Daidzein | CAS#486-66-8 | anticancer agent

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

MedKoo CAT#: 562482

CAS#: 486-66-8

Description: Daidzein is an anticancer agent. It acts by preventing hormone-induced cancers and arresting cell cycle at G1.

Chemical Structure

Daidzein

CAS# 486-66-8

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 562482
Name: Daidzein
CAS#: 486-66-8
Chemical Formula: C15H10O4
Exact Mass: 254.06
Molecular Weight: 254.241
Elemental Analysis: C, 70.86; H, 3.96; O, 25.17

Price and Availability

Size	Price	Availability
1g	USD 250	2 Weeks
5g	USD 650	2 Weeks
10g	USD 1050	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Daidzein; Daidzeol; Isoaurostatin;

IUPAC/Chemical Name: 4',7-Dihydroxyisoflavone

InChi Key: ZQSIJRDFPHDXIC-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H

SMILES Code: O=C1C(C2=CC=C(O)C=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: >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

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Product Data:

Product Data

Instruction:

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Biological target:	Daidzein is a soy isoflavone, which acts as a PPAR activator.
In vitro activity:	This study was undertaken to investigate the anticancer effects of Daidzein on human melanoma cells and also an attempt was made to decipher the underlying mechanisms. The results of MTT assay showed that Daidzein causes significant decrease in the proliferation of the melanoma A-375 cells and showed an IC50 of 18 µM. However, the IC50 of Daidzein was very high against the normal HEMnLP cells, indicative of low cytotoxicity. Flow cytometry showed significant arrest of the A-375 cells at the G0/G1 phase of the cell cycle. Western blot analysis showed that the molecule suppressed the expression cell cycle regulatory proteins such as cyclin D1, CDK4, CDK6 and p27. DAPI and annexin V/PI staining assays showed that Daidzein prompted apoptosis in A-375 melanoma cells which was concomitant with depletion of Bcl-2, increase of Bax and activation of cleavage of caspase-3 and caspase-9. Electron microscopic analysis showed that the molecule led to the development of autophagosomes in A-375 cells, which was also concomitant with increase in the expression of LC3B II and decrease in the expression of p62. Finally, Daidzein also suppressed the phosphorylation of PI3K and AKT, causing deactivation of the PI3K/AKT signalling pathway. In conclusion, daidzein may prove beneficial in the development of melanoma systemic therapy. Reference: BUON. Jan-Feb 2020;25(1):485-490. https://pubmed.ncbi.nlm.nih.gov/32277673/
In vivo activity:	A possibility of daidzein-induced long-term neuroprotection was assessed in mice treated with daidzein for 1 month. Ratios of strokeinduced mRNA levels against the contralateral hemisphere showed similar increases in Lxr, Scarb1, Abca1, Apoe, Tsp2, and Gfap mRNA in both vehicle and daidzein-treated groups (Fig. 4A; Table 2). Compared with vehicle treatment, daidzein significantly elevated Abca1, Abcg1, and Apoe mRNAs at 1 month after stroke (Fig. 4B–E). For lipogenic genes, daidzein increased strokeinduced Srebp1 mRNA without affecting Fas and Lpl expression (Table 2). ApoE protein was also significantly increased at this time (Fig. 4F). There was no difference in expression of the cholesterol homeostasis genes in age-matched sham mice treated with vehicle or daidzein for 1 month (data not shown). Because stroke causes atrophy, brain volume representing noninjured tissue, ischemic scar tissue, remaining total ipsilateral tissue, and resorbed tissue (estimated infarct) were analyzed. No differences were found in any of these region volumes (Fig. 4G), confirming that daidzein-induced cholesterol homeostasis genetic program uncouples with neuroprotection. Reference: J Neurosci. 2015 Nov 11; 35(45): 15113–15126. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4642242/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	39.0	153.40

Preparing Stock Solutions

The following data is based on the product molecular weight 254.24 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:	1. Guo JM, Xiao BX, Dai DJ, Liu Q, Ma HH. Effects of daidzein on estrogen-receptor-positive and negative pancreatic cancer cells in vitro. World J Gastroenterol. 2004 Mar 15;10(6):860-3. doi: 10.3748/wjg.v10.i6.860. PMID: 15040033; PMCID: PMC4726994. 2. Chu H, Li J, Liu T, Miao N, Zhang W. Anticancer effects of Daidzein against the human melanoma cell lines involves cell cycle arrest, autophagy and deactivation of PI3K/AKT signalling pathways. J BUON. 2020 Jan-Feb;25(1):485-490. PMID: 32277673. 3. Kim E, Woo MS, Qin L, Ma T, Beltran CD, Bao Y, Bailey JA, Corbett D, Ratan RR, Lahiri DK, Cho S. Daidzein Augments Cholesterol Homeostasis via ApoE to Promote Functional Recovery in Chronic Stroke. J Neurosci. 2015 Nov 11;35(45):15113-26. doi: 10.1523/JNEUROSCI.2890-15.2015. PMID: 26558782; PMCID: PMC4642242. 4. Heo HJ, Suh YM, Kim MJ, Choi SJ, Mun NS, Kim HK, Kim E, Kim CJ, Cho HY, Kim YJ, Shin DH. Daidzein activates choline acetyltransferase from MC-IXC cells and improves drug-induced amnesia. Biosci Biotechnol Biochem. 2006 Jan;70(1):107-11. doi: 10.1271/bbb.70.107. PMID: 16428827.
In vitro protocol:	1. Guo JM, Xiao BX, Dai DJ, Liu Q, Ma HH. Effects of daidzein on estrogen-receptor-positive and negative pancreatic cancer cells in vitro. World J Gastroenterol. 2004 Mar 15;10(6):860-3. doi: 10.3748/wjg.v10.i6.860. PMID: 15040033; PMCID: PMC4726994. 2. Chu H, Li J, Liu T, Miao N, Zhang W. Anticancer effects of Daidzein against the human melanoma cell lines involves cell cycle arrest, autophagy and deactivation of PI3K/AKT signalling pathways. J BUON. 2020 Jan-Feb;25(1):485-490. PMID: 32277673.
In vivo protocol:	1. Kim E, Woo MS, Qin L, Ma T, Beltran CD, Bao Y, Bailey JA, Corbett D, Ratan RR, Lahiri DK, Cho S. Daidzein Augments Cholesterol Homeostasis via ApoE to Promote Functional Recovery in Chronic Stroke. J Neurosci. 2015 Nov 11;35(45):15113-26. doi: 10.1523/JNEUROSCI.2890-15.2015. PMID: 26558782; PMCID: PMC4642242. 2. Heo HJ, Suh YM, Kim MJ, Choi SJ, Mun NS, Kim HK, Kim E, Kim CJ, Cho HY, Kim YJ, Shin DH. Daidzein activates choline acetyltransferase from MC-IXC cells and improves drug-induced amnesia. Biosci Biotechnol Biochem. 2006 Jan;70(1):107-11. doi: 10.1271/bbb.70.107. PMID: 16428827.

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