Enterolactone (BioDeep_00000004004)
Secondary id: BioDeep_00000406298
human metabolite Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C18H18O4 (298.1205)
中文名称: 肠内酯
谱图信息:
最多检出来源 Homo sapiens(feces) 8.12%
分子结构信息
SMILES: C1C(C(C(=O)O1)CC2=CC(=CC=C2)O)CC3=CC(=CC=C3)O
InChI: InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m1/s1
描述信息
Enterolactone (CAS: 78473-71-9) is a mammalian lignan that has a similar biphenolic structure to lignans from plants. Lignans are compounds with estrogenic properties and are probably the most important source of phytoestrogens in western diets. Mammalian lignans are formed from precursors that are contained mainly in vegetables, whole grain products, and berries, via the action of intestinal microflora. Enterolactone is produced in the colon by the action of bacteria on secoisolariciresinol, matairesinol, and its glycosides. Secoisolariciresinol is converted to enterodiol which is subsequently converted to enterolactone as it passes through the colon. Matairesinol is converted directly to enterolactone. Enterolactone has been shown to possess weakly estrogenic and antiestrogenic activities, and it has been suggested that the high production of this antiestrogenic mammalian lignans in the gut may serve to protect against breast cancer in women and prostate cancer in men; however epidemiological evidence to date is conflicting (PMID: 16168401, 12270221, 11216511, 12107024). Enterolactone is a biomarker for the consumption of soybeans and other soy products.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens
同义名列表
20 个代谢物同义名
()-trans-dihydro-3R,4R-bis[(3-hydroxyphenyl)methyl]-2(3H)-furanone; (3S,4S)-Dihydro-3,4-bis[(3-hydroxyphenyl)methyl]-2(3H)-furanone; 2,3-Bis(3-hydroxybenzyl)butyrolactone, (trans)-(+-)-isomer; 3,4-Bis((3-hydroxyphenyl)methyl)dihydro-2-(3H)-furanone; 2,3-Bis(3-hydroxybenzyl)butyrolactone, (trans)-isomer; (3S,4S)-3,4-bis[(3-hydroxyphenyl)methyl]oxolan-2-one; trans-2,3-Bis(3-hydroxybenzyl)-gamma-butyrolactone; trans-2,3-Bis(3-hydroxybenzyl)-γ-butyrolactone; 2,3-Bis(3’-hydroxybenzyl)butyrolactone; 2,3-Bis(3-hydroxybenzyl)butyrolactone; (3S)-trans-Enterolactone; (±)-Enterolactone; (3S,4S)-Enterolactone; (±)-enterolactone; (+)-Enterolactone; Enterolactone; 2,3-BHBB; BHMDF; HPMF; Enterolactone
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:81555
- KEGG: C18165
- PubChem: 114739
- PubChem: 123917
- HMDB: HMDB0006101
- Metlin: METLIN64734
- ChEMBL: CHEMBL2391150
- Wikipedia: Enterolactone
- KNApSAcK: C00000703
- chemspider: 102727
- CAS: 185254-87-9
- CAS: 78473-71-9
- PMhub: MS000014126
- PubChem: 96024381
- NIKKAJI: J457.980A
- RefMet: Enterolactone
- KNApSAcK: 81555
- LOTUS: LTS0054893
- LOTUS: LTS0110410
- wikidata: Q81986234
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)
15 个相关的物种来源信息
- 2759 - Eukaryota: LTS0054893
- 9606 - Homo sapiens: -
- 4447 - Liliopsida: LTS0054893
- 3398 - Magnoliopsida: LTS0054893
- 35493 - Streptophyta: LTS0054893
- 58023 - Tracheophyta: LTS0054893
- 3500 - Urtica: LTS0054893
- 3501 - Urtica dioica: 10.1055/S-2006-957756
- 3501 - Urtica dioica: LTS0054893
- 3499 - Urticaceae: LTS0054893
- 33090 - Viridiplantae: LTS0054893
- 4650 - Zingiber: LTS0054893
- 311405 - Zingiber zerumbet: 10.1248/CPB.53.829
- 311405 - Zingiber zerumbet: LTS0054893
- 4642 - Zingiberaceae: LTS0054893
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
- Matthew E Poynter, Madeleine M Mank, Jennifer L Ather. Obesity-associated inflammatory macrophage polarization is inhibited by capsaicin and phytolignans.
American journal of physiology. Regulatory, integrative and comparative physiology.
2024 May; 326(5):R370-R382. doi:
10.1152/ajpregu.00161.2023
. [PMID: 38436058] - Inés Domínguez-López, Polina Galkina, Isabella Parilli-Moser, Camila Arancibia-Riveros, Miguel Ángel Martínez-González, Jordi Salas-Salvadó, Dolores Corella, Mireia Malcampo, J Alfredo Martínez, Lucas Tojal-Sierra, Julia Wärnberg, Jesús Vioque, Dora Romaguera, José López-Miranda, Ramon Estruch, Francisco J Tinahones, José Manuel Santos-Lozano, Lluís Serra-Majem, Aurora Bueno-Cavanillas, Josep A Tur, María Rubín-García, Xavier Pintó, Fernando Fernández-Aranda, Miguel Delgado-Rodríguez, Ana Barabash-Bustelo, Josep Vidal, Clotilde Vázquez, Lidia Daimiel, Emilio Ros, Estefania Toledo, Alessandro Atzeni, Eva M Asensio, Natàlia Vera, Antonio Garcia-Rios, Laura Torres-Collado, Napoleón Pérez-Farinós, Marian Zulet, Alice Chaplin, Rosa Casas, Sandra Martín-Peláez, Jessica Vaquero-Luna, Ana Maria Gómez-Pérez, Zenaida Vázquez-Ruiz, Sangeetha Shyam, Carolina Ortega-Azorín, Natàlia Talens, Patricia J Peña-Orihuela, Alejandro Oncina-Canovas, Javier Diez-Espino, Nancy Babio, Montserrat Fitó, Rosa M Lamuela-Raventós. Microbial Phenolic Metabolites Are Associated with Improved Cognitive Health.
Molecular nutrition & food research.
2024 Jan; 68(2):e2300183. doi:
10.1002/mnfr.202300183
. [PMID: 38062915] - Juana Hatwik, Hrishikesh Nitin Patil, Anil Mukund Limaye. Proliferative response of ERα-positive breast cancer cells to 10 μM enterolactone, and the associated alteration in the transcriptomic landscape.
Gene.
2023 Jul; ?(?):147640. doi:
10.1016/j.gene.2023.147640
. [PMID: 37453722] - Yanping Li, Fenglei Wang, Jun Li, Kerry L Ivey, Jeremy E Wilkinson, Dong D Wang, Ruifeng Li, Gang Liu, Heather A Eliassen, Andrew T Chan, Clary B Clish, Curtis Huttenhower, Frank B Hu, Qi Sun, Eric B Rimm. Dietary lignans, plasma enterolactone levels, and metabolic risk in men: exploring the role of the gut microbiome.
BMC microbiology.
2022 03; 22(1):82. doi:
10.1186/s12866-022-02495-0
. [PMID: 35350985] - Juyeon Lee, Ju-Young Kang, Kwang-Pil Ko, Sue-Kyung Park. The Association between Plasma Concentration of Phytoestrogens and Hypertension within the Korean Multicenter Cancer Cohort.
Nutrients.
2021 Dec; 13(12):. doi:
10.3390/nu13124366
. [PMID: 34959918] - Gang Liu, Jun Li, Yanping Li, Yang Hu, Adrian A Franke, Liming Liang, Frank B Hu, Andrew T Chan, Kenneth J Mukamal, Eric B Rimm, Qi Sun. Gut microbiota-derived metabolites and risk of coronary artery disease: a prospective study among US men and women.
The American journal of clinical nutrition.
2021 07; 114(1):238-247. doi:
10.1093/ajcn/nqab053
. [PMID: 33829245] - Xiaolei Yang, Yajia Guo, Timothy J Tse, Sarah K Purdy, Rana Mustafa, Jianheng Shen, Jane Alcorn, Martin J T Reaney. Oral Pharmacokinetics of Enriched Secoisolariciresinol Diglucoside and Its Polymer in Rats.
Journal of natural products.
2021 06; 84(6):1816-1822. doi:
10.1021/acs.jnatprod.1c00335
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Nutrition reviews.
2021 01; 79(1):42-65. doi:
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Journal of dairy science.
2021 Jan; 104(1):391-396. doi:
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2020 Dec; 132(?):110884. doi:
10.1016/j.biopha.2020.110884
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Nutrients.
2020 Jul; 12(7):. doi:
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. [PMID: 32708566] - Cecilie Kyrø, Kirsten Frederiksen, Marianne Holm, Natalja P Nørskov, Knud E B Knudsen, Kim Overvad, Anne Tjønneland, Anja Olsen. Prediagnosis plasma concentrations of enterolactone and survival after colorectal cancer: the Danish Diet, Cancer and Health cohort.
The British journal of nutrition.
2019 09; 122(5):552-563. doi:
10.1017/s0007114518002143
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Scientific reports.
2019 08; 9(1):11209. doi:
10.1038/s41598-019-47622-6
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Molecular nutrition & food research.
2019 08; 63(16):e1801159. doi:
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Diabetologia.
2019 06; 62(6):959-969. doi:
10.1007/s00125-019-4854-9
. [PMID: 30963187] - Klaudia Berk, Krzysztof Drygalski, Ewa Harasim-Symbor, Tomasz Charytoniuk, Nicoletta Iłowska, Bartłomiej Łukaszuk, Adrian Chabowski, Karolina Konstantynowicz-Nowicka. The effect of enterolactone on liver lipid precursors of inflammation.
Life sciences.
2019 Mar; 221(?):341-347. doi:
10.1016/j.lfs.2019.02.044
. [PMID: 30802511] - Huiru Chang, Song Yao, David Tritchler, Meredith A Hullar, Johanna W Lampe, Lilian U Thompson, Susan E McCann. Genetic Variation in Steroid and Xenobiotic Metabolizing Pathways and Enterolactone Excretion Before and After Flaxseed Intervention in African American and European American Women.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2019 02; 28(2):265-274. doi:
10.1158/1055-9965.epi-18-0826
. [PMID: 30709839] - Laura W Bowers, Claire G Lineberger, Nikki A Ford, Emily L Rossi, Arunima Punjala, Kristina K Camp, Bruce K Kimler, Carol J Fabian, Stephen D Hursting. The flaxseed lignan secoisolariciresinol diglucoside decreases local inflammation, suppresses NFκB signaling, and inhibits mammary tumor growth.
Breast cancer research and treatment.
2019 Feb; 173(3):545-557. doi:
10.1007/s10549-018-5021-6
. [PMID: 30367332] - Ángela Peirotén, Pilar Gaya, Inmaculada Álvarez, Daniel Bravo, José Mª Landete. Influence of different lignan compounds on enterolignan production by Bifidobacterium and Lactobacillus strains.
International journal of food microbiology.
2019 Jan; 289(?):17-23. doi:
10.1016/j.ijfoodmicro.2018.08.028
. [PMID: 30193121] - Tomasz Charytoniuk, Nicoletta Iłowska, Klaudia Berk, Krzysztof Drygalski, Adrian Chabowski, Karolina Konstantynowicz-Nowicka. The effect of enterolactone on sphingolipid pathway and hepatic insulin resistance development in HepG2 cells.
Life sciences.
2019 Jan; 217(?):1-7. doi:
10.1016/j.lfs.2018.11.044
. [PMID: 30468835] - Cecilie Kyrø, Louise Hansen, Kirsten Frederiksen, Natalja P Nørskov, Knud Erik Bach Knudsen, Anne Kirstine Eriksen, Marianne Holm, Anne Tjønneland, Anja Olsen. Pre-diagnostic plasma enterolactone concentrations and breast cancer prognosis among postmenopausal women - The Danish Diet, Cancer and Health cohort.
Clinical nutrition (Edinburgh, Scotland).
2018 12; 37(6 Pt A):2217-2225. doi:
10.1016/j.clnu.2017.10.023
. [PMID: 29154112] - Stefanie Jaskulski, Audrey Y Jung, Sabine Behrens, Theron Johnson, Rudolf Kaaks, Kathrin Thöne, Dieter Flesch-Janys, Disorn Sookthai, Jenny Chang-Claude. Circulating enterolactone concentrations and prognosis of postmenopausal breast cancer: assessment of mediation by inflammatory markers.
International journal of cancer.
2018 12; 143(11):2698-2708. doi:
10.1002/ijc.31647
. [PMID: 29974464] - Ahmed A Almousa, François Meurens, Ed S Krol, Jane Alcorn. Linoorbitides and enterolactone mitigate inflammation-induced oxidative stress and loss of intestinal epithelial barrier integrity.
International immunopharmacology.
2018 Nov; 64(?):42-51. doi:
10.1016/j.intimp.2018.08.012
. [PMID: 30145469] - Kwang-Pil Ko, Yohwan Yeo, Ji-Hye Yoon, Cheong-Sik Kim, Shinkan Tokudome, Le Tran Ngoan, Chihaya Koriyama, Young-Khi Lim, Soung-Hoon Chang, Hai-Rim Shin, Daehee Kang, Sue K Park, Chul Hwan Kang, Keun-Young Yoo. Plasma phytoestrogens concentration and risk of colorectal cancer in two different Asian populations.
Clinical nutrition (Edinburgh, Scotland).
2018 10; 37(5):1675-1682. doi:
10.1016/j.clnu.2017.07.014
. [PMID: 28778370] - Peter Wallström, Isabel Drake, Emily Sonestedt, Bo Gullberg, Anders Bjartell, Håkan Olsson, Herman Adlercreutz, Matti J Tikkanen, Elisabet Wirfält. Plasma enterolactone and risk of prostate cancer in middle-aged Swedish men.
European journal of nutrition.
2018 Oct; 57(7):2595-2606. doi:
10.1007/s00394-017-1530-z
. [PMID: 28884432] - Giorgio Biasiotto, Isabella Zanella, Federica Predolini, Ivonne Archetti, Moris Cadei, Eugenio Monti, Marcello Luzzani, Barbara Pacchetti, Paola Mozzoni, Roberta Andreoli, Giuseppe De Palma, Federico Serana, Annika Smeds, Diego Di Lorenzo. 7-Hydroxymatairesinol improves body weight, fat and sugar metabolism in C57BJ/6 mice on a high-fat diet.
The British journal of nutrition.
2018 10; 120(7):751-762. doi:
10.1017/s0007114518001824
. [PMID: 30105962] - Pilar Gaya, Abel Sánchez-Jiménez, Ángela Peirotén, Margarita Medina, José Maria Landete. Incomplete metabolism of phytoestrogens by gut microbiota from children under the age of three.
International journal of food sciences and nutrition.
2018 May; 69(3):334-343. doi:
10.1080/09637486.2017.1353955
. [PMID: 28728453] - C P Ghedini, D C Moura, R A V Santana, A S Oliveira, A F Brito. Replacing ground corn with incremental amounts of liquid molasses does not change milk enterolactone but decreases production in dairy cows fed flaxseed meal.
Journal of dairy science.
2018 Mar; 101(3):2096-2109. doi:
10.3168/jds.2017-13689
. [PMID: 29274976] - Madhura Shettigar, Sahil Balotra, David Cahill, Andrew C Warden, Michael J Lacey, Hans-Peter E Kohler, Daniel Rentsch, John G Oakeshott, Gunjan Pandey. Isolation of the (+)-Pinoresinol-Mineralizing Pseudomonas sp. Strain SG-MS2 and Elucidation of Its Catabolic Pathway.
Applied and environmental microbiology.
2018 02; 84(4):. doi:
10.1128/aem.02531-17
. [PMID: 29222099] - Jon Andoni Otero, Dafne García-Mateos, Indira Alvarez-Fernández, Rocío García-Villalba, Juan Carlos Espín, Ana Isabel Álvarez, Gracia Merino. Flaxseed-enriched diets change milk concentration of the antimicrobial danofloxacin in sheep.
BMC veterinary research.
2018 Jan; 14(1):14. doi:
10.1186/s12917-018-1341-3
. [PMID: 29334949] - A K Eriksen, C Kyrø, N Nørskov, A K Bolvig, J Christensen, A Tjønneland, K Overvad, R Landberg, A Olsen. Prediagnostic enterolactone concentrations and mortality among Danish men diagnosed with prostate cancer.
European journal of clinical nutrition.
2017 10; 71(10):1235-1240. doi:
10.1038/ejcn.2017.42
. [PMID: 28378849] - C P Ghedini, N L Whitehouse, D C Moura, A S Oliveira, A F Brito. Short communication: The mammalian lignan enterolactone is absorbed by newborn dairy calves fed enterolactone-enriched milk.
Journal of dairy science.
2017 Oct; 100(10):8170-8175. doi:
10.3168/jds.2017-13093
. [PMID: 28780087] - Fayth L Miles, Sandi L Navarro, Yvonne Schwarz, Haiwei Gu, Danijel Djukovic, Timothy W Randolph, Ali Shojaie, Mario Kratz, Meredith A J Hullar, Paul D Lampe, Marian L Neuhouser, Daniel Raftery, Johanna W Lampe. Plasma metabolite abundances are associated with urinary enterolactone excretion in healthy participants on controlled diets.
Food & function.
2017 Sep; 8(9):3209-3218. doi:
10.1039/c7fo00684e
. [PMID: 28808723] - Anne K Bolvig, Natalja P Nørskov, Mette S Hedemann, Leslie Foldager, Brendan McCarthy-Sinclair, Maria L Marco, Helle N Lærke, Knud E Bach Knudsen. Effect of Antibiotics and Diet on Enterolactone Concentration and Metabolome Studied by Targeted and Nontargeted LC-MS Metabolomics.
Journal of proteome research.
2017 06; 16(6):2135-2150. doi:
10.1021/acs.jproteome.6b00942
. [PMID: 28294620] - Shireen Chikara, Kaitlin Lindsey, Harsharan Dhillon, Sujan Mamidi, Jeffrey Kittilson, Melpo Christofidou-Solomidou, Katie M Reindl. Enterolactone Induces G1-phase Cell Cycle Arrest in Nonsmall Cell Lung Cancer Cells by Downregulating Cyclins and Cyclin-dependent Kinases.
Nutrition and cancer.
2017 May; 69(4):652-662. doi:
10.1080/01635581.2017.1296169
. [PMID: 28323486] - Émilie Fortin, Richard Blouin, Jérôme Lapointe, Hélène V Petit, Marie-France Palin. Linoleic acid, α-linolenic acid and enterolactone affect lipid oxidation and expression of lipid metabolism and antioxidant-related genes in hepatic tissue of dairy cows.
The British journal of nutrition.
2017 May; 117(9):1199-1211. doi:
10.1017/s0007114517000976
. [PMID: 28643621] - S Mattioli, S Ruggeri, B Sebastiani, G Brecchia, A Dal Bosco, A Cartoni Mancinelli, C Castellini. Performance and egg quality of laying hens fed flaxseed: highlights on n-3 fatty acids, cholesterol, lignans and isoflavones.
Animal : an international journal of animal bioscience.
2017 Apr; 11(4):705-712. doi:
10.1017/s175173111600207x
. [PMID: 27819218] - Shireen Chikara, Kaitlin Lindsey, Pawel Borowicz, Melpo Christofidou-Solomidou, Katie M Reindl. Enterolactone alters FAK-Src signaling and suppresses migration and invasion of lung cancer cell lines.
BMC complementary and alternative medicine.
2017 Jan; 17(1):30. doi:
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. [PMID: 28068967] - Yun Zhu, Kayoko Kawaguchi, Ryoiti Kiyama. Differential and directional estrogenic signaling pathways induced by enterolignans and their precursors.
PloS one.
2017; 12(2):e0171390. doi:
10.1371/journal.pone.0171390
. [PMID: 28152041] - Anne K Bolvig, Cecilie Kyrø, Natalja P Nørskov, Anne K Eriksen, Jane Christensen, Anne Tjønneland, Knud E Bach Knudsen, Anja Olsen. Use of antibiotics is associated with lower enterolactone plasma concentration.
Molecular nutrition & food research.
2016 12; 60(12):2712-2721. doi:
10.1002/mnfr.201600566
. [PMID: 27500753] - Lennard Schröder, Dagmar Ulrike Richter, Birgit Piechulla, Mareike Chrobak, Christina Kuhn, Sandra Schulze, Sybille Abarzua, Udo Jeschke, Tobias Weissenbacher. Effects of Phytoestrogen Extracts Isolated from Elder Flower on Hormone Production and Receptor Expression of Trophoblast Tumor Cells JEG-3 and BeWo, as well as MCF7 Breast Cancer Cells.
Nutrients.
2016 Oct; 8(10):. doi:
10.3390/nu8100616
. [PMID: 27740591] - Motoi Tamura, Sachiko Hori, Hiroyuki Nakagawa, Satoshi Yamauchi, Takuya Sugahara. Effects of an equol-producing bacterium isolated from human faeces on isoflavone and lignan metabolism in mice.
Journal of the science of food and agriculture.
2016 Jul; 96(9):3126-32. doi:
10.1002/jsfa.7490
. [PMID: 26455424] - Andrea Quartieri, Rocío García-Villalba, Alberto Amaretti, Stefano Raimondi, Alan Leonardi, Maddalena Rossi, Francisco Tomàs-Barberàn. Detection of novel metabolites of flaxseed lignans in vitro and in vivo.
Molecular nutrition & food research.
2016 07; 60(7):1590-601. doi:
10.1002/mnfr.201500773
. [PMID: 26873880] - Michael K Reger, Terrell W Zollinger, Ziyue Liu, Josette Jones, Jianjun Zhang. Urinary phytoestrogens and cancer, cardiovascular, and all-cause mortality in the continuous National Health and Nutrition Examination Survey.
European journal of nutrition.
2016 Apr; 55(3):1029-40. doi:
10.1007/s00394-015-0917-y
. [PMID: 25943648] - Natalja P Nørskov, Cecilie Kyrø, Anja Olsen, Anne Tjønneland, Knud Erik Bach Knudsen. High-Throughput LC-MS/MS Method for Direct Quantification of Glucuronidated, Sulfated, and Free Enterolactone in Human Plasma.
Journal of proteome research.
2016 Mar; 15(3):1051-8. doi:
10.1021/acs.jproteome.5b01117
. [PMID: 26809233] - J A Otero, V Miguel, L González-Lobato, R García-Villalba, J C Espín, J G Prieto, G Merino, A I Álvarez. Effect of bovine ABCG2 polymorphism Y581S SNP on secretion into milk of enterolactone, riboflavin and uric acid.
Animal : an international journal of animal bioscience.
2016 Feb; 10(2):238-47. doi:
10.1017/s1751731115002141
. [PMID: 26510964] - Marija M Takić, Vesna B Jovanović, Ivan D Pavićević, Tamara N Uzelac, Jelena M Aćimović, Danijela K Ristić-Medić, Ljuba M Mandić. Binding of enterolactone and enterodiol to human serum albumin: increase of cysteine-34 thiol group reactivity.
Food & function.
2016 Feb; 7(2):1217-26. doi:
10.1039/c5fo01346a
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