3,4-dimethoxy flavone structure, CAS 4143-62-8

3,4-dimethoxy flavone

CAS Number4143-62-8

SynonymsMFCD00143009; 2-(3,4-Dimethoxyphenyl)chromen-4-one; 3',4'-DIMETHOXYFLAVONE

Molecular FormulaC17H14O4

Molecular Weight282.29

Purity

Density1.242g/cm3

Boiling Point428.5ºC at 760 mmHg

Melting Point154-155°C

Flash Point

AppearanceSolid;White to Light yellow powder to crystal

EINECS

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Symbol

Signal Word

Cat. No.: 2A-3181802 Purity:
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Chemical & Physical Properties
CAS Number4143-62-8
Catalog No.2A-3181802
Chinese Name3',4'-二甲氧基黄酮
SynonymsMFCD00143009; 2-(3,4-Dimethoxyphenyl)chromen-4-one; 3',4'-DIMETHOXYFLAVONE
Molecular FormulaC17H14O4
Molecular Weight282.29
Density1.242g/cm3
Boiling Point428.5ºC at 760 mmHg
Melting Point154-155°C
AppearanceSolid;White to Light yellow powder to crystal
Storage ConditionKeep away from light, in a ventilated and dry plac
Application3',4'-Dimethoxyflavone is a fat-soluble flavonoid that can be isolated from primrose leaves. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurons from
HTC2914509090
PubChem ID329798831
MDL NumberMFCD00143009
SMILESCOc1ccc(-c2cc(=O)c3ccccc3o2)cc1OC
InChIInChI=1S/C17H14O4/c1-19-15-8-7-11(9-17(15)20-2)16-10-13(18)12-5-3-4-6-14(12)21-16/h3-10H,1-2H3
InChI KeyZGHORMOOTZTQFL-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352200
Bioactivity3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Epigenetics >> PARP Research Areas >> Cardiovascular Disease Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease Signaling Pathways >> Cell Cycle/DNA Damage >> PARP Target PARP, Aryl hydrocarbon receptor[1] In Vitro 3',4'-Dimethoxyflavone (10 and 20 μM) has protection against the reduction in SH-SY5Y viability induced by Methylnitronitrosoguanidine (MNNG) (HY-128612)[2]. 3',4'-Dimethoxyflavone (6.25-25 μM) decreases the levels of PAR induced by MNNG in HeLa cells[2]. 3',4'-Dimethoxyflavone (12.5, 25, 50 and 100 μM; 15-20 h) reduces cortical neuronal death induced by exposure to NMDA (HY-17551)[2]. 3',4'-Dimethoxyflavone (0.1-10 μM; 24 h) exhibits significant inhibition of 2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD)-induced EROD activity in MCF-7 and T47D cells[3]. 3',4'-Dimethoxyflavone inhibits AhR-dependent CYP1A1 induction and AhR-mediated inhibition of estrogen-induced gene expression in T47D and MCF-7 breast cancer cells[3]. 3′,4′-Dimethoxyflavone (2.5 μM; 7 days) promotes the proliferation of human hematopoietic stem cells[4]. Cell Viability Assay[2] Cell Line: Primary cortical neurones (isolated from fetal CD1 mice, incubated with NMDA) Concentration: 12.5, 25, 50 and 100 μM Incubation Time: 15-20 h Result: Reduced concentration-dependently neuronal death induced by exposure to NMDA. Cell Proliferation Assay[4] Cell Line: CD34+ cells Concentration: 2.5 μM Incubation Time: 7 days Result: Induced a significantly higher amplification of the CD34+ population under normoxia. References [1]. Budzianowski J, et al. Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry. 2005 May;66(9):1033-9. [2]. Fatokun AA, et al. Identification through high-throughput screening of 4'-methoxyflavone and 3',4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos. Br J Pharmacol. 2013 Jul;169(6):1263-78. [3]. Lee JE, et al. 3',4'-dimethoxyflavone as an aryl hydrocarbon receptor antagonist in human breast cancer cells. Toxicol Sci. 2000 Dec;58(2):235-42. [4]. Kaur K, et al. 3',4'-Dimethoxyflavone and valproic acid promotes the proliferation of human hematopoietic stem cells. Stem Cell Res Ther. 2013 May 24;4(3):60. Chemical & Physical Properties Density 1.242g/cm3 Boiling Point 428.5ºC at 760 mmHg Melting Point 154-155°C Molecular Formula C17H14O4 Molecular Weight 282.29100 Flash Point 190.6ºC Exact Mass 282.08900 PSA 48.67000 LogP 3.47720 Index of Refraction 1.598 InChIKey ZGHORMOOTZTQFL-UHFFFAOYSA-N SMILES COc1ccc(-c2cc(=O)c3ccccc3o2)cc1OC Storage condition room temp
Use of3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4]. Properties Name 3′,4′-Dimethoxyflavone Synonym More Synonyms 3',4'-dimethoxyflavone Biological Activity Description 3',4'-Dimethoxyflavone is a lipophilic flavone, can be isolated from the leaves of Primula veris. 3',4'-Dimethoxyflavone can reduce the synthesis and accumulation of PARP and protect cortical neurones against cell death induced by Parthanatos. 3',4'-Dimethoxyflavone is also an aryl hydrocarbon receptor antagonist in human breast cancer cells. 3',4'-Dimethoxyflavone can promote the proliferation of human hematopoietic stem cells. 3',4'-Dimethoxyflavone has various biological activities, including antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidaemic, and neuroprotective or neurotrophic effects[1][2][3][4]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Epigenetics >> PARP Research Areas >> Cardiovascular Disease Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease Signaling Pathways >> Cell Cycle/DNA Damage >> PARP PARP, Aryl hydrocarbon receptor[1] References [1]. Budzianowski J, et al. Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry. 2005 May;66(9):1033-9. [2]. Fatokun AA, et al. Identification through high-throughput screening of 4'-methoxyflavone and 3',4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos. Br J Pharmacol. 2013 Jul;169(6):1263-78. [3]. Lee JE, et al. 3',4'-dimethoxyflavone as an aryl hydrocarbon receptor antagonist in human breast cancer cells. Toxicol Sci. 2000 Dec;58(2):235-42. [4]. Kaur K, et al. 3',4'-Dimethoxyflavone and valproic acid promotes the proliferation of human hematopoietic stem cells. Stem Cell Res Ther. 2013 May 24;4(3):60. Chemical & Physical Properties Molecular Formula C17H14O4 Exact Mass 282.08900 PSA 48.67000 LogP 3.47720 Index of Refraction 1.598 InChIKey ZGHORMOOTZTQFL-UHFFFAOYSA-N Storage condition room temp
Tax Rebate9.0%
SupervisionNone MFN tariff: 5.5% Ordinary tariff: 30.0%
Transport InfoProduct name: Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%
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