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S-Equol, a potent ligand for estrogen receptor β, is the exclusive enantiomeric form of the soy isoflavone metabolite produced by human intestinal bacterial flora1–4,
Open accessAbstract
Background The discovery of equol in human urine more than 2 decades ago and the finding that it is bacterially derived from daidzin, an isoflavone abundant in soy foods, led to the current nutritional interest in soy foods. Equol, unlike the soy isoflavones daidzein or genistein, has a chiral center and therefore can occur as 2 distinct diastereoisomers.Objective Because it was unclear which enantiomer was present in humans, our objectives were to characterize the exact structure of equol, to examine whether the S- and R-equol enantiomers are bioavailable, and to ascertain whether the differences in their conformational structure translate to significant differences in affinity for estrogen receptors.Design With the use of chiral-phase HPLC and mass spectrometry, equol was isolated from human urine and plasma, and its enantiomeric structure was defined. Human fecal flora were cultured in vitro and incubated with daidzein to ascertain the stereospecificity of the bacterial production of equol. The pharmacokinetics of S- and R- equol were determined in 3 healthy adults after single-bolus oral administration of both enantiomers, and the affinity of each equol enantiomer for estrogen receptors was measured.Results Our studies definitively establish S-equol as the exclusive product of human intestinal bacterial synthesis from soy isoflavones and also show that both enantiomers are bioavailable. S-equol has a high affinity for estrogen receptor beta (K(i) = 0.73 nmol/L), whereas R-equol is relatively inactive.Conclusions Humans have acquired an ability to exclusively synthesize S-equol from the precursor soy isoflavone daidzein, and it is significant that, unlike R-equol, this enantiomer has a relatively high affinity for estrogen receptor beta.
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“Thus, S-equol is classified as a selective estrogen receptor modulator (SERM) with high affinity for ERβ.”
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“Remarkably, S-equol binds ERβ approximately 1/5, as well as 17β-estradiol, while having low affinity for ERα [2,78,80].”
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Citations
Cites
Cloning of a novel receptor expressed in rat prostate and ovary.
Kuiper, G. G. J. M., Enmark, E., Pelto‐Huikko, M., Nilsson, S., & Gustafsson, J.-Α. (1996) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.93.12.5925 · Cited by 4,802
Kuiper, G. G. J. M., Carlsson, B., Grandien, K., Enmark, E., Häggblad, J., Nilsson, S., & Gustafsson, J.-A. (1997) · Endocrinology · doi:10.1210/endo.138.3.4979 · Cited by 4,442
Setchell, K. D. R., Brown, N. M., & Lydeking-Olsen, E. (2002) · The Journal of Nutrition · doi:10.1093/jn/132.12.3577 · Cited by 1,209
Dietary Isoflavones: Biological Effects and Relevance to Human Health
Setchell, K. D. R., & Cassidy, A. (1999) · Journal of Nutrition · doi:10.1093/jn/129.3.758s · Cited by 1,163
Setchell, K. D. R., Brown, N. M., Desai, P. B., Zimmer-Nechemias, L., Wolfe, B., Brashear, W. T., Kirschner, A. S., Cassidy, A., & Heubi, J. E. (2001) · Journal of Nutrition · doi:10.1093/jn/131.4.1362s · Cited by 974
Exposure of infants to phyto-oestrogens from soy-based infant formula
Setchell, K. D. R., Zimmer-Nechemias, L., Cai, J., & Heubi, J. E. (1997) · The Lancet · doi:10.1016/s0140-6736(96)09480-9 · Cited by 704
A SPECIFIC BREEDING PROBLEM OF SHEEP ON SUBTERRANEAN CLOVER PASTURES IN WESTERN AUSTRALIA
Bennetts, H. W., Uuderwood, E. J., & Shier, F. L. (1946) · Australian Veterinary Journal · doi:10.1111/j.1751-0813.1946.tb15473.x · Cited by 671
Interaction of Phytoestrogens with Estrogen Receptors .ALPHA. and .BETA..
Morito, K., HIROSE, T., Kinjo, J., Hirakawa, T., Okawa, M., Nohara, T., Ogawa, S., Inoue, S., Muramatsu, M., & Masamune, Y. (2001) · Biological and Pharmaceutical Bulletin · doi:10.1248/bpb.24.351 · Cited by 622
Nonsteroidal estrogens of dietary origin: possible roles in hormone-dependent disease
Setchell, K. D. R., Borriello, S. P., Hulme, P., KIRK, D. N., & Axelson, M. (1984) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/40.3.569 · Cited by 619
Setchell, K. D. R., Brown, N. M., Zimmer-Nechemias, L., Brashear, W. T., Wolfe, B., Kirschner, A. S., & Heubi, J. E. (2002) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/76.2.447 · Cited by 618
Research works printed but not linked: 3
- Uchiyama, 2001, The relationship between soy isoflavones and the menopausal symptoms in Japanese perimenopausal women, Ann Nutr Metab, 113, 45
- Clark-Lewis, 1962, Configurations of optically active flavonoid compounds, Rev Pure Appl Chem, 12, 96
- Ueno, 2001, Identification of the specific intestinal bacteria capable of metabolising soy isoflavone to equol, Ann Nutr Metab, 45, 114
Cited by
Sorted by citations
Items 201–300 of 473
Absolute configuration determination of isoflavan-4-ol stereoisomers
Kim, M., Won, D., & Han, J. (2010) · Bioorganic & Medicinal Chemistry Letters · doi:10.1016/j.bmcl.2010.06.074 · Cited by 26
Le, H. H., & Belcher, S. M. (2010) · Endocrinology · doi:10.1210/en.2010-0710 · Cited by 26
Cahill, L. E., Peng, C. Y.-C., Bankovic‐Calic, N., Sankaran, D., Ogborn, M. R., & Aukema, H. M. (2007) · British Journal Of Nutrition · doi:10.1017/s0007114507250470 · Cited by 26
Molecular mechanisms of protective roles of isoflavones against chemicals-induced liver injuries
Alipour, M. R., & Karimi‐Sales, E. (2020) · Chemico-Biological Interactions · doi:10.1016/j.cbi.2020.109213 · Cited by 26
Taxonomic distribution and evolutionary analysis of the equol biosynthesis gene cluster
Dufault‐Thompson, K., Hall, B., & Jiang, X. (2022) · BMC Genomics · doi:10.1186/s12864-022-08426-7 · Cited by 25
[Soya isoflavones and evidences on cardiovascular protection].
Cañete, N. G., & Durán‐Agüero, S. (2014) · PubMed · doi:10.3305/nh.2014.29.6.7047 · Cited by 27
Stinky tofu as a rich source of bioavailable S-equol in Asian diets
Jou, H., Tsai, P., Tu, J.-H., & Wu, W. H. (2013) · Journal of Functional Foods · doi:10.1016/j.jff.2013.01.006 · Cited by 25
Virk-Baker, M. K., Barnes, S., Krontiras, H., & Nagy, T. R. (2013) · Nutrition Research · doi:10.1016/j.nutres.2013.12.002 · Cited by 24
Multidimensional chemobehavior analysis of flavonoids and neuroactive compounds in zebrafish
Bugel, S. M., & Tanguay, R. L. (2018) · Toxicology and Applied Pharmacology · doi:10.1016/j.taap.2018.02.019 · Cited by 26
Impact of prebiotics on equol production from soymilk isoflavones by two Bifidobacterium species
Mustafa, S. A. H., Mustafa, S., Ismail, A., Abas, F., Manap, M. Y. A., Hamdi, O. A. A., Ibraheem, S. E., Nahar, L., & Sarker, S. D. (2020) · Heliyon · doi:10.1016/j.heliyon.2020.e05298 · Cited by 24
Shinkaruk, S., Carreau, C., Flouriot, G., Bennetau‐Pelissero, C., & Potier, M. (2010) · Nutrients · doi:10.3390/nu2030340 · Cited by 24
Toxicokinetics and lack of uterotropic effect of orally administered S-equol
Schwen, R. J., Nguyen, L., Plomley, J. B., & Jackson, R. L. (2012) · Food and Chemical Toxicology · doi:10.1016/j.fct.2012.02.039 · Cited by 24
Brown, N. M., Belles, C. A., Lindley, S. L., Zimmer-Nechemias, L., Witte, D. P., Kim, M., & Setchell, K. D. R. (2010) · Food and Chemical Toxicology · doi:10.1016/j.fct.2010.07.042 · Cited by 24
Enhanced estrogenic effects of biotransformed soy extracts
de Ávila, A. R. A., de Queirós, L. D., Lopes, D. B., Barin, C. G., Ueta, T. M., Ruiz, A. L. T. G., Macêdo, G. A., & Macedo, J. A. (2018) · Journal of Functional Foods · doi:10.1016/j.jff.2018.06.026 · Cited by 24
Talbot, D. C. S., Ogborne, R. M., Dadd, T., Adlercreutz, H., Barnard, G., Bügel, S., Kohen, F., Marlin, S., Piron, J., Cassidy, A., et al. (2007) · Clinical Chemistry · doi:10.1373/clinchem.2006.075077 · Cited by 24
Synergistic Activity of Equol and Meropenem against Carbapenem-Resistant Escherichia coli
Kim, H.-R., & Eom, Y.-B. (2021) · Antibiotics · doi:10.3390/antibiotics10020161 · Cited by 19
Women's perception of the efficacy of a soy extract with probiotic: The M3 study
Palacios, S., Rojo, I. Á., Hidalgo, M. J. C., Neyro, J. L., & Castelo‐Branco, C. (2008) · Gynecological Endocrinology · doi:10.1080/09513590801954687 · Cited by 23
Recent advances in the microbial hydroxylation and reduction of soy isoflavones
Lee, P., Lee, U., Song, H., Choi, K., & Kim, B. (2018) · FEMS Microbiology Letters · doi:10.1093/femsle/fny195 · Cited by 23
Vieira‐Potter, V. J., Cross, T.-W., Swanson, K. S., Sarma, S. J., Lei, Z., Sumner, L. W., & Rosenfeld, C. S. (2018) · Scientific Reports · doi:10.1038/s41598-018-35171-3 · Cited by 24
Aza analogues of equol: Novel ligands for estrogen receptor β
Chen, W., Lin, Z., Ning, M., Yang, C., Yan, X., Xie, Y., Shen, X., & Wang, M. (2007) · Bioorganic & Medicinal Chemistry · doi:10.1016/j.bmc.2007.05.071 · Cited by 23
Transport and Metabolism of Equol by Caco-2 Human Intestinal Cells
Walsh, K. R., & Failla, M. L. (2009) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf9011906 · Cited by 22
Hormones, herbal preparations and nutriceuticals for a better life after the menopause: part I
Comhaire, F. H., & Depypere, H. T. (2015) · Climacteric · doi:10.3109/13697137.2014.985645 · Cited by 22
Bowes, D. A., Driver, E. M., Savic, S., Cheng, Q., Whisner, C. M., Krajmalnik‐Brown, R., & Halden, R. U. (2023) · Nature Food · doi:10.1038/s43016-023-00717-w · Cited by 22
Högger, P. (2013) · Online Publication Service of Würzburg University (Würzburg University) · Cited by 22
Review: Anti-Oxidant and Anti-Aging Properties of Equol in Prostate Health (BPH)
Lephart, E. D. (2014) · Open Journal of Endocrine and Metabolic Diseases · doi:10.4236/ojemd.2014.41001 · Cited by 22
Yu, C., Tai, F., Zeng, S., & Zhang, X. (2012) · Progress in Neuro-Psychopharmacology and Biological Psychiatry · doi:10.1016/j.pnpbp.2012.12.015 · Cited by 22
Guest Editorial: Assessing Risks and Benefits of Genistein and Soy
Setchell, K. D. R. (2006) · Environmental Health Perspectives · doi:10.1289/ehp.114-a332 · Cited by 22
Törmälä, R., Appt, S. E., Clarkson, T. B., Tikkanen, M. J., Ylikorkala, O., & Mikkola, T. S. (2007) · Climacteric · doi:10.1080/13697130701624971 · Cited by 21
Lee, P., Lee, S., Kim, J., Kim, E.-J., Choi, K., & Kim, B. (2018) · Applied Microbiology and Biotechnology · doi:10.1007/s00253-018-9137-8 · Cited by 21
Optimization of Fermentation Conditions for Probiotic Soy Yoghurt Using Response Surface Methodology
Bansal, S., Mangal, M., Sharma, S. K., Yadav, D. N., & GUPTA, R. K. (2014) · Journal of Food Processing and Preservation · doi:10.1111/jfpp.12415 · Cited by 21
Coxam, V. (2008) · Clinical Interventions in Aging · doi:10.2147/cia.s4085 · Cited by 21
Bajerska, J., Łagowska, K., Mori, M., Reguła, J., Skoczek-Rubińska, A., Toda, T., Mizuno, N., & Yamori, Y. (2021) · Journal of Nutrition · doi:10.1093/jn/nxab325 · Cited by 21
Quah, Y., Park, N., Lee, E., Lee, K., Chan, J. Y.-L., Ali, M. S., Jang, S.-H., Kim, M., Lee, S., & Park, S. (2022) · BMC Complementary Medicine and Therapies · doi:10.1186/s12906-021-03486-w · Cited by 20
Yuan, B., Cheng, L., Gupta, K., Chiang, H.-C., Gupta, H. B., Sareddy, G. R., Wang, D., Lathrop, K. I., Elledge, R. M., Wang, P., et al. (2016) · Oncotarget · doi:10.18632/oncotarget.10018 · Cited by 20
Neurorestoration of Sustained Attention in a Model of HIV-1 Associated Neurocognitive Disorders
Moran, L. M., McLaurin, K. A., Booze, R. M., & Mactutus, C. F. (2019) · Frontiers in Behavioral Neuroscience · doi:10.3389/fnbeh.2019.00169 · Cited by 19
Hutchins, A. M., McIver, I. E., & Johnston, C. S. (2005) · BMC Women s Health · doi:10.1186/1472-6874-5-9 · Cited by 20
Krogdahl, Å., & Bakke, A. M. (2015) · doi:10.1002/9781119005568.ch10 · Cited by 20
McLaurin, K. A., Moran, L. M., Booze, R. M., & Mactutus, C. F. (2019) · Journal of Neuroimmune Pharmacology · doi:10.1007/s11481-019-09900-y · Cited by 19
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Yokosuka, K., Rutledge, C., Kamio, Y., Kuwabara, A., Sato, H., Rahmani, R., Purcell, J., Eguchi, S., Baranoski, J. F., Margaryan, T., et al. (2021) · Stroke · doi:10.1161/strokeaha.120.032042 · Cited by 19
Advances in equol production: Sustainable strategies for unlocking soy isoflavone benefits
Ortíz, C., & Manta, B. (2024) · Results in Chemistry · doi:10.1016/j.rechem.2023.101288 · Cited by 19
Grgic, D., Betschler, A., Früholz, R., Novak, B., Varga, E., & Marko, D. (2022) · Archives of Toxicology · doi:10.1007/s00204-022-03358-3 · Cited by 20
Tuli, H. S., Kumar, A., Sak, K., Aggarwal, D., Gupta, D., Kaur, G., Vashishth, K., Dhama, K., Kaur, J., Saini, A. K., et al. (2022) · Pharmaceuticals · doi:10.3390/ph15111418 · Cited by 18
Sekikawa, A. M., Higashiyama, A., Lopresti, B. J., Ihara, M., Aizenstein, H. J., Watanabe, M., Chang, Y., Kakuta, C., Yu, Z., Mathis, C. A., et al. (2020) · Alzheimer s & Dementia Translational Research & Clinical Interventions · doi:10.1002/trc2.12089 · Cited by 17
Urinary equol levels are positively associated with urinary estradiol excretion in women
Fujitani, T., Fujii, Y., Lyu, Z., Sassa, M. H., & Harada, K. H. (2021) · Scientific Reports · doi:10.1038/s41598-021-98872-2 · Cited by 18
Impact of perinatal exposure to equol enantiomers on reproductive development in rodents
Brown, N. M., Galandi, S. L., Witte, D. P., & Setchell, K. D. R. (2011) · Reproductive Toxicology · doi:10.1016/j.reprotox.2011.05.008 · Cited by 18
Development of techniques for the analysis of isoflavones in soy foods and nutraceuticals
Dentith, S., & Lockwood, G. B. (2008) · Current Opinion in Clinical Nutrition & Metabolic Care · doi:10.1097/mco.0b013e3282fa15c9 · Cited by 18
Neese, S. L., Pisani, S. L., Doerge, D. R., Helferich, W. G., Sepehr, E., Chittiboyina, A. G., Rotte, S. C. K., Smillie, T. J., Khan, I. A., Korol, D. L., et al. (2013) · Neurotoxicology and Teratology · doi:10.1016/j.ntt.2013.12.004 · Cited by 17
Méndez-Álvarez, D., Torres-Rojas, M. F., Lara-Ramirez, E. E., Marchat, L. A., & Rivera, G. (2023) · Molecules · doi:10.3390/molecules28114389 · Cited by 17
Plomley, J. B., Jackson, R. L., Schwen, R. J., & Greiwe, J. S. (2010) · Journal of Pharmaceutical and Biomedical Analysis · doi:10.1016/j.jpba.2010.12.031 · Cited by 17
Recent advances on the synthesis of flavans, isoflavans, and neoflavans
Sreenivasulu, C., Kishore, D. R., & Satyanarayana, G. (2020) · Journal of Heterocyclic Chemistry · doi:10.1002/jhet.4176 · Cited by 17
Gallucci, A., Patel, D. C., Thai, K., Trinh, J., Gude, R., Shukla, D., & Campbell, S. L. (2021) · Epilepsia · doi:10.1111/epi.16979 · Cited by 17
p Natural polyphenols as anti-inflammatory agents p
Accomando, S. (2009) · Frontiers in Bioscience-Scholar · doi:10.2741/s67 · Cited by 16
Farmer, C., Dyck, M., Robertson, P., Dahiya, J., Sepehr, E., Fan, L. L., Nicolidakis, H., Curran, I. H., & Cooke, G. M. (2011) · Annals of Nutrition and Metabolism · doi:10.1159/000328771 · Cited by 16
Ohkura, Y., Obayashi, S., Yamada, K., Yamada, M., & Kubota, T. (2015) · Journal of Cardiovascular Pharmacology · doi:10.1097/fjc.0000000000000220 · Cited by 16
Lacourt-Ventura, M., Vilanova-Cuevas, B., Rivera-Rodríguez, D. M., Rosario-Acevedo, R., Miranda, C., Maldonado-Martínez, G., Maysonet, J., Vargas, D., Ruiz, Y., Hunter-Mellado, R., et al. (2021) · International Journal of Environmental Research and Public Health · doi:10.3390/ijerph18168254 · Cited by 15
Association between equol production and metabolic syndrome in Japanese women in their 50s-60s
Takahashi, A., Kokubun, M., Anzai, Y., Kogre, A., Ogata, T., Imaizumi, H., Fujita, M., Hayashi, M., Abe, K., & Ohira, H. (2022) · Menopause The Journal of The North American Menopause Society · doi:10.1097/gme.0000000000002052 · Cited by 15
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Luo, J., & Wang, Y. (2025) · Phenomics · doi:10.1007/s43657-024-00193-7 · Cited by 18
Tanaka, M., Fujii, S., Inoue, H., Takahashi, N., Ishimi, Y., & Uehara, M. (2022) · Journal of Nutrition · doi:10.1093/jn/nxac130 · Cited by 16
AVPV neurons containing estrogen receptor-beta in adult male rats are influenced by soy isoflavones
Bu, L., & Lephart, E. D. (2007) · BMC Neuroscience · doi:10.1186/1471-2202-8-13 · Cited by 15
Dietary modification of metabolic pathways via nuclear hormone receptors
Caiozzi, G. C., Wong, B. S., & Ricketts, M. (2012) · Cell Biochemistry and Function · doi:10.1002/cbf.2842 · Cited by 15
Fujii, S., Takahashi, N., Inoue, H., Katsumata, S.-I., Kikkawa, Y., Machida, M., Ishimi, Y., & Uehara, M. (2016) · Bioscience Biotechnology and Biochemistry · doi:10.1080/09168451.2016.1184559 · Cited by 15
Low Dietary Soy Isoflavonoids Increase Hippocampal Spine Synapse Density in Ovariectomized Rats
MacLusky, N., Thomas, G., & Léránth, C. (2017) · Brain Research · doi:10.1016/j.brainres.2017.01.002 · Cited by 15
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Li, B. (2019) · Journal of Food Processing and Preservation · doi:10.1111/jfpp.14205 · Cited by 15
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Fermented soybeans byRhizopus oligosporusreduce femoral bone loss in ovariectomized rats
Yoo, H., Chang, M., & Kim, S.-H. (2014) · Nutrition Research and Practice · doi:10.4162/nrp.2014.8.5.539 · Cited by 14
Hernandez, G. D., Zhao, L., Franke, A. A., Chen, Y., Mack, W. J., Brinton, R. D., & Schneider, L. S. (2017) · Menopause The Journal of The North American Menopause Society · doi:10.1097/gme.0000000000000984 · Cited by 14
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Park, M., Jeong, M. K., Kim, M., & Lee, J. (2011) · Journal of Food Science · doi:10.1111/j.1750-3841.2011.02504.x · Cited by 14
Dewi, F. N., Wood, C. E., Lampe, J. W., Hullar, M. A. J., Franke, A. A., Golden, D. L., Adams, M. R., & Cline, J. M. (2012) · Journal of Nutrition · doi:10.3945/jn.112.161711 · Cited by 14
Tiwari, A., Tiwari, V., Sharma, A., Singh, D., Rawat, M. S., Virmani, T., Virmani, R., Kumar, G., Kumar, M., Alhalmi, A., et al. (2023) · Saudi Pharmaceutical Journal · doi:10.1016/j.jsps.2023.05.002 · Cited by 13
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Isoflavones reduce inflammation in 3T3-L1 adipocytes
Pinent, M., Espinel, A. E., Delgado, M. A., Baiges, I., Bladé, C., & Arola, L. (2010) · Food Chemistry · doi:10.1016/j.foodchem.2010.09.042 · Cited by 13
Takeda, T., & Chiba, Y. (2022) · Neuropsychopharmacology Reports · doi:10.1002/npr2.12234 · Cited by 13
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Rani, D., & Vimolmangkang, S. (2022) · Phytochemistry Reviews · doi:10.1007/s11101-022-09811-6 · Cited by 13
Chen, Y., Li, T., Ji, H., Wang, X., Sun, X., Miao, M., Wang, Y., Wu, Q., Liang, H., & Yuan, W. (2020) · Environmental Pollution · doi:10.1016/j.envpol.2020.115752 · Cited by 13
Mikropoulou, E. V., Basdeki, A., & Halabalaki, M. (2025) · Natural Product Reports · doi:10.1039/d5np00022j · Cited by 12
Yoshikata, R., Myint, K. Z. Y., & Taguchi, J. (2024) · PLoS ONE · doi:10.1371/journal.pone.0288946 · Cited by 12
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Vachetta, V. S., Marder, M., Troncoso, M. F., & Elola, M. T. (2022) · European Journal of Medicinal Chemistry Reports · doi:10.1016/j.ejmcr.2022.100077 · Cited by 12
Chiroptical Study and Absolute Configuration of (−)–O‐DMA Produced From Daidzein Metabolism
Kim, M., & Han, J. (2014) · Chirality · doi:10.1002/chir.22295 · Cited by 12
Salces, F. R., Rostagno, M. A., & Amaya-Farfán, J. (2018) · Food Research International · doi:10.1016/j.foodres.2018.12.040 · Cited by 12
Schwen, R. J., Jackson, R. L., & Proudlock, R. J. (2010) · Food and Chemical Toxicology · doi:10.1016/j.fct.2010.09.027 · Cited by 12
Lephart, E. D. (2013) · Open Journal of Urology · doi:10.4236/oju.2013.31004 · Cited by 12
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Oyola, M. G., Johnson, R. C., Bauman, B. M., Frey, K. G., Russell, A. L., Cho-Clark, M. J., Buban, K. N., Bishop‐Lilly, K. A., Merrell, D. S., Handa, R. J., et al. (2020) · Endocrinology Diabetes & Metabolism · doi:10.1002/edm2.190 · Cited by 10
Flavonoid Biotransformations in Microorganisms
Chemler, J. A., Leonard, E., & Koffas, M. A. G. (2008) · Springer eBooks · doi:10.1007/978-0-387-77335-3_7 · Cited by 13
Effect of the genistein metabolite on leptin secretion in murine adipocytes in vitro
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Metadata
- Authors
- Setchell, K. D., Clerici, C., Lephart, E. D., Cole, S. J., Heenan, C., Castellani, D., Wolfe, B. E., Nechemias-Zimmer, L., Brown, N. M., Lund, T. D., Handa, R. J., & Heubi, J. E.
- Affiliations
- Brigham Young University (US)
- Corresponding author
- Setchell, Kenneth DR
- Venue
- The American Journal of Clinical Nutrition
- Publisher
- Elsevier BV
- Published
- 2005-05
- Volume
- 81
- Issue
- 5
- Pages
- 1072-1079
- ISSN
- 0002-9165 (ISSN-L)
- OpenAlex
- W2118089000
- Cited by
- 471
- References
- 59
- Citations by year
- 2026: 21 · 2025: 19 · 2024: 14 · 2023: 24 · 2022: 25 · 2021: 26 · 2020: 22 · 2019: 15 · 2018: 22 · 2017: 16 · 2016: 19 · 2015: 27 · 2014: 21 · 2013: 31 · 2012: 26
- FWCI
- 13.68
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Licence
- Locations
- American Journal of Clinical Nutrition (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institutes of Health (5r01ca073328-03, RR08084)
- National Cancer Institute (R01CA73328)
- National Center for Research Resources (M01RR008084, RR08084)
- Topics
- Health Sciences › Nursing › Nutrition and Dietetics › Phytoestrogen effects and research
- Health Sciences › Medicine › Biochemistry (medical) › Phytochemicals and Antioxidant Activities
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Endocrinology › Estrogen and related hormone effects
- Keywords
- S-equol, equol, daidzein, soy isoflavones, estrogen receptor beta, intestinal bacterial metabolism, gut microbiota, enantiomers, stereospecificity, bioavailability, pharmacokinetics, human urine, soy products
- MeSH terms
- Animals, Biological Availability, Chromatography, High Pressure Liquid, Female, Half-Life, Humans, Intestines, Isoflavones, Male, Gas Chromatography-Mass Spectrometry, Stereoisomerism, Rats, Sprague-Dawley, Area Under Curve, Phytoestrogens, Rats, Equol
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