Fraxetin | CAS#574-84-5 | O-methylated Coumarin

MedKoo Cat#: 600137 | Name: Fraxetin

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Description:

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

Fraxetin is an O-methylated coumarin found in Fraxinus rhynchophylla. Fraxin is a glucoside of fraxetin.

Chemical Structure

Fraxetin

CAS#574-84-5

Theoretical Analysis

MedKoo Cat#: 600137

Name: Fraxetin

CAS#: 574-84-5

Chemical Formula: C10H8O5

Exact Mass: 208.0372

Molecular Weight: 208.17

Elemental Analysis: C, 57.70; H, 3.87; O, 38.43

Price and Availability

Size	Price	Availability
10mg	USD 250.00	2 Weeks
25mg	USD 450.00	2 Weeks
50mg	USD 750.00	2 Weeks

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Related CAS #

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Synonym

Fraxetin

IUPAC/Chemical Name

7,8-dihydroxy-6-methoxychromen-2-one

InChi Key

HAVWRBANWNTOJX-UHFFFAOYSA-N

InChi Code

InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3

SMILES Code

O=C1C=CC2=C(O1)C(O)=C(O)C(OC)=C2

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Fraxetin has antitumor, anti-oxidation effects and anti-inflammory effects. Fraxetin induces apoptosis.

In vitro activity:

At 20 µM, fraxetin reduced the proliferation of Huh7 cells by >2-fold (p < 0.01) and at 50 μM, fraxetin reduced the proliferation of Hep3B cells by two-fold (p < 0.001). Reference: Pharmaceutics. 2021 Jan; 13(1): 112. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7830088/

In vivo activity:

Nine-weeks-old male Wistar rats drank distilled water containing 500 ppm sodium fluoride (NaF) for 60 days to induce chronic pancreatitis. Fraxetin in a dose-dependent manner alleviated chronic pancreatitis induced by NaF, as it restored the decreased body weight and weight gain rate, decreased the elevated serum amylase and lipase activities, pancreatic IL-6, TNF-α, MDA, caspase-3, MPO and hydroxyproline levels, and Bax/Bcl-2 ratio, enhanced pancreatic CAT and SOD activities, and GSH levels, besides it augmented the elevated IL-10 level, with the restoration of normal pancreatic architecture. Reference: Int Immunopharmacol. 2021 Apr;93:107372. https://pubmed.ncbi.nlm.nih.gov/33524802/

	Solvent	mg/mL	mM
Solubility
	DMSO	54.0	259.40
	DMSO:PBS (pH 7.2) (1:10)	0.1	0.43
	DMF	5.0	24.02

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 208.17 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. Hsieh YH, Hung TW, Chen YS, Huang YN, Chiou HL, Lee CC, Tsai JP. In Vitro and In Vivo Antifibrotic Effects of Fraxetin on Renal Interstitial Fibrosis via the ERK Signaling Pathway. Toxins (Basel). 2021 Jul 9;13(7):474. doi: 10.3390/toxins13070474. PMID: 34357946; PMCID: PMC8310265. 2. Song J, Ham J, Hong T, Song G, Lim W. Fraxetin Suppresses Cell Proliferation and Induces Apoptosis through Mitochondria Dysfunction in Human Hepatocellular Carcinoma Cell Lines Huh7 and Hep3B. Pharmaceutics. 2021 Jan 17;13(1):112. doi: 10.3390/pharmaceutics13010112. PMID: 33477262; PMCID: PMC7830088. 3. Qu L, Lin P, Lin M, Ye S, Papa Akuetteh PD, Youyou Zhu. Fraxetin Inhibits the Proliferation and Metastasis of Glioma Cells by Inactivating JAK2/STAT3 Signaling. Evid Based Complement Alternat Med. 2021 Apr 16;2021:5540139. doi: 10.1155/2021/5540139. PMID: 33959183; PMCID: PMC8075667. 4. Balaha M, Ahmed N, Geddawy A, Kandeel S. Fraxetin prevented sodium fluoride-induced chronic pancreatitis in rats: Role of anti-inflammatory, antioxidant, antifibrotic and anti-apoptotic activities. Int Immunopharmacol. 2021 Apr;93:107372. doi: 10.1016/j.intimp.2021.107372. Epub 2021 Jan 29. PMID: 33524802.

In vitro protocol:

In vivo protocol:

1. Qu L, Lin P, Lin M, Ye S, Papa Akuetteh PD, Youyou Zhu. Fraxetin Inhibits the Proliferation and Metastasis of Glioma Cells by Inactivating JAK2/STAT3 Signaling. Evid Based Complement Alternat Med. 2021 Apr 16;2021:5540139. doi: 10.1155/2021/5540139. PMID: 33959183; PMCID: PMC8075667. 2. Balaha M, Ahmed N, Geddawy A, Kandeel S. Fraxetin prevented sodium fluoride-induced chronic pancreatitis in rats: Role of anti-inflammatory, antioxidant, antifibrotic and anti-apoptotic activities. Int Immunopharmacol. 2021 Apr;93:107372. doi: 10.1016/j.intimp.2021.107372. Epub 2021 Jan 29. PMID: 33524802.

1: Xia YL, Liang SC, Zhu LL, Ge GB, He GY, Ning J, Lv X, Ma XC, Yang L, Yang SL. Identification and characterization of human UDP-glucuronosyltransferases responsible for the glucuronidation of fraxetin. Drug Metab Pharmacokinet. 2014;29(2):135-40. Epub 2013 Sep 10. PubMed PMID: 24025985.