Lauric acid (BioDeep_00000405319)

Main id: BioDeep_00000002377

 

PANOMIX_OTCML-2023 PANOMIX LipidSearch natural product BioNovoGene_Lab2019


代谢物信息卡片


Dodecanoic acid

化学式: C12H24O2 (200.1776)
中文名称: 月桂酸, 十二烷酸
谱图信息: 最多检出来源 not specific(not specific) 0%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Lauric acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/lauric_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000405319). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCCCCCCCCCCC(=O)O
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

Lauric acid, systematically dodecanoic acid, is a saturated fatty acid with a 12-carbon atom chain, thus having many properties of medium-chain fatty acids.[6] It is a bright white, powdery solid with a faint odor of bay oil or soap. The salts and esters of lauric acid are known as laurates.

Lauric acid, as a component of triglycerides, comprises about half of the fatty-acid content in coconut milk, coconut oil, laurel oil, and palm kernel oil (not to be confused with palm oil),[10][11] Otherwise, it is relatively uncommon. It is also found in human breast milk (6.2\\\\% of total fat), cow's milk (2.9\\\\%), and goat's milk (3.1\\\\%).

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

4 个代谢物同义名

Lauric acid; Dodecanoic acid; Dodecanoic acid; Lauric acid



数据库引用编号

25 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

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)

615 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 10 AKT1, ALB, CAT, CYP2E1, CYP3A4, CYP4A11, FASN, HPGDS, PIK3CA, TLR4
Peripheral membrane protein 3 CYP1B1, CYP2E1, CYP4A11
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 4 CYP1B1, CYP2E1, CYP3A4, CYP4A11
Nucleus 2 AKT1, ALB
cytosol 7 AKT1, ALB, CAT, FASN, HPGDS, LIPE, PIK3CA
centrosome 1 ALB
nucleoplasm 2 AKT1, HPGDS
Cell membrane 4 AKT1, LIPE, TLR4, TNF
lamellipodium 2 AKT1, PIK3CA
cell cortex 1 AKT1
cell surface 2 TLR4, TNF
glutamatergic synapse 1 AKT1
Golgi apparatus 2 ALB, FASN
Golgi membrane 1 INS
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 1 TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 1 LIPE
plasma membrane 6 AKT1, FASN, GCG, PIK3CA, TLR4, TNF
Membrane 8 AKT1, CAT, CYP1B1, CYP3A4, CYP4A11, FASN, LIPE, TLR4
apical plasma membrane 1 CYP4A11
axon 1 CCK
caveola 1 LIPE
extracellular exosome 3 ALB, CAT, FASN
endoplasmic reticulum 1 ALB
extracellular space 9 ALB, CCK, CCL2, CXCL8, GCG, IL10, IL6, INS, TNF
perinuclear region of cytoplasm 2 PIK3CA, TLR4
intercalated disc 1 PIK3CA
mitochondrion 2 CAT, CYP1B1
protein-containing complex 3 AKT1, ALB, CAT
intracellular membrane-bounded organelle 6 CAT, CYP1B1, CYP2E1, CYP3A4, CYP4A11, HPGDS
Microsome membrane 4 CYP1B1, CYP2E1, CYP3A4, CYP4A11
Single-pass type I membrane protein 1 TLR4
Secreted 8 ALB, CCK, CCL2, CXCL8, GCG, IL10, IL6, INS
extracellular region 10 ALB, CAT, CCK, CCL2, CXCL8, GCG, IL10, IL6, INS, TNF
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
external side of plasma membrane 2 TLR4, TNF
microtubule cytoskeleton 1 AKT1
Early endosome 1 TLR4
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 TNF
focal adhesion 1 CAT
spindle 1 AKT1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
ciliary basal body 2 AKT1, ALB
phagocytic cup 2 TLR4, TNF
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
Melanosome 1 FASN
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, GCG, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, GCG, IL6, INS
platelet alpha granule lumen 1 ALB
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Glucagon-like peptide 1]: Secreted 1 GCG
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
glycogen granule 1 FASN
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


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]
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  • Dongxing Zhao, Lise Boey, Nathalie Weltens, Jessica R Biesiekierski, Julie Iven, Inge Depoortere, Jan Tack, Lukas Van Oudenhove. Influence of subliminal intragastric fatty acid infusion on subjective and physiological responses to positive emotion induction in healthy women: A randomized trial. Psychoneuroendocrinology. 2019 10; 108(?):43-52. doi: 10.1016/j.psyneuen.2019.06.010. [PMID: 31226660]
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