3-O-Methylquercetin | Inhibitor of cAMP and CGMP-phosphodiesterase (PDE) | CAS#1486-70-0

MedKoo Cat#: 128318 | Name: 3-O-Methylquercetin

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Description:

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

3-O-Methylquercetin is an inhibitor of cAMP and CGMP-phosphodiesterase (PDE) with IC50 at 13.8 μM and 14.3 μM, respectively.

Chemical Structure

3-O-Methylquercetin

CAS#1486-70-0

Theoretical Analysis

MedKoo Cat#: 128318

Name: 3-O-Methylquercetin

CAS#: 1486-70-0

Chemical Formula: C16H12O7

Exact Mass: 316.0583

Molecular Weight: 316.27

Elemental Analysis: C, 60.76; H, 3.82; O, 35.41

Price and Availability

Size	Price	Availability
1mg	USD 450.00	2 Weeks
5mg	USD 850.00	2 Weeks
25mg	USD 1,450.00	2 Weeks

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Related CAS #

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Synonym

3-O-Methylquercetin; 3-O Methylquercetin; 3 O-Methylquercetin

IUPAC/Chemical Name

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-chromen-4-one

InChi Key

WEPBGSIAWZTEJR-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3

SMILES Code

O=C1C(OC)=C(C2=CC=C(O)C(O)=C2)OC3=CC(O)=CC(O)=C13

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

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Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 316.27 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: Doneda E, Bianchi SE, Pittol V, Kreutz T, Scholl JN, Ibañez IL, Bracalente C, Durán H, Figueiró F, Klamt F, Bassani VL. 3-O-Methylquercetin from Achyrocline satureioides-cytotoxic activity against A375-derived human melanoma cell lines and its incorporation into cyclodextrins-hydrogels for topical administration. Drug Deliv Transl Res. 2021 Oct;11(5):2151-2168. doi: 10.1007/s13346-020-00882-6. Epub 2021 Jan 6. PMID: 33410099. 2: Pittol V, Veras KS, Doneda E, Silva AD, Delagustin MG, Koester LS, Bassani VL. The challenge of flavonoid/cyclodextrin complexation in a complex matrix of the quercetin, luteolin, and 3-O-methylquercetin. Pharm Dev Technol. 2022 Jul;27(6):625-634. doi: 10.1080/10837450.2022.2098326. Epub 2022 Jul 11. PMID: 35796030. 3: Jiang JS, Chien HC, Chen CM, Lin CN, Ko WC. Potent suppressive effects of 3-O-methylquercetin 5,7,3',4'-O-tetraacetate on ovalbumin-induced airway hyperresponsiveness. Planta Med. 2007 Sep;73(11):1156-62. doi: 10.1055/s-2007-981587. Epub 2007 Sep 7. PMID: 17823872. 4: Ko WC, Chen MC, Wang SH, Lai YH, Chen JH, Lin CN. 3-O-methylquercetin more selectively inhibits phosphodiesterase subtype 3. Planta Med. 2003 Apr;69(4):310-5. doi: 10.1055/s-2003-38874. PMID: 12709896. 5: Schwingel LC, Bianchi SE, Zorzi GK, Gonçalves P, Teixeira HF, Bassani VL. Quercetin and 3-O-methylquercetin in vitro skin layers permeation/retention from hydrogels: why only a methoxy group difference determines different behaviors? J Pharm Pharmacol. 2019 May;71(5):733-745. doi: 10.1111/jphp.13050. Epub 2018 Dec 3. PMID: 30511358. 6: Karancsi Z, Kovács D, Palkovicsné Pézsa N, Gálfi P, Jerzsele Á, Farkas O. The Impact of Quercetin and Its Methylated Derivatives 3-o-Methylquercetin and Rhamnazin in Lipopolysaccharide-Induced Inflammation in Porcine Intestinal Cells. Antioxidants (Basel). 2022 Jun 27;11(7):1265. doi: 10.3390/antiox11071265. PMID: 35883756; PMCID: PMC9312192. 7: Ko WC, Shih CM, Chen MC, Lai YH, Chen JH, Chen CM, Lin CN. Suppressive effects of 3-O-methylquercetin on ovalbumin-induced airway hyperresponsiveness. Planta Med. 2004 Dec;70(12):1123-7. doi: 10.1055/s-2004-835838. PMID: 15643544. 8: Ko WC, Wang HL, Lei CB, Shih CH, Chung MI, Lin CN. Mechanisms of relaxant action of 3-O-methylquercetin in isolated guinea pig trachea. Planta Med. 2002 Jan;68(1):30-5. doi: 10.1055/s-2002-20059. PMID: 11842323. 9: Bianchi SE, Pegues MA, Dias CK, Mascia F, Doneda E, Pittol V, Rao VA, Klamt F, Bassani VL. Achyrocline satureioides compounds, achyrobichalcone and 3-O-methylquercetin, induce mitochondrial dysfunction and apoptosis in human breast cancer cell lines. IUBMB Life. 2020 Oct;72(10):2133-2145. doi: 10.1002/iub.2348. Epub 2020 Jul 25. PMID: 32710804.