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MedKoo Cat#: 563593 | Name: Calycosin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Calycosin is a phytoestrogen, exhibiting anti-apoptotic effects by activating ERα/ß and enhancing Akt phosphorylation in cardiomyocytes.

Chemical Structure

Calycosin
Calycosin
CAS#20575-57-9

Theoretical Analysis

MedKoo Cat#: 563593

Name: Calycosin

CAS#: 20575-57-9

Chemical Formula: C16H12O5

Exact Mass: 284.0685

Molecular Weight: 284.26

Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 1,050.00 2 Weeks
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Related CAS #
No Data
Synonym
Calycosin; Cyclosin
IUPAC/Chemical Name
7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
InChi Key
ZZAJQOPSWWVMBI-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C1C(C2=CC=C(OC)C(O)=C2)=COC3=C1C=CC(O)=C3
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 284.26 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.

Recalculate based on batch purity %
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
1: Deng M, Chen H, Long J, Song J, Xie L, Li X. Calycosin: a Review of its Pharmacological Effects and Application Prospects. Expert Rev Anti Infect Ther. 2021 Jul;19(7):911-925. doi: 10.1080/14787210.2021.1863145. Epub 2020 Dec 21. PMID: 33346681. 2: Chen G, Xu H, Xu T, Ding W, Zhang G, Hua Y, Wu Y, Han X, Xie L, Liu B, Zhou Y. Calycosin reduces myocardial fibrosis and improves cardiac function in post- myocardial infarction mice by suppressing TGFBR1 signaling pathways. Phytomedicine. 2022 Sep;104:154277. doi: 10.1016/j.phymed.2022.154277. Epub 2022 Jun 15. PMID: 35752078. 3: Huang D, Shen P, Wang C, Gao J, Ye C, Wu F. Calycosin plays a protective role in diabetic kidney disease through the regulation of ferroptosis. Pharm Biol. 2022 Dec;60(1):990-996. doi: 10.1080/13880209.2022.2067572. PMID: 35587919; PMCID: PMC9132481. 4: Shi X, Jie L, Wu P, Zhang N, Mao J, Wang P, Yin S. Calycosin mitigates chondrocyte inflammation and apoptosis by inhibiting the PI3K/AKT and NF-κB pathways. J Ethnopharmacol. 2022 Oct 28;297:115536. doi: 10.1016/j.jep.2022.115536. Epub 2022 Jul 14. PMID: 35843413. 5: Zhang Z, Lin M, Wang J, Yang F, Yang P, Liu Y, Chen Z, Zheng Y. Calycosin inhibits breast cancer cell migration and invasion by suppressing EMT via BATF/TGF-β1. Aging (Albany NY). 2021 Jun 7;13(12):16009-16023. doi: 10.18632/aging.203093. Epub 2021 Jun 7. PMID: 34096887; PMCID: PMC8266341. 6: Yan X, Yu A, Zheng H, Wang S, He Y, Wang L. Calycosin-7-O-β-D-glucoside Attenuates OGD/R-Induced Damage by Preventing Oxidative Stress and Neuronal Apoptosis via the SIRT1/FOXO1/PGC-1α Pathway in HT22 Cells. Neural Plast. 2019 Dec 1;2019:8798069. doi: 10.1155/2019/8798069. PMID: 31885537; PMCID: PMC6915014. 7: Lu X, Lu L, Gao L, Wang Y, Wang W. Calycosin attenuates doxorubicin-induced cardiotoxicity via autophagy regulation in zebrafish models. Biomed Pharmacother. 2021 May;137:111375. doi: 10.1016/j.biopha.2021.111375. Epub 2021 Feb 18. PMID: 33761601. 8: Zhang L, Fan C, Jiao HC, Zhang Q, Jiang YH, Cui J, Liu Y, Jiang YH, Zhang J, Yang MQ, Li Y, Xue YT. Calycosin Alleviates Doxorubicin-Induced Cardiotoxicity and Pyroptosis by Inhibiting NLRP3 Inflammasome Activation. Oxid Med Cell Longev. 2022 Jan 5;2022:1733834. doi: 10.1155/2022/1733834. PMID: 35035656; PMCID: PMC8754606. 9: Ma C, Wu H, Yang G, Xiang J, Feng K, Zhang J, Hua Y, Kang L, Fan G, Yang S. Calycosin ameliorates atherosclerosis by enhancing autophagy via regulating the interaction between KLF2 and MLKL in apolipoprotein E gene-deleted mice. Br J Pharmacol. 2022 Jan;179(2):252-269. doi: 10.1111/bph.15720. Epub 2021 Dec 2. PMID: 34713437. 10: Tian J, Wang Y, Zhang X, Ren Q, Li R, Huang Y, Lu H, Chen J. Calycosin inhibits the in vitro and in vivo growth of breast cancer cells through WDR7-7-GPR30 Signaling. J Exp Clin Cancer Res. 2017 Nov 2;36(1):153. doi: 10.1186/s13046-017-0625-y. Erratum in: J Exp Clin Cancer Res. 2017 Dec 15;36(1):184. PMID: 29096683; PMCID: PMC5667511. 11: Pan L, Zhang XF, Wei WS, Zhang J, Li ZZ. The cardiovascular protective effect and mechanism of calycosin and its derivatives. Chin J Nat Med. 2020 Dec;18(12):907-915. doi: 10.1016/S1875-5364(20)60034-6. PMID: 33357721. 12: Gong G, Zheng Y, Yang Y, Sui Y, Wen Z. Pharmaceutical Values of Calycosin: One Type of Flavonoid Isolated from Astragalus. Evid Based Complement Alternat Med. 2021 May 6;2021:9952578. doi: 10.1155/2021/9952578. PMID: 34035829; PMCID: PMC8121564. 13: Jin X, Wang H, Liang X, Ru K, Deng X, Gao S, Qiu W, Huai Y, Zhang J, Lai L, Li F, Miao Z, Zhang W, Qian A. Calycosin prevents bone loss induced by hindlimb unloading. NPJ Microgravity. 2022 Jul 6;8(1):23. doi: 10.1038/s41526-022-00210-x. PMID: 35794112; PMCID: PMC9259590. 14: Chen G, Hou Y, Li X, Pan R, Zhao D. Sepsis-induced acute lung injury in young rats is relieved by calycosin through inactivating the HMGB1/MyD88/NF-κB pathway and NLRP3 inflammasome. Int Immunopharmacol. 2021 Jul;96:107623. doi: 10.1016/j.intimp.2021.107623. Epub 2021 Apr 13. PMID: 33857805. 15: Xu W, Zhou F, Zhu Q, Bai M, Luo T, Zhou L, Deng R. Calycosin-7-O-β-D- glucoside attenuates palmitate-induced lipid accumulation in hepatocytes through AMPK activation. Eur J Pharmacol. 2022 Jun 15;925:174988. doi: 10.1016/j.ejphar.2022.174988. Epub 2022 Apr 29. PMID: 35490724. 16: Qu N, Qu J, Huang N, Zhang K, Ye T, Shi J, Chen B, Kan C, Zhang J, Han F, Hou N, Sun X, Pan R. Calycosin induces autophagy and apoptosis via Sestrin2/AMPK/mTOR in human papillary thyroid cancer cells. Front Pharmacol. 2022 Dec 16;13:1056687. doi: 10.3389/fphar.2022.1056687. PMID: 36588732; PMCID: PMC9800829. 17: Guo X, Pan X, Wu J, Li Y, Nie N. Calycosin prevents IL-1β-induced articular chondrocyte damage in osteoarthritis through regulating the PI3K/AKT/FoxO1 pathway. In Vitro Cell Dev Biol Anim. 2022 Jun;58(6):491-502. doi: 10.1007/s11626-022-00694-7. Epub 2022 Jun 15. PMID: 35705795. 18: Jiang YH, Sun W, Li W, Hu HZ, Zhou L, Jiang HH, Xu JX. Retraction Note: Calycosin-7-O-β-D-glucoside promotes oxidative stress-induced cytoskeleton reorganization through integrin-linked kinase signaling pathway in vascular endothelial cells. BMC Complement Med Ther. 2022 Dec 10;22(1):329. doi: 10.1186/s12906-022-03817-5. PMID: 36496383; PMCID: PMC9737729. 19: Lu CY, Chen KM, Kuo WW, Lai SC, Ho TJ, Lai PT, Huang CY, Wang TF. Calycosin attenuates Angiostrongylus cantonensis-induced parasitic meningitis through modulation of HO-1 and NF-κB activation. Parasitology. 2022 Nov 7;150(4):1-10. doi: 10.1017/S0031182022001408. Epub ahead of print. PMID: 36341547; PMCID: PMC10090627. 20: Liu H, Zhao Z, Yan M, Zhang Q, Jiang T, Xue J. Calycosin decreases cerebral ischemia/reperfusion injury by suppressing ACSL4-dependent ferroptosis. Arch Biochem Biophys. 2023 Jan 15;734:109488. doi: 10.1016/j.abb.2022.109488. Epub 2022 Dec 11. PMID: 36516890.