Chimaphilin | CAS#482-70-2 | biochemical

MedKoo Cat#: 146191 | Name: Chimaphilin

Description:

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

Chimaphilin is a naturally occurring phenolic compound found in plants such as Chimaphila umbellata (pipsissewa) and exhibits a range of biological activities, including antimicrobial, anti-inflammatory, and antioxidant properties. It works by inhibiting the activity of pro-inflammatory enzymes like cyclooxygenase (COX) and suppressing the production of reactive oxygen species, thereby reducing oxidative stress. Chimaphilin is being studied for its potential therapeutic applications in treating conditions like infections, arthritis, and other inflammatory diseases. Its ability to modulate immune responses and decrease inflammation makes it a promising candidate for natural medicine.

Chemical Structure

Chimaphilin

CAS#482-70-2

Theoretical Analysis

MedKoo Cat#: 146191

Name: Chimaphilin

CAS#: 482-70-2

Chemical Formula: C12H10O2

Exact Mass: 186.0681

Molecular Weight: 186.21

Elemental Analysis: C, 77.40; H, 5.41; O, 17.18

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Chimaphilin;

IUPAC/Chemical Name

2,7-dimethylnaphthalene-1,4-dione

InChi Key

YZACZIYTZCJVSN-UHFFFAOYSA-N

InChi Code

1S/C12H10O2/c1-7-3-4-9-10(5-7)12(14)8(2)6-11(9)13/h3-6H,1-2H3

SMILES Code

CC1=CC=C2C(=O)C=C(C)C(=O)C2=C1

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 186.21 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

1: Ma WD, Zou YP, Wang P, Yao XH, Sun Y, Duan MH, Fu YJ, Yu B. Chimaphilin induces apoptosis in human breast cancer MCF-7 cells through a ROS-mediated mitochondrial pathway. Food Chem Toxicol. 2014 Aug;70:1-8. doi: 10.1016/j.fct.2014.04.014. Epub 2014 May 1. PMID: 24793375. 2: Daqian W, Chuandong W, Xinhua Q, Songtao A, Kerong D. Chimaphilin inhibits proliferation and induces apoptosis in multidrug resistant osteosarcoma cell lines through insulin-like growth factor-I receptor (IGF-IR) signaling. Chem Biol Interact. 2015 Jul 25;237:25-30. doi: 10.1016/j.cbi.2015.05.008. Epub 2015 May 15. PMID: 25980584. 3: Dong F, Liu T, Jin H, Wang W. Chimaphilin inhibits human osteosarcoma cell invasion and metastasis through suppressing the TGF-β1-induced epithelial-to- mesenchymal transition markers via PI-3K/Akt, ERK1/2, and Smad signaling pathways. Can J Physiol Pharmacol. 2018 Jan;96(1):1-7. doi: 10.1139/cjpp-2016-0522. Epub 2017 Jan 29. PMID: 28177668. 4: Hausen BM, Schiedermair I. The sensitizing capacity of chimaphilin, a naturally-occurring quinone. Contact Dermatitis. 1988 Sep;19(3):180-3. doi: 10.1111/j.1600-0536.1988.tb02890.x. PMID: 3191678. 5: Yao XH, Zhang DY, Luo M, Jin S, Zu YG, Efferth T, Fu YJ. Negative pressure cavitation-microwave assisted preparation of extract of Pyrola incarnata Fisch. rich in hyperin, 2'-O-galloylhyperin and chimaphilin and evaluation of its antioxidant activity. Food Chem. 2015 Feb 15;169:270-6. doi: 10.1016/j.foodchem.2014.07.115. Epub 2014 Aug 5. PMID: 25236226. 6: Galván IJ, Mir-Rashed N, Jessulat M, Atanya M, Golshani A, Durst T, Petit P, Amiguet VT, Boekhout T, Summerbell R, Cruz I, Arnason JT, Smith ML. Antifungal and antioxidant activities of the phytomedicine pipsissewa, Chimaphila umbellata. Phytochemistry. 2008 Feb;69(3):738-46. doi: 10.1016/j.phytochem.2007.09.007. Epub 2007 Oct 22. PMID: 17950387. 7: Bolkart KH, Knobloch M, Zenk MH. Mevalonic acid, the precursor of the substituted benzenoid ring of chimaphilin. 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