Dodecanoic acid (BioDeep_00000002377)

 

Secondary id: BioDeep_00000405319, BioDeep_00000628671, BioDeep_00000859548

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


dodecanoic acid

化学式: C12H24O2 (200.1776204)
中文名称: 十二烷酸, 月桂酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.4%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Dodecanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/dodecanoic_acid (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000002377). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(=O)(O)CCCCCCCCCCC
InChI: InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)

描述信息

Dodecanoic acid, also known as dodecanoate or lauric acid, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Dodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Dodecanoic acid is the main fatty acid in coconut oil and in palm kernel oil, and is believed to have antimicrobial properties. It is a white, powdery solid with a faint odour of bay oil. Dodecanoic acid, although slightly irritating to mucous membranes, has a very low toxicity and so is used in many soaps and shampoos.
Defoamer, lubricant. It is used in fruit coatings. Occurs as glyceride in coconut oil and palm kernel oil. Simple esters are flavour ingredients

Lauric acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=143-07-7 (retrieved 2024-07-01) (CAS RN: 143-07-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Lauric acid is a middle chain-free fatty acid with strong bactericidal properties. The EC50s for P. acnes, S.aureus, S. epidermidis, are 2, 6, 4 μg/mL, respectively.
Lauric acid is a middle chain-free fatty acid with strong bactericidal properties. The EC50s for P. acnes, S.aureus, S. epidermidis, are 2, 6, 4 μg/mL, respectively.

同义名列表

50 个代谢物同义名

Undecane-1-carboxylic acid; 1-Undecanecarboxylic acid; COCONUT OIL FATTY ACIDS; Dodecylcarboxylic acid; Undecane-1-carboxylate; 1-Undecanecarboxylate; Dodecylcarboxylate; Laurostearic acid; n-Dodecanoic acid; 1-Dodecanoic acid; Edenor C 1298-100; Duodecyclic acid; CH3-[CH2]10-COOH; Docosanoic acid; Dodecanoic acid; Duodecylic acid; Nissan naa 122; Dodecylic acid; C12 Fatty acid; Kortacid 1299; Philacid 1200; Dodecoic acid; Laurostearate; Neo-fat 12-43; Hystrene 9512; N-Dodecanoate; Aliphat no. 4; Univol u 314; Laurinsaeure; Duodecyclate; Duodecylate; Prifac 2920; Lauric acid; Dodecanoate; Vulvic acid; Lunac L 70; Neo-fat 12; Dodecylate; Lunac L 98; Dodecoate; Emery 651; Laic acid; FA(12:0); Laurate; Vulvate; Laate; C12:0; DAO; ABL; Dodecanoic acid



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(5)

BioCyc(0)

PlantCyc(0)

代谢反应

86 个相关的代谢反应过程信息。

Reactome(55)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(29)

PharmGKB(0)

363 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

  • Shiwen Peng, Fangling Shu, Yanhui Lu, Dongsheng Fan, Dehong Zheng, Gaoqing Yuan. Quasi-targeted metabolomics revealed isoliquiritigenin and lauric acid associated with resistance to tobacco black shank. Plant signaling & behavior. 2024 Dec; 19(1):2332019. doi: 10.1080/15592324.2024.2332019. [PMID: 38527068]
  • Qing Liu, Haiyu Luo, Danyang Liang, Yue Zheng, Huishan Shen, Wenhao Li. Effect of electron beam irradiation pretreatment and different fatty acid types on the formation, structural characteristics and functional properties of starch-lipid complexes. Carbohydrate polymers. 2024 Aug; 337(?):122187. doi: 10.1016/j.carbpol.2024.122187. [PMID: 38710543]
  • Chen Chao, Shiqing Huang, Jinglin Yu, Les Copeland, Yuedong Yang, Shujun Wang. The influence of short-range molecular order in gelatinized starch on the formation of starch-lauric acid complexes. International journal of biological macromolecules. 2024 Mar; 260(Pt 2):129526. doi: 10.1016/j.ijbiomac.2024.129526. [PMID: 38242387]
  • Xiao Xiao, Ruofei Li, Bing Cui, Cheng Lv, Yu Zhang, Jun Zheng, Rutai Hui, Yibo Wang. Liver ACSM3 deficiency mediates metabolic syndrome via a lauric acid-HNF4α-p38 MAPK axis. The EMBO journal. 2024 Jan; ?(?):. doi: 10.1038/s44318-023-00020-1. [PMID: 38191811]
  • Ahmed A Sedik, Rania Elgohary, Eman Khalifa, Wagdy K B Khalil, Heba I Shafey, Mohamed B Shalaby, Mona S O Gouida, Yasmin M Tag. Lauric acid attenuates hepato-metabolic complications and molecular alterations in high-fat diet-induced nonalcoholic fatty liver disease in rats. Toxicology mechanisms and methods. 2024 Jan; ?(?):1-14. doi: 10.1080/15376516.2023.2301344. [PMID: 38166588]
  • Venkatesan Ramya, Karuppiah Prakash Shyam, Arulanandu Angelmary, Balamuthu Kadalmani. Lauric acid epigenetically regulates lncRNA HOTAIR by remodeling chromatin H3K4 tri-methylation and modulates glucose transport in SH-SY5Y human neuroblastoma cells: Lipid switch in macrophage activation. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2023 Nov; ?(?):159429. doi: 10.1016/j.bbalip.2023.159429. [PMID: 37967739]
  • Zaib Ali Shaheryar, Mahtab Ahmad Khan, Huma Hameed, Syed Awais Ali Zaidi, Irfan Anjum, Muhammad Shafeeq Ur Rahman. Lauric acid provides neuroprotection against oxidative stress in mouse model of hyperglycaemic stroke. European journal of pharmacology. 2023 Aug; ?(?):175990. doi: 10.1016/j.ejphar.2023.175990. [PMID: 37572940]
  • Nursarah Syamimi Anuar, Syahirah Ain Shafie, Muhammad Aiman Faris Maznan, Noor Syaffinaz Noor Mohamad Zin, Nur Ain Sabrina Azmi, Rohaizad Abdul Raoof, Diyas Myrzakozha, Nurdiana Samsulrizal. Lauric acid improves hormonal profiles, antioxidant properties, sperm quality and histomorphometric changes in testis and epididymis of streptozotocin-induced diabetic infertility rats. Toxicology and applied pharmacology. 2023 Jul; 470(?):116558. doi: 10.1016/j.taap.2023.116558. [PMID: 37211320]
  • Kautilya Srivastava, Bede S Mickan, James O'Connor, Sun Kumar Gurung, Navid R Moheimani, Sasha N Jenkins. Development of a controlled release fertilizer by incorporating lauric acid into microalgal biomass: Dynamics on soil biological processes for efficient utilisation of waste resources. Journal of environmental management. 2023 Jun; 344(?):118392. doi: 10.1016/j.jenvman.2023.118392. [PMID: 37384987]
  • Nina Qin, Yan Meng, Zhihua Ma, Zhaoping Li, Zhenzhen Hu, Chenyi Zhang, Liyong Chen. Pea Starch-Lauric Acid Complex Alleviates Dextran Sulfate Sodium-Induced Colitis in C57BL/6J Mice. Nutrition and cancer. 2023 Jun; ?(?):1-14. doi: 10.1080/01635581.2023.2223789. [PMID: 37334819]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Moumita Mallick, Hossain A Mondal. Vascular dodecanoic acid of Arabidopsis mediates an insect resistance against Myzus persicae. Archives of insect biochemistry and physiology. 2023 Mar; 112(3):e21986. doi: 10.1002/arch.21986. [PMID: 36453553]
  • Chaoying Qiu, Shaolin Wang, Ying Wang, Wan Jun Lee, Junning Fu, Bernard P Binks, Yong Wang. Stabilisation of oleofoams by lauric acid and its glycerol esters. Food chemistry. 2022 Aug; 386(?):132776. doi: 10.1016/j.foodchem.2022.132776. [PMID: 35509162]
  • Wangxin Liu, Xianliang Luo, Yang Tao, Ying Huang, Minjie Zhao, Jiahui Yu, Fengqin Feng, Wei Wei. Ultrasound enhanced butyric acid-lauric acid designer lipid synthesis: Based on artificial neural network and changes in enzymatic structure. Ultrasonics sonochemistry. 2022 Aug; 88(?):106100. doi: 10.1016/j.ultsonch.2022.106100. [PMID: 35908344]
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  • Van-Ba Hoa, Dong-Heon Song, Kuk-Hwan Seol, Sun-Moon Kang, Hyun-Wook Kim, Jin-Hyoung Kim, Soo-Hyun Cho. Coating with chitosan containing lauric acid (C12:0) significantly extends the shelf-life of aerobically - Packaged beef steaks during refrigerated storage. Meat science. 2022 Feb; 184(?):108696. doi: 10.1016/j.meatsci.2021.108696. [PMID: 34741876]
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  • Tai-Ti Liu, Guan-Zhen Su, Tsung-Shi Yang. Functionalities of chitosan conjugated with lauric acid and l-carnitine and application of the modified chitosan in an oil-in-water emulsion. Food chemistry. 2021 Oct; 359(?):129851. doi: 10.1016/j.foodchem.2021.129851. [PMID: 33957325]
  • Alisha Wehdnesday Bernardo Reyes, Heejin Kim, Tran Xuan Ngoc Huy, Son Hai Vu, Trang Thi Nguyen, Chang Keun Kang, Wongi Min, Hu Jang Lee, John Hwa Lee, Suk Kim. Immune-metabolic receptor GPR84 surrogate and endogenous agonists, 6-OAU and lauric acid, alter Brucella abortus 544 infection in both in vitro and in vivo systems. Microbial pathogenesis. 2021 Sep; 158(?):105079. doi: 10.1016/j.micpath.2021.105079. [PMID: 34245824]
  • Yanping Wu, Haoran Zhang, Ruiqiang Zhang, Guangtian Cao, Qing Li, Bing Zhang, Yongxia Wang, Caimei Yang. Serum metabolome and gut microbiome alterations in broiler chickens supplemented with lauric acid. Poultry science. 2021 Sep; 100(9):101315. doi: 10.1016/j.psj.2021.101315. [PMID: 34280650]
  • Xuemin Kang, Wei Gao, Bin Wang, Bin Yu, Li Guo, Bo Cui, A M Abd El-Aty. Effect of moist and dry-heat treatment processes on the structure, physicochemical properties, and in vitro digestibility of wheat starch-lauric acid complexes. Food chemistry. 2021 Jul; 351(?):129303. doi: 10.1016/j.foodchem.2021.129303. [PMID: 33647689]
  • Jian Wang, Xianfeng Hu, Chenglong Yang, Xiaomao Wu, Rongyu Li, Ming Li. Growth Restriction of Rhizoctonia solani via Breakage of Intracellular Organelles Using Crude Extracts of Gallnut and Clove. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061667. [PMID: 33802719]
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  • Yetty Herdiyati, Yonada Astrid, Aldina Amalia Nur Shadrina, Ika Wiani, Mieke Hemiawati Satari, Dikdik Kurnia. Potential Fatty Acid as Antibacterial Agent Against Oral Bacteria of Streptococcus mutans and Streptococcus sanguinis from Basil (Ocimum americanum): In vitro and In silico Studies. Current drug discovery technologies. 2021; 18(4):532-541. doi: 10.2174/1570163817666200712171652. [PMID: 32652913]
  • Yanping Wu, Qing Li, Jinsong Liu, Yulan Liu, Yinglei Xu, Ruiqiang Zhang, Yang Yu, Yongxia Wang, Caimei Yang. Integrating Serum Metabolome and Gut Microbiome to Evaluate the Benefits of Lauric Acid on Lipopolysaccharide- Challenged Broilers. Frontiers in immunology. 2021; 12(?):759323. doi: 10.3389/fimmu.2021.759323. [PMID: 34721434]
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  • Xi Yang, Hanju Sun, Lijun Tu, Yuan Jin, Muwen Wang, Shuyun Liu, Zuoyong Zhang, Shudong He. Investigation of acute, subacute and subchronic toxicities of anthocyanin derived acylation reaction products and evaluation of their antioxidant activities in vitro. Food & function. 2020 Dec; 11(12):10954-10967. doi: 10.1039/d0fo01478h. [PMID: 33283810]
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