Methyl hexadecanoic acid (BioDeep_00000000065)

 

Secondary id: BioDeep_00000860038

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


Methyl palmitate, United States Pharmacopeia (USP) Reference Standard

化学式: C17H34O2 (270.2559)
中文名称: 棕榈酸甲酯
谱图信息: 最多检出来源 Rattus norvegicus(otcml) 33.04%

Reviewed

Last reviewed on 2024-07-03.

Cite this Page

Methyl hexadecanoic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/methyl_hexadecanoic_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000000065). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(CCC(=O)OC)CCCCCCCCCCCC
InChI: InChI=1S/C17H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19-2/h3-16H2,1-2H3

描述信息

Methyl hexadecanoate, also known as methyl palmitate or palmitic acid methyl ester, is a member of the class of compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR, where R=fatty aliphatic tail or organyl group and R=methyl group. Thus, methyl hexadecanoate is considered to be a fatty ester lipid molecule. Methyl hexadecanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl hexadecanoate is a fatty, oily, and waxy tasting compound found in cloves, which makes methyl hexadecanoate a potential biomarker for the consumption of this food product. Methyl hexadecanoate can be found primarily in saliva.
Methyl hexadecanoic acid belongs to the class of organic compounds known as fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR, where R=fatty aliphatic tail or organyl group and R=methyl group.
Methyl palmitate is a fatty acid methyl ester. It has a role as a metabolite.
Methyl palmitate is a natural product found in Zanthoxylum beecheyanum, Lonicera japonica, and other organisms with data available.
A natural product found in Neolitsea daibuensis.

Methyl palmitate. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-39-0 (retrieved 2024-07-03) (CAS RN: 112-39-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3].
Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3].

同义名列表

40 个代谢物同义名

Methyl palmitate, United States Pharmacopeia (USP) Reference Standard; Tert-Butyl3-(N-Hydroxycarbamimidoyl)piperidine-1-carboxylate; Methyl hexadecanoate; Hexadecanoic acid methyl ester; Hexadecanoic acid methyl ester (FAME MIX); Methyl palmitate, >=99\\% (capillary GC); Methyl palmitate, analytical standard; n-Hexadecanoic acid methyl ester; Hexadecanoic acid, methyl ester; hexadecanoic acid-methyl ester; Hexadecanoic acid methyl ester; Palmitic acid, methyl ester; Palmitic acid,methyl ester; palmitic acid methyl ester; Hexadecanoate methyl ester; METHYL PALMITATE (USP-RS); a methylhexadecanoic acid; METHYL PALMITATE [USP-RS]; Methyl palmitate, >=97\\%; methyl hexadecanoic acid; METHYL PALMITATE [INCI]; METHYL PALMITATE [HSDB]; Methyl n-hexadecanoate; palmitic methyl ester; Methyl palmitic acid; AEC METHYL PALMITATE; Methyl hexadecanoate; formyl hexadecanoate; Methyl palmitate; UNII-DPY8VCM98I; Tox21_202768; WE(1:0/16:0); Uniphat A60; DUB PM COS; DPY8VCM98I; AI3-03509; C16 FAME; SFE 17:0; Methyl; Methyl palmitate; Methyl palmitate



数据库引用编号

23 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)

112 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 8 AKT1, ALB, CA1, CASP3, CAT, NFKB1, PIK3CA, PTGS2
Peripheral membrane protein 2 GORASP1, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 6 AKT1, ALB, CASP3, MPO, NFKB1, PPARA
cytosol 11 AKT1, ALB, CA1, CASP3, CAT, GPT, IL1B, LEP, LIPE, NFKB1, PIK3CA
centrosome 1 ALB
nucleoplasm 5 AKT1, CASP3, MPO, NFKB1, PPARA
Cell membrane 4 AKT1, FFAR1, LIPE, TNF
Cytoplasmic side 1 GORASP1
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 1 FFAR1
Golgi apparatus membrane 1 GORASP1
cell cortex 1 AKT1
cell surface 1 TNF
glutamatergic synapse 2 AKT1, CASP3
Golgi apparatus 2 ALB, GORASP1
Golgi membrane 2 GORASP1, INS
neuronal cell body 2 CASP3, TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 2 IL1B, LIPE
Lysosome 2 IL1B, MPO
plasma membrane 4 AKT1, FFAR1, PIK3CA, TNF
Membrane 3 AKT1, CAT, LIPE
caveola 2 LIPE, PTGS2
extracellular exosome 5 ALB, CA1, CAT, GPT, MPO
endoplasmic reticulum 2 ALB, PTGS2
extracellular space 8 ALB, IL10, IL1B, IL6, INS, LEP, MPO, TNF
perinuclear region of cytoplasm 1 PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 2 CAT, NFKB1
protein-containing complex 4 AKT1, ALB, CAT, PTGS2
intracellular membrane-bounded organelle 2 CAT, MPO
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Secreted 6 ALB, IL10, IL1B, IL6, INS, LEP
extracellular region 10 ALB, CAT, IL10, IL1B, IL6, INS, LEP, MPO, NFKB1, TNF
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
transcription regulator complex 1 NFKB1
external side of plasma membrane 1 TNF
microtubule cytoskeleton 1 AKT1
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Membrane raft 1 TNF
focal adhesion 1 CAT
spindle 1 AKT1
cis-Golgi network 1 GORASP1
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
secretory granule 2 IL1B, MPO
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
ciliary basal body 2 AKT1, ALB
chromatin 2 NFKB1, PPARA
phagocytic cup 1 TNF
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
endosome lumen 1 INS
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
azurophil granule 1 MPO
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, INS, NFKB1
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 ALB, IL6, INS, PTGS2
platelet alpha granule lumen 1 ALB
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
specific granule lumen 1 NFKB1
transport vesicle 1 INS
Secreted, extracellular exosome 1 IL1B
azurophil granule lumen 1 MPO
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
phagocytic vesicle lumen 1 MPO
death-inducing signaling complex 1 CASP3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 1 NFKB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
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

  • Yunping Yao, Zhiyuan Qiang, Meng Zhang, Jia Lin, Changmo Li. Thermal oxidation mechanism of palmitic aicd. Food research international (Ottawa, Ont.). 2024 Jun; 186(?):114372. doi: 10.1016/j.foodres.2024.114372. [PMID: 38729730]
  • Mohamed T Shaaban, Mohamed F Ghaly, Sara M Fahmi. Antibacterial activities of hexadecanoic acid methyl ester and green-synthesized silver nanoparticles against multidrug-resistant bacteria. Journal of basic microbiology. 2021 Jun; 61(6):557-568. doi: 10.1002/jobm.202100061. [PMID: 33871873]
  • Gehad A Abdel Jaleel, Samar S Azab, Wesam M El-Bakly, Azza Hassan. 'Methyl palmitate attenuates adjuvant induced arthritis in rats by decrease of CD68 synovial macrophages. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 May; 137(?):111347. doi: 10.1016/j.biopha.2021.111347. [PMID: 33550047]
  • Myriam Almeida Barbosa, Juliana Costa Fonseca, Vany Ferraz, Ana Hortência Fonsêca Castro, Luciana Alves Rodrigues Dos Santos Lima. Phytotoxic and antioxidant effects of dichloromethane fraction of Smilax Brasiliensis Sprengel. Natural product research. 2021 May; 35(10):1676-1681. doi: 10.1080/14786419.2019.1624955. [PMID: 31174428]
  • Adeola O Olowofolahan, Olubukola T Oyebode, Olufunso O Olorunsogo. Methyl palmitate reversed estradiol benzoate-induced endometrial hyperplasia in female rats. Toxicology mechanisms and methods. 2021 Jan; 31(1):43-52. doi: 10.1080/15376516.2020.1827329. [PMID: 32967526]
  • Qiaofang Lu, Tongtong Liu, Nanqi Wang, Zhechao Dou, Kunguang Wang, Yuanmei Zuo. Nematicidal Effect of Methyl Palmitate and Methyl Stearate against Meloidogyne incognita in Bananas. Journal of agricultural and food chemistry. 2020 Jun; 68(24):6502-6510. doi: 10.1021/acs.jafc.0c00218. [PMID: 32463695]
  • Hany H Arab, Samir A Salama, Ahmed H Eid, Ahmed M Kabel, Nancy N Shahin. Targeting MAPKs, NF-κB, and PI3K/AKT pathways by methyl palmitate ameliorates ethanol-induced gastric mucosal injury in rats. Journal of cellular physiology. 2019 12; 234(12):22424-22438. doi: 10.1002/jcp.28807. [PMID: 31115047]
  • Li Zhang, Hui-Xia Li, Wu-Si Pan, Farhan Ullah Khan, Cheng Qian, Feng-Rong Qi-Li, Xiaojun Xu. Administration of methyl palmitate prevents non-alcoholic steatohepatitis (NASH) by induction of PPAR-α. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Mar; 111(?):99-108. doi: 10.1016/j.biopha.2018.12.059. [PMID: 30579258]
  • Dina S El-Agamy, Mohamed A Elkablawy, Hany M Abo-Haded. Modulation of cyclophosphamide-induced cardiotoxicity by methyl palmitate. Cancer chemotherapy and pharmacology. 2017 02; 79(2):399-409. doi: 10.1007/s00280-016-3233-1. [PMID: 28130575]
  • G A Achari, R Ramesh. Characterization of bacteria degrading 3-hydroxy palmitic acid methyl ester (3OH-PAME), a quorum sensing molecule of Ralstonia solanacearum. Letters in applied microbiology. 2015 May; 60(5):447-55. doi: 10.1111/lam.12389. [PMID: 25580768]
  • A B Seres, E Ducza, M Báthori, A Hunyadi, Z Béni, M Dékány, J Hajagos-Tóth, J Verli, Róbert Gáspár. Androgenic effect of honeybee drone milk in castrated rats: roles of methyl palmitate and methyl oleate. Journal of ethnopharmacology. 2014 Apr; 153(2):446-53. doi: 10.1016/j.jep.2014.02.050. [PMID: 24607508]
  • Noha M Saeed, Ebtehal El-Demerdash, Hanaa M Abdel-Rahman, Mardi M Algandaby, Fahad A Al-Abbasi, Ashraf B Abdel-Naim. Anti-inflammatory activity of methyl palmitate and ethyl palmitate in different experimental rat models. Toxicology and applied pharmacology. 2012 Oct; 264(1):84-93. doi: 10.1016/j.taap.2012.07.020. [PMID: 22842335]
  • Casey R McAlpin, Kent J Voorhees, April R Corpuz, Ryan M Richards. Analysis of lipids: metal oxide laser ionization mass spectrometry. Analytical chemistry. 2012 Sep; 84(18):7677-83. doi: 10.1021/ac300688u. [PMID: 22873784]
  • Mariem Ben Jemia, Carmen Formisano, Svetlana Bancheva, Maurizio Bruno, Felice Senatore. Chemical composition of the essential oils of Centaurea formanekii and C. orphanidea ssp. thessala, growing wild in Greece. Natural product communications. 2012 Aug; 7(8):1083-6. doi: . [PMID: 22978235]
  • Ting-Ting Wang, Wei Chen, He-Ping Zeng, Dong-Feng Chen. Chemical components in extracts from Plastrum testudinis with proliferation-promoting effects on rat mesenchymal stem cells. Chemical biology & drug design. 2012 Jun; 79(6):1049-55. doi: 10.1111/j.1747-0285.2012.01361.x. [PMID: 22339978]
  • Liang Zhu, Si-ming Zhu, Ying-juan Tian. Antioxidant and antimicrobial activities of essential oil and extracts of Saurauia lantsangensis hu root. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2012 May; 67(5-6):282-90. doi: 10.1515/znc-2012-5-607. [PMID: 22888533]
  • L Stabili, M I Acquaviva, F Biandolino, R A Cavallo, S A De Pascali, F P Fanizzi, M Narracci, A Petrocelli, E Cecere. The lipidic extract of the seaweed Gracilariopsis longissima (Rhodophyta, Gracilariales): a potential resource for biotechnological purposes?. New biotechnology. 2012 Feb; 29(3):443-50. doi: 10.1016/j.nbt.2011.11.003. [PMID: 22100430]
  • Eman M Mantawy, Mariane G Tadros, Azza S Awad, Dina A A Hassan, Ebtehal El-Demerdash. Insights antifibrotic mechanism of methyl palmitate: impact on nuclear factor kappa B and proinflammatory cytokines. Toxicology and applied pharmacology. 2012 Jan; 258(1):134-44. doi: 10.1016/j.taap.2011.10.016. [PMID: 22079257]
  • Jiao Yin, Honglin Feng, Hongyan Sun, Jinghui Xi, Yazhong Cao, Kebin Li. Functional analysis of general odorant binding protein 2 from the meadow moth, Loxostege sticticalis L. (Lepidoptera: Pyralidae). PloS one. 2012; 7(3):e33589. doi: 10.1371/journal.pone.0033589. [PMID: 22479417]
  • Cheng Yuan, Junhan Liu, Yong Fan, Xiaohui Ren, Guangrong Hu, Fuli Li. Mychonastes afer HSO-3-1 as a potential new source of biodiesel. Biotechnology for biofuels. 2011 Nov; 4(1):47. doi: 10.1186/1754-6834-4-47. [PMID: 22040677]
  • Jin Yang, Zhen Qu, Yu-Ling Xiao, Guo-Fu Qiu, Tao Zhang, Zhong-Yuan Wu, Xian-Ran He, Xian-Ming Hu. Chemical composition and antioxidant activity of the essential oil of endemic Viola tianshanica. Natural product research. 2011 Oct; 25(17):1635-40. doi: 10.1080/14786419.2010.511218. [PMID: 22011223]
  • Konstantia Graikou, Suzanne Kapeta, Nektarios Aligiannis, George Sotiroudis, Niki Chondrogianni, Efstathios Gonos, Ioanna Chinou. Chemical analysis of Greek pollen - Antioxidant, antimicrobial and proteasome activation properties. Chemistry Central journal. 2011 Jun; 5(1):33. doi: 10.1186/1752-153x-5-33. [PMID: 21699688]
  • Louise B Werner, Lars I Hellgren, Marianne Raff, Søren K Jensen, Rikke A Petersen, Tue Drachmann, Tine Tholstrup. Effect of dairy fat on plasma phytanic acid in healthy volunteers - a randomized controlled study. Lipids in health and disease. 2011 Jun; 10(?):95. doi: 10.1186/1476-511x-10-95. [PMID: 21663648]
  • Gabriel Ordaz, Haydelba D'Armas, Dayanis Yáñez, Shailili Moreno. [Chemical composition of essential oils from leaves of Helicteres guazumifolia (Sterculiaceae), Piper tuberculatum (Piperaceae), Scoparia dulcis (Arecaceae) and Solanum subinerme (Solanaceae) from Sucre, Venezuela]. Revista de biologia tropical. 2011 Jun; 59(2):585-95. doi: ". [PMID: 21721229]
  • Jinyun Yuan, Zuozuo Ai, Zhibin Zhang, Riming Yan, Qinggui Zeng, Du Zhu. [Microbial oil production by Trichosporon cutaneum B3 using cassava starch]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2011 Mar; 27(3):453-60. doi: ". [PMID: 21650027]
  • David P Macfarlane, Xiantong Zou, Ruth Andrew, Nicholas M Morton, Dawn E W Livingstone, Rebecca L Aucott, Moffat J Nyirenda, John P Iredale, Brian R Walker. Metabolic pathways promoting intrahepatic fatty acid accumulation in methionine and choline deficiency: implications for the pathogenesis of steatohepatitis. American journal of physiology. Endocrinology and metabolism. 2011 Feb; 300(2):E402-9. doi: 10.1152/ajpendo.00331.2010. [PMID: 21119028]
  • Changting Xiao, Mirjana Pavlic, Linda Szeto, Bruce W Patterson, Gary F Lewis. Effects of acute hyperglucagonemia on hepatic and intestinal lipoprotein production and clearance in healthy humans. Diabetes. 2011 Feb; 60(2):383-90. doi: 10.2337/db10-0763. [PMID: 20980459]
  • R Yang, G Castriota, Y Chen, M A Cleary, K Ellsworth, M K Shin, J-Lv Tran, T F Vogt, M Wu, S Xu, X Yang, B B Zhang, J P Berger, S A Qureshi. RNAi-mediated germline knockdown of FABP4 increases body weight but does not improve the deranged nutrient metabolism of diet-induced obese mice. International journal of obesity (2005). 2011 Feb; 35(2):217-25. doi: 10.1038/ijo.2010.128. [PMID: 20603627]
  • Ompal Singh, Zakia Khanam, Neelam Misra, Manoj Kumar Srivastava. Chamomile (Matricaria chamomilla L.): An overview. Pharmacognosy reviews. 2011 Jan; 5(9):82-95. doi: 10.4103/0973-7847.79103. [PMID: 22096322]
  • Ahmed M A Abd El-Mawla, Salwa F Farag, Till Beuerle. Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures. Natural product research. 2011 Jan; 25(1):45-52. doi: 10.1080/14786419.2010.482937. [PMID: 21240761]
  • Penglin Li, Xiaoling Miao, Rongxiu Li, Jianjiang Zhong. In situ biodiesel production from fast-growing and high oil content Chlorella pyrenoidosa in rice straw hydrolysate. Journal of biomedicine & biotechnology. 2011; 2011(?):141207. doi: 10.1155/2011/141207. [PMID: 21318171]
  • Muchtaridi, Anas Subarnas, Anton Apriyantono, Resmi Mustarichie. Identification of compounds in the essential oil of nutmeg seeds (Myristica fragrans Houtt.) that inhibit locomotor activity in mice. International journal of molecular sciences. 2010 Nov; 11(11):4771-81. doi: 10.3390/ijms11114771. [PMID: 21151471]
  • Atnan Uğur, Ipek Süntar, Sinem Aslan, Ilkay Erdoğan Orhan, Murat Kartal, Nazim Sekeroğlu, Dursun Eşiyok, Bilge Sener. Variations in fatty acid compositions of the seed oil of Eruca sativa Mill. caused by different sowing periods and nitrogen forms. Pharmacognosy magazine. 2010 Oct; 6(24):305-8. doi: 10.4103/0973-1296.71801. [PMID: 21120033]
  • Mitsufumi Matsumoto, Hiroshi Sugiyama, Yoshiaki Maeda, Reiko Sato, Tsuyoshi Tanaka, Tadashi Matsunaga. Marine diatom, Navicula sp. strain JPCC DA0580 and marine green alga, Chlorella sp. strain NKG400014 as potential sources for biodiesel production. Applied biochemistry and biotechnology. 2010 May; 161(1-8):483-90. doi: 10.1007/s12010-009-8766-x. [PMID: 19756412]
  • J S Ashidi, P J Houghton, P J Hylands, T Efferth. Ethnobotanical survey and cytotoxicity testing of plants of South-western Nigeria used to treat cancer, with isolation of cytotoxic constituents from Cajanus cajan Millsp. leaves. Journal of ethnopharmacology. 2010 Mar; 128(2):501-12. doi: 10.1016/j.jep.2010.01.009. [PMID: 20064598]
  • Bülent Cetin, Hakan Ozer, Ahmet Cakir, Taşkin Polat, Atilla Dursun, Ebru Mete, Erdoğan Oztürk, Melek Ekinci. Antimicrobial activities of essential oil and hexane extract of Florence fennel [Foeniculum vulgare var. azoricum (Mill.) Thell.] against foodborne microorganisms. Journal of medicinal food. 2010 Feb; 13(1):196-204. doi: 10.1089/jmf.2008.0327. [PMID: 20136455]
  • Gino A Kurian, Srilalitha Suryanarayanan, Archana Raman, Jose Padikkala. Antioxidant effects of ethyl acetate extract of Desmodium gangeticum root on myocardial ischemia reperfusion injury in rat hearts. Chinese medicine. 2010 Jan; 5(?):3. doi: 10.1186/1749-8546-5-3. [PMID: 20180993]
  • Sabreen F Fostok, Rima A Ezzeddine, Fadia R Homaidan, Jamal A Al-Saghir, Ralph G Salloum, Najat A Saliba, Rabih S Talhouk. Interleukin-6 and Cyclooxygenase-2 downregulation by fatty-acid fractions of Ranunculus constantinopolitanus. BMC complementary and alternative medicine. 2009 Nov; 9(?):44. doi: 10.1186/1472-6882-9-44. [PMID: 19917107]
  • Songhee Jeon, Nan-Hyung Kim, Byung-Soo Koo, Ji-Young Kim, Ai-Young Lee. Lotus (Nelumbo nuficera) flower essential oil increased melanogenesis in normal human melanocytes. Experimental & molecular medicine. 2009 Jul; 41(7):517-25. doi: 10.3858/emm.2009.41.7.057. [PMID: 19322028]
  • Ju-Hyun Yu. Effect of additives in aqueous formulation on the foliar uptake of dimethomorph by cucumbers. Pest management science. 2009 Apr; 65(4):426-32. doi: 10.1002/ps.1707. [PMID: 19165749]
  • Y N Wang, H X Wang, Z J Shen, L L Zhao, S R Clarke, J H Sun, Y Y Du, G L Shi. Methyl palmitate, an acaricidal compound occurring in green walnut husks. Journal of economic entomology. 2009 Feb; 102(1):196-202. doi: 10.1603/029.102.0128. [PMID: 19253637]
  • Chenxi Zhao, Yingxu Zeng, Mingzhu Wan, Rongxi Li, Yizeng Liang, Chengyong Li, Zhongda Zeng, Foo-Tim Chau. Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods. Journal of separation science. 2009 Feb; 32(4):660-70. doi: 10.1002/jssc.200800484. [PMID: 19212980]
  • Jimmy Van den Eynden, Sheen Saheb Ali, Nikki Horwood, Sofie Carmans, Bert Brône, Niels Hellings, Paul Steels, Robert J Harvey, Jean-Michel Rigo. Glycine and glycine receptor signalling in non-neuronal cells. Frontiers in molecular neuroscience. 2009; 2(?):9. doi: 10.3389/neuro.02.009.2009. [PMID: 19738917]
  • Lei Guo, Guo Qing Li. Olfactory perception of oviposition-deterring fatty acids and their methyl esters by the Asian corn borer, Ostrinia furnacalis. Journal of insect science (Online). 2009; 9(?):1-9. doi: 10.1673/031.009.6701. [PMID: 20053122]
  • Adriana Rodríguez-Rivera, Marina Galicia-Moreno, Karina Reyes-Gordillo, José Segovia, Paula Vergara, Mario G Moreno, Mineko Shibayama, Víctor Tsutsumi, Pablo Muriel. Methyl palmitate prevents CCl(4)-induced liver fibrosis. Journal of applied toxicology : JAT. 2008 Nov; 28(8):1021-6. doi: 10.1002/jat.1368. [PMID: 18626905]
  • Byung Chul Lee, Dong Hyun Kim, Iljung Lee, Yearn Seong Choe, Dae Yoon Chi, Kyung-Han Lee, Yong Choi, Byung-Tae Kim. 16-Cyclopentadienyl tricarbonyl 99mTc 16-oxo-hexadecanoic acid: synthesis and evaluation of fatty acid metabolism in mouse myocardium. Journal of medicinal chemistry. 2008 Jun; 51(12):3630-4. doi: 10.1021/jm800049h. [PMID: 18503263]
  • He-Ping Zeng, Ting-Ting Wang, Wei Chen, Chun-Yan Wang, Dong-Feng Chen, Jian-Gang Shen. Characterization of chemical components in extracts from Si-wu decoction with proliferation-promoting effects on rat mesenchymal stem cells. Bioorganic & medicinal chemistry. 2008 May; 16(9):5109-14. doi: 10.1016/j.bmc.2008.03.024. [PMID: 18374577]
  • Jyunichi Kawata, Munekazu Kameda, Mitsuo Miyazawa. Cyclooxygenase-2 inhibitory effects and composition of the volatile oil from the dried roots of Lithospermum erythrorhizon. Journal of natural medicines. 2008 Apr; 62(2):239-43. doi: 10.1007/s11418-007-0221-0. [PMID: 18404332]
  • Jana Kalinova, Nadezda Vrchotova, Jan Triska. Exudation of allelopathic substances in buckwheat (Fagopyrum esculentum Moench). Journal of agricultural and food chemistry. 2007 Aug; 55(16):6453-9. doi: 10.1021/jf070795u. [PMID: 17630762]
  • Pietro Roversi, Olga Lissina, Steven Johnson, Nurfilza Ahmat, Guido C Paesen, Kerstin Ploss, Wilhelm Boland, Miles A Nunn, Susan M Lea. The structure of OMCI, a novel lipocalin inhibitor of the complement system. Journal of molecular biology. 2007 Jun; 369(3):784-93. doi: 10.1016/j.jmb.2007.03.064. [PMID: 17445829]
  • George F Antonious, Janet E Meyer, Jami A Rogers, Yoon-Hyeon Hu. Growing hot pepper for cabbage looper, Trichopulsia ni (Hübner) and spider mite, Tetranychus urticae (Koch) control. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes. 2007 Jun; 42(5):559-67. doi: 10.1080/03601230701389512. [PMID: 17562464]
  • Dadu Khan Burdi, M Qasim Samejo, M Iqbal Bhanger, Khalid M Khan. Fatty acid composition of Abies pindrow (West Himalayan fir). Pakistan journal of pharmaceutical sciences. 2007 Jan; 20(1):15-9. doi: ". [PMID: 17337422]
  • Muhammad Ishtiaq Ch, Yang F Wen, YiYu Cheng. Gas chromatographic/mass spectrometric analysis of the essential oil of Houttuynia cordata Thunb by using on-column methylation with tetramethylammonium acetate. Journal of AOAC International. 2007 Jan; 90(1):60-7. doi: . [PMID: 17373437]
  • Kuo-Feng Hua, Hsien-Yeh Hsu, Yu-Chang Su, I-Fan Lin, Su-Sing Yang, Ya-Mai Chen, Louis Kuoping Chao. Study on the antiinflammatory activity of methanol extract from seagrass Zostera japonica. Journal of agricultural and food chemistry. 2006 Jan; 54(2):306-11. doi: 10.1021/jf0509658. [PMID: 16417284]
  • Pekka Vähäoja, Jani Närhi, Toivo Kuokkanen, Outi Naatus, Jorma Jalonen, Sulo Lahdelma. An infrared spectroscopic method for quantitative analysis of fatty alcohols and fatty acid esters in machinery oils. Analytical and bioanalytical chemistry. 2005 Sep; 383(2):305-11. doi: 10.1007/s00216-005-3405-z. [PMID: 16132128]
  • Justyna Sieńczyk, Aleksandra Skłodowska, Anna Grudniak, Krystyna I Wolska. Influence of DnaK and DnaJ chaperones on Escherichia coli membrane lipid composition. Polish journal of microbiology. 2004; 53(2):121-3. doi: . [PMID: 15478358]
  • S M Parker, P C Moore, L M Johnson, V Poitout. Palmitate potentiation of glucose-induced insulin release: a study using 2-bromopalmitate. Metabolism: clinical and experimental. 2003 Oct; 52(10):1367-71. doi: 10.1016/s0026-0495(03)00279-8. [PMID: 14564691]
  • Ahmet C Gören, Gökhan Bilsel, Mehmet Altun, Fatih Satil, Tuncay Dirmenci. Fatty acid composition of seeds of Satureja thymbra and S. cuneifolia. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Jul; 58(7-8):502-4. doi: 10.1515/znc-2003-7-810. [PMID: 12939035]
  • Assem El-Shazly, Gamal Dorai, Michael Wink. Composition and antimicrobial activity of essential oil and hexane-ether extract of Tanacetum santolinoides (dc.) Feinbr. and Fertig. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2002 Jul; 57(7-8):620-3. doi: 10.1515/znc-2002-7-812. [PMID: 12240986]
  • Ari Gargir, Itzhak Ofek, Shiri Meron-Sudai, Meital Gal Tanamy, Panagiotis S Kabouridis, Ahuva Nissim. Single chain antibodies specific for fatty acids derived from a semi-synthetic phage display library. Biochimica et biophysica acta. 2002 Jan; 1569(1-3):167-73. doi: 10.1016/s0304-4165(01)00245-8. [PMID: 11853971]
  • E Lemberkovics, E Czinner, A Balázs, E Bihátsi-Karsai, G Vitányi, L Lelik, J Bernáth, E Szóke. [New data on composition of esssential oil from inflorescence of everlasting (Helichrysum arenarium(L.) Moench.)]. Acta pharmaceutica Hungarica. 2001 Aug; 71(2):187-91. doi: . [PMID: 11862667]
  • I Briaud, J S Harmon, C L Kelpe, V B Segu, V Poitout. Lipotoxicity of the pancreatic beta-cell is associated with glucose-dependent esterification of fatty acids into neutral lipids. Diabetes. 2001 Feb; 50(2):315-21. doi: 10.2337/diabetes.50.2.315. [PMID: 11272142]
  • M Derby, D F Martin. Bioassays of APONIN-3 and -4 with rabbit erythrocytes. Cytobios. 2000; 102(400):115-8. doi: ". [PMID: 10885508]
  • F Adas, J P Salaün, F Berthou, D Picart, B Simon, Y Amet. Requirement for omega and (omega;-1)-hydroxylations of fatty acids by human cytochromes P450 2E1 and 4A11. Journal of lipid research. 1999 Nov; 40(11):1990-7. doi: 10.1016/s0022-2275(20)32422-6. [PMID: 10553002]
  • S J Clough, K E Lee, M A Schell, T P Denny. A two-component system in Ralstonia (Pseudomonas) solanacearum modulates production of PhcA-regulated virulence factors in response to 3-hydroxypalmitic acid methyl ester. Journal of bacteriology. 1997 Jun; 179(11):3639-48. doi: 10.1128/jb.179.11.3639-3648.1997. [PMID: 9171411]
  • P Villa, M T Demitri, C Meazza, M Sironi, P Gnocchi, P Ghezzi. Effects of methyl palmitate on cytokine release, liver injury and survival in mice with sepsis. European cytokine network. 1996 Dec; 7(4):765-9. doi: . [PMID: 9010679]
  • C Barriault, M Audet, I M Yousef, B Tuchweber. Effect of agents which modify reticuloendothelial system function on acute phalloidin-induced lethality and hepatotoxicity in mice. Toxicology and applied pharmacology. 1995 Apr; 131(2):206-15. doi: 10.1006/taap.1995.1063. [PMID: 7716763]
  • A E elSisi, D L Earnest, I G Sipes. Vitamin A potentiation of carbon tetrachloride hepatotoxicity: role of liver macrophages and active oxygen species. Toxicology and applied pharmacology. 1993 Apr; 119(2):295-301. doi: 10.1006/taap.1993.1072. [PMID: 8480339]
  • L Gunawardhana, S A Mobley, I G Sipes. Modulation of 1,2-dichlorobenzene hepatotoxicity in the Fischer-344 rat by a scavenger of superoxide anions and an inhibitor of Kupffer cells. Toxicology and applied pharmacology. 1993 Apr; 119(2):205-13. doi: 10.1006/taap.1993.1061. [PMID: 8386865]
  • L C Edmonds, L Davidson, J S Bertino. Effect of variation in infusion time and macrophage blockade on organ uptake of amphotericin B-deoxycholate. The Journal of antimicrobial chemotherapy. 1991 Dec; 28(6):919-24. doi: 10.1093/jac/28.6.919. [PMID: 1816188]
  • Y Luo, W Xiong. [Chemical constituents of anticancer plant Nyssa sinensis Oliv]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1991 Jul; 16(7):424-5, 448. doi: ". [PMID: 1910507]
  • W Hübner, H H Mantsch. Orientation of specifically 13C=O labeled phosphatidylcholine multilayers from polarized attenuated total reflection FT-IR spectroscopy. Biophysical journal. 1991 Jun; 59(6):1261-72. doi: 10.1016/s0006-3495(91)82341-4. [PMID: 1873463]
  • B E Bihain, R J Deckelbaum, F T Yen, A M Gleeson, Y A Carpentier, L D Witte. Unesterified fatty acids inhibit the binding of low density lipoproteins to the human fibroblast low density lipoprotein receptor. The Journal of biological chemistry. 1989 Oct; 264(29):17316-21. doi: . [PMID: 2793857]
  • S B Holmberg, L Hafström, G Kjellberg. RES function and tumour take and tumour growth in the liver and in the kidney--an experimental study in rats. European journal of cancer & clinical oncology. 1987 Dec; 23(12):1883-7. doi: 10.1016/0277-5379(87)90054-x. [PMID: 3436352]
  • C J Wust, R Crombie, A Brown. Passive protection across subgroups of alphaviruses by hyperimmune non-cross-neutralizing anti-Sindbis serum. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1987 Jan; 184(1):56-63. doi: 10.3181/00379727-184-42446. [PMID: 3025890]
  • S Yoshida, T Tamura, M Tamura, M Takeshita, H Terao, T Fujioka, T Itoga. Evidence for the presence of fatty acid methyl esters in human hepatoma tissue from a patient with hypercholesterolemia. Journal of applied biochemistry. 1984 Oct; 6(5-6):314-8. doi: ". [PMID: 6100292]
  • S Rydén, B Hultberg, A Isaksson, L Hafström. Influence on plasma beta-N-acetyl-D-glucosaminidase of reticuloendothelial stimulation and depression: an experimental study in rats. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1984 Mar; 22(3):219-22. doi: 10.1515/cclm.1984.22.3.219. [PMID: 6726119]
  • V Sebestík, V Brabec. Experimental elimination of the splenic function by ethyl and methyl palmitate and significance of these substances from an immunological point of view. Folia haematologica (Leipzig, Germany : 1928). 1983; 110(6):917-23. doi: NULL. [PMID: 6200405]
  • S Adam. Radiolysis of alpha, alpha-trehalose in concentrated aqueous solution; the effect of co-irradiated proteins and lipids. International journal of radiation biology and related studies in physics, chemistry, and medicine. 1982 Nov; 42(5):531-44. doi: 10.1080/09553008214551471. [PMID: 6984035]
  • A Al-Tuwaijri, K Akdamar, N R Di Luzio. Modification of galactosamine-induced liver injury in rats by reticuloendothelial system stimulation or depression. Hepatology (Baltimore, Md.). 1981 Mar; 1(2):107-13. doi: 10.1002/hep.1840010204. [PMID: 7286892]