Calycosin Chemical structure of calycosin Names IUPAC name 3′,7-Dihydroxy-4′-methoxyisoflavone
Systematic IUPAC name 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H -1-benzopyran-4-one
Other names7,3′-Dihydroxy-4′-methoxyisoflavone 3′-Hydroxyformononetin
Identifiers ChEBI ChEMBL ChemSpider ECHA InfoCard 100.222.904 UNII InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
Y Key: ZZAJQOPSWWVMBI-UHFFFAOYSA-N
Y Properties C 16 H 12 O 5 Molar mass 284.267 g·mol−1 Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Calycosin is anO -methylated isoflavone . It can be isolated fromAstragalus membranaceus Bge. var.mongholicus [ 1] andTrifolium pratense L. (red clover).[ 2]
Isoflavone 3′-hydroxylase usesformononetin , NADPH, H+ and O2 to produce calycosin, NADP+ and H2 O.
Calycosin has been shown to possess anti-cancer propertiesin vitro , and extracts ofAstragalus membranaceus have been used to complementchemotherapy regimes in treatment of cancer in China.[ 3] [ 4] [ 5]
^ Ma, Xiaofeng; Zhang, Tianyou; Wei, Yun; Tu, Pengfei; Chen, Yingjie; Ito, Yoichiro (2002). "Preparative isolation and purification of calycosin fromAstragalus membranaceus Bge. var.mongholicus (Bge.) Hsiao by high-speed counter-current chromatography".Journal of Chromatography A .962 (1– 2):243– 7.doi :10.1016/S0021-9673(02)00535-6 .PMID 12198969 . ^ Biggs, David R; Lane, Geoffrey A (1978). "Identification of isoflavones calycosin and pseudobaptigenin inTrifolium pratense ".Phytochemistry .17 (9): 1683.Bibcode :1978PChem..17.1683B .doi :10.1016/S0031-9422(00)94679-X . ^ Sohel, M; Zahra Shova, FT; Shuvo, S; Mahjabin, T; Mojnu Mia, M; Halder, D; Islam, H; Roman Mogal, M; Biswas, P; Saha, HR; Sarkar, BC; Mamun, AA (Feb 2024)."Unveiling the potential anti-cancer activity of calycosin against multivarious cancers with molecular insights: A promising frontier in cancer research" .Cancer Med .13 (3) e6924.doi :10.1002/cam4.6924 .PMC 10905684 .PMID 38230908 . ^ Ren, F; Ma, Y; Zhang, K; Luo, Y; Pan, R; Zhang, J; Kan, C; Hou, N; Han, F; Sun, X (May 2024)."Exploring the multi-targeting phytoestrogen potential of Calycosin for cancer treatment: A review" .Medicine (Baltimore) .103 (18) e38023.doi :10.1097/MD.0000000000038023 .PMC 11062656 .PMID 38701310 . ^ Lu, Q; Jiang, J; Wang, X; Wang, R; Han, X (2025). "Advancements in the Research of Astragalus membranaceus for the Treatment of Colorectal Cancer".Am J Chin Med .53 (1):119– 146.doi :10.1142/S0192415X25500065 .PMID 39880662 .