MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 463784 | Name: 6,2',4'-Trimethoxyflavone
Featured

Description:

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

6,2',4'-Trimethoxyflavone is a flavonoid that has been found in T. acutifolius and has diverse biological activities. It acts as an antagonist of the aryl hydrocarbon receptor (AhR), inhibiting benzo[a]pyrene-induced AhR-dependent transcription in a reporter assay when used at concentrations of 2 and 10 µM. 6,2',4'-Trimethoxyflavone decreases LPS-induced production of TNF-α in THP-1 cells. It inhibits cell migration and invasion, but not proliferation, of HN-30 head and neck squamous cell carcinoma (HNSCC) cells in vitro when used at a concentration of 10 µM.

Chemical Structure

6,2',4'-Trimethoxyflavone
6,2',4'-Trimethoxyflavone
CAS#720675-74-1

Theoretical Analysis

MedKoo Cat#: 463784

Name: 6,2',4'-Trimethoxyflavone

CAS#: 720675-74-1

Chemical Formula: C18H16O5

Exact Mass: 312.0998

Molecular Weight: 312.32

Elemental Analysis: C, 69.22; H, 5.16; O, 25.61

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
50mg USD 950.00 2 Weeks
100mg USD 1,450.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
6,2',4'-Trimethoxyflavone; 6,2',4' Trimethoxyflavone;
IUPAC/Chemical Name
2-(2,4-dimethoxyphenyl)-6-methoxy-4H-chromen-4-one
InChi Key
WUWFDVDASNSUKP-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H16O5/c1-20-11-5-7-16-14(8-11)15(19)10-18(23-16)13-6-4-12(21-2)9-17(13)22-3/h4-10H,1-3H3
SMILES Code
O=C1C2=CC(OC)=CC=C2OC(C3=CC=C(OC)C=C3OC)=C1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 312.32 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: Apaza Ticona L, Bermejo P, Guerra JA, Abad MJ, Beltrán M, Martín Lázaro R, Alcamí J, Bedoya LM. Ethanolic extract of Artemisia campestris subsp. glutinosa (Besser) Batt. inhibits HIV-1 replication in vitro through the activity of terpenes and flavonoids on viral entry and NF-κB pathway. J Ethnopharmacol. 2020 Dec 5;263:113163. doi: 10.1016/j.jep.2020.113163. Epub 2020 Aug 3. PMID: 32758575; PMCID: PMC7397943. 2: Chen WC, Chang LH, Huang SS, Huang YJ, Chih CL, Kuo HC, Lee YH, Lee IH. Aryl hydrocarbon receptor modulates stroke-induced astrogliosis and neurogenesis in the adult mouse brain. J Neuroinflammation. 2019 Oct 12;16(1):187. doi: 10.1186/s12974-019-1572-7. PMID: 31606043; PMCID: PMC6790016. 3: Scobie MR, Houke HR, Rice CD. Modulation of glioma-inflammation crosstalk profiles in human glioblastoma cells by indirubin-3'-(2,3 dihydroxypropyl)-oximether (E804) and 7-bromoindirubin-3'-oxime (7BIO). Chem Biol Interact. 2019 Oct 1;312:108816. doi: 10.1016/j.cbi.2019.108816. Epub 2019 Sep 7. PMID: 31505164. 4: Apaza T L, Serban AM, Cabanillas AH, Villacampa A, Rumbero A. Flavonoids of Tripodanthus acutifolius inhibit TNF-α production in LPS-activated THP-1 and B16-F10 cells. J Ethnopharmacol. 2019 Oct 5;242:112036. doi: 10.1016/j.jep.2019.112036. Epub 2019 Jun 22. PMID: 31238104. 5: Correction to "Antagonism of Aryl Hydrocarbon Receptor Signaling by 6, 2',4'-Trimethoxyflavone". J Pharmacol Exp Ther. 2018 Nov;367(2):291. doi: 10.1124/jpet.109.158261err. Erratum for: J Pharmacol Exp Ther. 2010 Jan;332(1):135-44. PMID: 30305307; PMCID: PMC6202835. 6: Poormasjedi-Meibod MS, Salimi Elizei S, Leung V, Baradar Jalili R, Ko F, Ghahary A. Kynurenine Modulates MMP-1 and Type-I Collagen Expression Via Aryl Hydrocarbon Receptor Activation in Dermal Fibroblasts. J Cell Physiol. 2016 Dec;231(12):2749-60. doi: 10.1002/jcp.25383. Epub 2016 Apr 4. PMID: 26992058. 7: Xiao W, Son J, Vorrink SU, Domann FE, Goswami PC. Ligand-independent activation of aryl hydrocarbon receptor signaling in PCB3-quinone treated HaCaT human keratinocytes. Toxicol Lett. 2015 Mar 18;233(3):258-66. doi: 10.1016/j.toxlet.2015.02.005. Epub 2015 Feb 7. PMID: 25668756; PMCID: PMC4341842. 8: Cuartero MI, Ballesteros I, de la Parra J, Harkin AL, Abautret-Daly A, Sherwin E, Fernández-Salguero P, Corbí AL, Lizasoain I, Moro MA. L-kynurenine/aryl hydrocarbon receptor pathway mediates brain damage after experimental stroke. Circulation. 2014 Dec 2;130(23):2040-51. doi: 10.1161/CIRCULATIONAHA.114.011394. Epub 2014 Oct 30. PMID: 25359166. 9: Wang Q, Chen J, Ko CI, Fan Y, Carreira V, Chen Y, Xia Y, Medvedovic M, Puga A. Disruption of aryl hydrocarbon receptor homeostatic levels during embryonic stem cell differentiation alters expression of homeobox transcription factors that control cardiomyogenesis. Environ Health Perspect. 2013 Nov- Dec;121(11-12):1334-43. doi: 10.1289/ehp.1307297. Epub 2013 Sep 20. PMID: 24058054; PMCID: PMC3855521. 10: DiNatale BC, Smith K, John K, Krishnegowda G, Amin SG, Perdew GH. Ah receptor antagonism represses head and neck tumor cell aggressive phenotype. Mol Cancer Res. 2012 Oct;10(10):1369-79. doi: 10.1158/1541-7786.MCR-12-0216. Epub 2012 Aug 21. PMID: 22912337; PMCID: PMC3477495. 11: Zhao B, Degroot DE, Hayashi A, He G, Denison MS. CH223191 is a ligand- selective antagonist of the Ah (Dioxin) receptor. Toxicol Sci. 2010 Oct;117(2):393-403. doi: 10.1093/toxsci/kfq217. Epub 2010 Jul 15. PMID: 20634293; PMCID: PMC2940411. 12: Murray IA, Flaveny CA, DiNatale BC, Chairo CR, Schroeder JC, Kusnadi A, Perdew GH. Antagonism of aryl hydrocarbon receptor signaling by 6,2',4'-trimethoxyflavone. J Pharmacol Exp Ther. 2010 Jan;332(1):135-44. doi: 10.1124/jpet.109.158261. Epub 2009 Oct 14. Erratum in: J Pharmacol Exp Ther. 2018 Nov;367(2):291. PMID: 19828881; PMCID: PMC2802483.

View History

Emd 52297

Emd 52297