WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H529540
CAS#: 94105-90-5 (racemic)
Description: Equol is a drug is potentially for the treatment of acute thyroid disease and inhibits proliferation of human gastric carcinoma cells. Equol (racemic) is a mixture of S-equol and R-equol.
Hodoodo Cat#: H529540
Name: Equol (racemic)
CAS#: 94105-90-5 (racemic)
Chemical Formula: C15H14O3
Exact Mass: 242.09
Molecular Weight: 242.274
Elemental Analysis: C, 74.36; H, 5.82; O, 19.81
Related CAS #: 531-95-3 (S-isomer) 221054-79-1 (R-isomer) 94105-90-5 (racemic)
Synonym: (+/-)-Equol; (R,S)-Equol; Equol (+/-)-; 4',7-Isoflavandiol; 7,4'-Homoisoflavane;
IUPAC/Chemical Name: 3-(4-hydroxyphenyl)chroman-7-ol
InChi Key: ADFCQWZHKCXPAJ-UHFFFAOYSA-N
InChi Code: InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2
SMILES Code: OC1=CC=C2CC(C3=CC=C(O)C=C3)COC2=C1
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 242.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Mahalingam S, Gao L, Gonnering M, Helferich W, Flaws JA. Equol inhibits growth, induces atresia, and inhibits steroidogenesis of mouse antral follicles in vitro. Toxicol Appl Pharmacol. 2016 Mar 15;295:47-55. doi: 10.1016/j.taap.2016.02.009. PubMed PMID: 26876617; PubMed Central PMCID: PMC4779678.
2: Hazim S, Curtis PJ, Schär MY, Ostertag LM, Kay CD, Minihane AM, Cassidy A. Acute benefits of the microbial-derived isoflavone metabolite equol on arterial stiffness in men prospectively recruited according to equol producer phenotype: a double-blind randomized controlled trial. Am J Clin Nutr. 2016 Mar;103(3):694-702. doi: 10.3945/ajcn.115.125690. PubMed PMID: 26843154; PubMed Central PMCID: PMC4763500.
3: Pawlowski JW, Martin BR, McCabe GP, McCabe L, Jackson GS, Peacock M, Barnes S, Weaver CM. Impact of equol-producing capacity and soy-isoflavone profiles of supplements on bone calcium retention in postmenopausal women: a randomized crossover trial. Am J Clin Nutr. 2015 Sep;102(3):695-703. doi: 10.3945/ajcn.114.093906. PubMed PMID: 26245807; PubMed Central PMCID: PMC4548170.
4: Yang ZP, Zhao Y, Huang F, Chen J, Yao YH, Li J, Wu XN. Equol inhibits proliferation of human gastric carcinoma cells via modulating Akt pathway. World J Gastroenterol. 2015 Sep 28;21(36):10385-99. doi: 10.3748/wjg.v21.i36.10385. PubMed PMID: 26420965; PubMed Central PMCID: PMC4579885.
5: Liu ZM, Ho SC, Chen YM, Xie YJ, Huang ZG, Ling WH. Research protocol: effect of natural S-equol on blood pressure and vascular function--a six-month randomized controlled trial among equol non-producers of postmenopausal women with prehypertension or untreated stage 1 hypertension. BMC Complement Altern Med. 2016 Mar 1;16:89. doi: 10.1186/s12906-016-1065-5. PubMed PMID: 26928904; PubMed Central PMCID: PMC4772692.
6: Loutchanwoot P, Srivilai P, Jarry H. The influence of equol on the hypothalamic-pituitary-thyroid axis and hepatic lipid metabolic parameters in adult male rats. Life Sci. 2015 May 1;128:1-7. doi: 10.1016/j.lfs.2015.02.002. PubMed PMID: 25744395.
7: Pažoureková S, Lucová M, Nosál R, Drábiková K, Harmatha J, Šmidrkal J, Jančinová V. Equol Effectively Inhibits Toxic Activity of Human Neutrophils without Influencing Their Viability. Pharmacology. 2016;97(3-4):138-45. doi: 10.1159/000443177. PubMed PMID: 26745858.
8: Lee PG, Kim J, Kim EJ, Jung E, Pandey BP, Kim BG. P212A Mutant of Dihydrodaidzein Reductase Enhances (S)-Equol Production and Enantioselectivity in a Recombinant Escherichia coli Whole-Cell Reaction System. Appl Environ Microbiol. 2016 Jan 22;82(7):1992-2002. doi: 10.1128/AEM.03584-15. PubMed PMID: 26801575; PubMed Central PMCID: PMC4807523.
9: de la Parra C, Borrero-Garcia LD, Cruz-Collazo A, Schneider RJ, Dharmawardhane S. Equol, an isoflavone metabolite, regulates cancer cell viability and protein synthesis initiation via c-Myc and eIF4G. J Biol Chem. 2015 Mar 6;290(10):6047-57. doi: 10.1074/jbc.M114.617415. PubMed PMID: 25593313; PubMed Central PMCID: PMC4358247.
10: Acharjee S, Zhou JR, Elajami TK, Welty FK. Effect of soy nuts and equol status on blood pressure, lipids and inflammation in postmenopausal women stratified by metabolic syndrome status. Metabolism. 2015 Feb;64(2):236-43. doi: 10.1016/j.metabol.2014.09.005. PubMed PMID: 25441251.
11: Redruello B, Guadamuro L, Cuesta I, Álvarez-Buylla JR, Mayo B, Delgado S. A novel UHPLC method for the rapid and simultaneous determination of daidzein, genistein and equol in human urine. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Nov 15;1005:1-8. doi: 10.1016/j.jchromb.2015.09.029. PubMed PMID: 26444491.
12: Taghizadeh B, Ghavami L, Nikoofar A, Goliaei B. Equol as a potent radiosensitizer in estrogen receptor-positive and -negative human breast cancer cell lines. Breast Cancer. 2015 Jul;22(4):382-90. doi: 10.1007/s12282-013-0492-0. PubMed PMID: 24014377.
13: Ohkura Y, Obayashi S, Yamada K, Yamada M, Kubota T. S-equol Partially Restored Endothelial Nitric Oxide Production in Isoflavone-deficient Ovariectomized Rats. J Cardiovasc Pharmacol. 2015 May;65(5):500-7. doi: 10.1097/FJC.0000000000000220. PubMed PMID: 25636070.
14: Kim EY, Shin JY, Park YJ, Kim AK. Equol induces mitochondria-mediated apoptosis of human cervical cancer cells. Anticancer Res. 2014 Sep;34(9):4985-92. PubMed PMID: 25202081.
15: Rui X, Xu X, Wu H, Li W, Chen X, Jiang M, Dong M. A survey of equol contents in Chinese stinky tofu with emphasis on the effects of cooking methods. Int J Food Sci Nutr. 2014 Sep;65(6):667-72. doi: 10.3109/09637486.2014.908171. PubMed PMID: 24720564.
16: Newton KM, Reed SD, Uchiyama S, Qu C, Ueno T, Iwashita S, Gunderson G, Fuller S, Lampe JW. A cross-sectional study of equol producer status and self-reported vasomotor symptoms. Menopause. 2015 May;22(5):489-95. doi: 10.1097/GME.0000000000000363. PubMed PMID: 25380274.
17: Yu W, Deng X, Ma Z, Wang Y. Equol protects PC12 neuronal cells against hypoxia/reoxygenation injury in vitro by reducing reactive oxygen species production. Nan Fang Yi Ke Da Xue Xue Bao. 2016 Jan;36(1):1-7. PubMed PMID: 26806730.
18: Utian WH, Jones M, Setchell KD. S-equol: a potential nonhormonal agent for menopause-related symptom relief. J Womens Health (Larchmt). 2015 Mar;24(3):200-8. doi: 10.1089/jwh.2014.5006. PubMed PMID: 25692726.
19: Gou Z, Jiang S, Zheng C, Tian Z, Lin X. Equol Inhibits LPS-Induced Oxidative Stress and Enhances the Immune Response in Chicken HD11 Macrophages. Cell Physiol Biochem. 2015;36(2):611-21. PubMed PMID: 25997976.
20: Brown NM, Galandi SL, Summer SS, Zhao X, Heubi JE, King EC, Setchell KD. S-(-)equol production is developmentally regulated and related to early diet composition. Nutr Res. 2014 May;34(5):401-9. doi: 10.1016/j.nutres.2014.03.005. PubMed PMID: 24916553; PubMed Central PMCID: PMC5027651.