Oleacein (BioDeep_00000018822)

 

Secondary id: BioDeep_00000403177

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


2-(3,4-Dihydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid

化学式: C17H20O6 (320.125982)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 91.67%

分子结构信息

SMILES: CC=C(C=O)C(CC=O)CC(=O)OCCC1=CC(=C(C=C1)O)O
InChI: InChI=1S/C17H20O6/c1-2-13(11-19)14(5-7-18)10-17(22)23-8-6-12-3-4-15(20)16(21)9-12/h2-4,7,9,11,14,20-21H,5-6,8,10H2,1H3/b13-2+

描述信息

Constituent of Olea europaea (olive)and is) also from Jasminum grandiflorum (Royal jasmine). Oleacein is found in many foods, some of which are green vegetables, tea, herbs and spices, and olive.
Oleacein is found in fats and oils. Oleacein is a constituent of Olea europaea (olive). Also from Jasminum grandiflorum (Royal jasmine).

同义名列表

6 个代谢物同义名

2-(3,4-Dihydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid; 2-(3,4-dihydroxyphenyl)ethyl (4Z)-4-formyl-3-(2-oxoethyl)hex-4-enoate; 2-(3,4-Dihydroxyphenyl)ethyl 4-formyl-3-formylmethyl-4-hexenoate; 3,4-dihydroxyphenylethyl 4-formyl-3-formylmethyl-4-hexenoate; 3,4-DHPEA-eda; Oleacein



数据库引用编号

9 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)

3 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

  • Juhee Cho, Meriem Bejaoui, Kenichi Tominaga, Hiroko Isoda. Comparative Analysis of Olive-Derived Phenolic Compounds' Pro-Melanogenesis Effects on B16F10 Cells and Epidermal Human Melanocytes. International journal of molecular sciences. 2024 Apr; 25(8):. doi: 10.3390/ijms25084479. [PMID: 38674064]
  • Ignacio Ruiz-García, Rodolfo Ortíz-Flores, Rocío Badía, Aranzazu García-Borrego, María García-Fernández, Estrella Lara, Elisa Martín-Montañez, Sara García-Serrano, Sergio Valdés, Montserrat Gonzalo, María-José Tapia-Guerrero, José-Carlos Fernández-García, Alicia Sánchez-García, Francisca Muñoz-Cobos, Miguel Calderón-Cid, Rajaa El-Bekay, María-Isabel Covas, Gemma Rojo-Martínez, Gabriel Olveira, Silvana-Yanina Romero-Zerbo, Francisco-Javier Bermúdez-Silva. Rich oleocanthal and oleacein extra virgin olive oil and inflammatory and antioxidant status in people with obesity and prediabetes. The APRIL study: A randomised, controlled crossover study. Clinical nutrition (Edinburgh, Scotland). 2023 08; 42(8):1389-1398. doi: 10.1016/j.clnu.2023.06.027. [PMID: 37421852]
  • Rui Wang, Munkhzul Ganbold, Farhana Ferdousi, Kenichi Tominaga, Hiroko Isoda. A Rare Olive Compound Oleacein Improves Lipid and Glucose Metabolism, and Inflammatory Functions: A Comprehensive Whole-Genome Transcriptomics Analysis in Adipocytes Differentiated from Healthy and Diabetic Adipose Stem Cells. International journal of molecular sciences. 2023 Jun; 24(13):. doi: 10.3390/ijms241310419. [PMID: 37445596]
  • Beatriz Gutiérrez-Miranda, Isabel Gallardo, Eleni Melliou, Isabel Cabero, Yolanda Álvarez, Marta Hernández, Prokopios Magiatis, Marita Hernández, María Luisa Nieto. Treatment with the Olive Secoiridoid Oleacein Protects against the Intestinal Alterations Associated with EAE. International journal of molecular sciences. 2023 Mar; 24(5):. doi: 10.3390/ijms24054977. [PMID: 36902407]
  • Pierfrancesco Deiana, Maria Giovanna Molinu, Antonio Dore, Nicola Culeddu, Sandro Dettori, Mario Santona. Evolution of monovarietal virgin olive oils as a function of chemical composition and oxidation status. Natural product research. 2022 Feb; ?(?):1-5. doi: 10.1080/14786419.2022.2042813. [PMID: 35187999]
  • Santa Cirmi, Alessandro Maugeri, Caterina Russo, Laura Musumeci, Michele Navarra, Giovanni Enrico Lombardo. Oleacein Attenuates Lipopolysaccharide-Induced Inflammation in THP-1-Derived Macrophages by the Inhibition of TLR4/MyD88/NF-κB Pathway. International journal of molecular sciences. 2022 Jan; 23(3):. doi: 10.3390/ijms23031206. [PMID: 35163130]
  • Nikolaos Katsinas, Amalia Enríquez-de-Salamanca, Andreia Bento da Silva, Maria Rosário Bronze, Soraya Rodríguez-Rojo. Olive Pomace Phenolic Compounds Stability and Safety Evaluation: From Raw Material to Future Ophthalmic Applications. Molecules (Basel, Switzerland). 2021 Oct; 26(19):. doi: 10.3390/molecules26196002. [PMID: 34641545]
  • Antonio Francioso, Rodolfo Federico, Anna Maggiore, Mario Fontana, Alberto Boffi, Maria D'Erme, Luciana Mosca. Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil. Molecules (Basel, Switzerland). 2020 Aug; 25(16):. doi: 10.3390/molecules25163654. [PMID: 32796621]
  • Georgia Sarikaki, Nikoleta Christoforidou, Nicolas Gaboriaud-Kolar, Amos B Smith, Ioannis K Kostakis, Alexios-Leandros Skaltsounis. Biomimetic Synthesis of Oleocanthal, Oleacein, and Their Analogues Starting from Oleuropein, A Major Compound of Olive Leaves. Journal of natural products. 2020 06; 83(6):1735-1739. doi: 10.1021/acs.jnatprod.0c00086. [PMID: 32441936]
  • Panagiotis Diamantakos, Triada Giannara, Maria Skarkou, Eleni Melliou, Prokopios Magiatis. Influence of Harvest Time and Malaxation Conditions on the Concentration of Individual Phenols in Extra Virgin Olive Oil Related to Its Healthy Properties. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102449. [PMID: 32456326]
  • Elisabet Cuyàs, David Castillo, Laura Llorach-Parés, Jesús Lozano-Sánchez, Sara Verdura, Alfons Nonell-Canals, Joan Brunet, Joaquim Bosch-Barrera, Jorge Joven, Rafael Valdés, Melchor Sanchez-Martinez, Antonio Segura-Carretero, Javier A Menendez. Computational de-orphanization of the olive oil biophenol oleacein: Discovery of new metabolic and epigenetic targets. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2019 Sep; 131(?):110529. doi: 10.1016/j.fct.2019.05.037. [PMID: 31150784]
  • Saverio Massimo Lepore, Valentina Maggisano, Stefania Bulotta, Chiara Mignogna, Biagio Arcidiacono, Antonio Procopio, Antonio Brunetti, Diego Russo, Marilena Celano. Oleacein Prevents High Fat Diet-Induced Adiposity and Ameliorates Some Biochemical Parameters of Insulin Sensitivity in Mice. Nutrients. 2019 08; 11(8):. doi: 10.3390/nu11081829. [PMID: 31394876]
  • H Miho, C M Díez, A Mena-Bravo, V Sánchez de Medina, J Moral, E Melliou, P Magiatis, L Rallo, D Barranco, F Priego-Capote. Cultivar influence on variability in olive oil phenolic profiles determined through an extensive germplasm survey. Food chemistry. 2018 Nov; 266(?):192-199. doi: 10.1016/j.foodchem.2018.06.002. [PMID: 30381176]
  • Monika E Czerwińska, Emilia Gąsińska, Anna Leśniak, Paulina Krawczyk, Anna K Kiss, Marek Naruszewicz, Magdalena Bujalska-Zadrożny. Inhibitory effect of Ligustrum vulgare leaf extract on the development of neuropathic pain in a streptozotocin-induced rat model of diabetes. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2018 Oct; 49(?):75-82. doi: 10.1016/j.phymed.2018.06.006. [PMID: 30217264]
  • Beatrice Polini, Maria Digiacomo, Sara Carpi, Simone Bertini, Francesca Gado, Giuseppe Saccomanni, Marco Macchia, Paola Nieri, Clementina Manera, Stefano Fogli. Oleocanthal and oleacein contribute to the in vitro therapeutic potential of extra virgin oil-derived extracts in non-melanoma skin cancer. Toxicology in vitro : an international journal published in association with BIBRA. 2018 Oct; 52(?):243-250. doi: 10.1016/j.tiv.2018.06.021. [PMID: 29959992]
  • Paola Costanzo, Sonia Bonacci, Luca Cariati, Monica Nardi, Manuela Oliverio, Antonio Procopio. Simple and efficient sustainable semi-synthesis of oleacein [2-(3,4-hydroxyphenyl) ethyl (3S,4E)-4-formyl-3-(2-oxoethyl)hex-4-enoate] as potential additive for edible oils. Food chemistry. 2018 Apr; 245(?):410-414. doi: 10.1016/j.foodchem.2017.10.097. [PMID: 29287389]
  • J Thielmann, S Kohnen, C Hauser. Antimicrobial activity of Olea europaea Linné extracts and their applicability as natural food preservative agents. International journal of food microbiology. 2017 Jun; 251(?):48-66. doi: 10.1016/j.ijfoodmicro.2017.03.019. [PMID: 28395179]
  • Amir Ben Mansour, Boutheina Gargouri, Eleni Melliou, Prokopios Magiatis, Mohamed Bouaziz. Oil quality parameters and quantitative measurement of major secoiridoid derivatives in Neb Jmel olive oil from various Tunisian origins using qNMR. Journal of the science of food and agriculture. 2016 Oct; 96(13):4432-9. doi: 10.1002/jsfa.7654. [PMID: 26841137]
  • Monika E Czerwińska, Marlena Ziarek, Agnieszka Bazylko, Ewa Osińska, Anna K Kiss. Quantitative Determination of Secoiridoids and Phenylpropanoids in Different Extracts of Ligustrum Vulgare L. Leaves by a Validated HPTLC-Photodensitometry Method. Phytochemical analysis : PCA. 2015 Jul; 26(4):253-60. doi: 10.1002/pca.2558. [PMID: 25693970]
  • Monika E Czerwińska, Anna K Kiss, Marek Naruszewicz. Inhibition of human neutrophils NEP activity, CD11b/CD18 expression and elastase release by 3,4-dihydroxyphenylethanol-elenolic acid dialdehyde, oleacein. Food chemistry. 2014 Jun; 153(?):1-8. doi: 10.1016/j.foodchem.2013.12.019. [PMID: 24491692]
  • Konstantina Vougogiannopoulou, Christelle Lemus, Maria Halabalaki, Carlo Pergola, Oliver Werz, Amos B Smith, Sylvie Michel, Leandros Skaltsounis, Brigitte Deguin. One-step semisynthesis of oleacein and the determination as a 5-lipoxygenase inhibitor. Journal of natural products. 2014 Mar; 77(3):441-5. doi: 10.1021/np401010x. [PMID: 24568174]
  • Evangelia Karkoula, Angeliki Skantzari, Eleni Melliou, Prokopios Magiatis. Direct measurement of oleocanthal and oleacein levels in olive oil by quantitative (1)H NMR. Establishment of a new index for the characterization of extra virgin olive oils. Journal of agricultural and food chemistry. 2012 Nov; 60(47):11696-703. doi: 10.1021/jf3032765. [PMID: 23116297]
  • F Paiva-Martins, M H Gordon. Isolation and characterization of the antioxidant component 3,4-dihydroxyphenylethyl 4-formyl-3-formylmethyl-4-hexenoate from olive (Olea europaea) leaves. Journal of agricultural and food chemistry. 2001 Sep; 49(9):4214-9. doi: 10.1021/jf010373z. [PMID: 11559113]