Jessica V Hankins, James A Madsen, David K Giles, Brandon M Childers, Karl E Klose, Jennifer S Brodbelt, M Stephen Trent. Elucidation of a novel Vibrio cholerae lipid A secondary hydroxy-acyltransferase and its role in innate immune recognition. Molecular microbiology. 2011 Sep; 81(5):1313-29. doi: 10.1111/j.1365-2958.2011.07765.x. [PMID: 21752109]
  • I MacArthur, J W Jones, D R Goodlett, R K Ernst, A Preston. Role of pagL and lpxO in Bordetella bronchiseptica lipid A biosynthesis. Journal of bacteriology. 2011 Sep; 193(18):4726-35. doi: 10.1128/jb.01502-10. [PMID: 21764941]
  • S R Silva-Queiroz, L F Silva, J G C Pradella, E M Pereira, J G C Gomez. PHA(MCL) biosynthesis systems in Pseudomonas aeruginosa and Pseudomonas putida strains show differences on monomer specificities. Journal of biotechnology. 2009 Aug; 143(2):111-8. doi: 10.1016/j.jbiotec.2009.06.014. [PMID: 19540884]
  • Wendy Maury, Jason P Price, Melinda A Brindley, ChoonSeok Oh, Jeffrey D Neighbors, David F Wiemer, Nickolas Wills, Susan Carpenter, Cathy Hauck, Patricia Murphy, Mark P Widrlechner, Kathleen Delate, Ganesh Kumar, George A Kraus, Ludmila Rizshsky, Basil Nikolau. Identification of light-independent inhibition of human immunodeficiency virus-1 infection through bioguided fractionation of Hypericum perforatum. Virology journal. 2009 Jul; 6(?):101. doi: 10.1186/1743-422x-6-101. [PMID: 19594941]
  • Lori I Robins, Allison H Williams, Christian R H Raetz. Structural basis for the sugar nucleotide and acyl-chain selectivity of Leptospira interrogans LpxA. Biochemistry. 2009 Jul; 48(26):6191-201. doi: 10.1021/bi900629e. [PMID: 19456129]
  • Shane T Kenny, Jasmina Nikodinovic Runic, Walter Kaminsky, Trevor Woods, Ramesh P Babu, Chris M Keely, Werner Blau, Kevin E O'Connor. Up-cycling of PET (polyethylene terephthalate) to the biodegradable plastic PHA (polyhydroxyalkanoate). Environmental science & technology. 2008 Oct; 42(20):7696-701. doi: 10.1021/es801010e. [PMID: 18983095]
  • Anna Andolfi, Alessio Cimmino, Pietro Lo Cantore, Nicola Sante Iacobellis, Antonio Evidente. Bioactive and structural metabolites of pseudomonas and burkholderia species causal agents of cultivated mushrooms diseases. Perspectives in medicinal chemistry. 2008 May; 2(?):81-112. doi: ". [PMID: 19787100]
  • Jolanta Lukasiewicz, Monika Dzieciatkowska, Tomasz Niedziela, Wojciech Jachymek, Anna Augustyniuk, Lennart Kenne, Czeslaw Lugowski. Complete lipopolysaccharide of Plesiomonas shigelloides O74:H5 (strain CNCTC 144/92). 2. Lipid A, its structural variability, the linkage to the core oligosaccharide, and the biological activity of the lipopolysaccharide. Biochemistry. 2006 Sep; 45(35):10434-47. doi: 10.1021/bi060774d. [PMID: 16939196]
  • Robert S Munford, Alan W Varley. Shield as signal: lipopolysaccharides and the evolution of immunity to gram-negative bacteria. PLoS pathogens. 2006 Jun; 2(6):e67. doi: 10.1371/journal.ppat.0020067. [PMID: 16846256]
  • A S Soydan, H S Dokmetas, M Cetin, A Koyuncu, E Kaptanoglu, H Elden. The evaluation of the role of beta-hydroxy fatty acids on chronic inflammation and insulin resistance. Mediators of inflammation. 2006; 2006(5):64980. doi: 10.1155/mi/2006/64980. [PMID: 17392575]
  • Nanette L S Que-Gewirth, Anthony A Ribeiro, Suzanne R Kalb, Robert J Cotter, Dieter M Bulach, Ben Adler, Isabelle Saint Girons, Catherine Werts, Christian R H Raetz. A methylated phosphate group and four amide-linked acyl chains in leptospira interrogans lipid A. The membrane anchor of an unusual lipopolysaccharide that activates TLR2. The Journal of biological chemistry. 2004 Jun; 279(24):25420-9. doi: 10.1074/jbc.m400598200. [PMID: 15044492]
  • J S Chickos, Barbara A Way, J Wilson, M Shaharuzzaman, J Laird, M Landt. Analysis of 3-hydroxydodecanedioic acid for studies of fatty acid metabolic disorders: preparation of stable isotope standards. Journal of clinical laboratory analysis. 2002; 16(2):115-20. doi: 10.1002/jcla.10033. [PMID: 11948802]
  • A Lipski, E Spieck, A Makolla, K Altendorf. Fatty acid profiles of nitrite-oxidizing bacteria reflect their phylogenetic heterogeneity. Systematic and applied microbiology. 2001 Nov; 24(3):377-84. doi: 10.1078/0723-2020-00049. [PMID: 11822673]
  • N Ravenscroft, S G Walker, G G Dutton, J Smit. Identification, isolation, and structural studies of the outer membrane lipopolysaccharide of Caulobacter crescentus. Journal of bacteriology. 1992 12; 174(23):7595-605. doi: 10.1128/jb.174.23.7595-7605.1992. [PMID: 1447131]
  • W Bellmann, F Lingens. Structural studies on the core oligosaccharide of Phenylobacterium immobile strain K2 lipopolysaccharide. Chemical synthesis of 3-hydroxy-5c-dodecenoic acid. Biological chemistry Hoppe-Seyler. 1985 Jun; 366(6):567-75. doi: 10.1515/bchm3.1985.366.1.567. [PMID: 4026999]