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Isorhamnetin

CAS No.
480-19-3
Chemical Name:
Isorhamnetin
Synonyms
3-METHYLQUERCETIN;QUERCETIN-3-METHYLETHER;sorhamnetin;ISOHAMNETIN;3,5,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one;c.i.75680;Isorhanetin;ISORHAMNETIN;isorhamnetol;2'-0xydiethanol
CBNumber:
CB0472359
Molecular Formula:
C16H12O7
Molecular Weight:
316.26
MDL Number:
MFCD00017310
MOL File:
480-19-3.mol
MSDS File:
SDS
Last updated:2023-12-25 18:20:38

Isorhamnetin Properties

Melting point 307°C
Boiling point 599.4±50.0 °C(Predicted)
Density 1.634±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMF: 10 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
pka 6.31±0.40(Predicted)
color Light yellow to Amber to Dark green
BRN 44723
Stability Hygroscopic
InChIKey IZQSVPBOUDKVDZ-UHFFFAOYSA-N
LogP 1.760 (est)
CAS DataBase Reference 480-19-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 07X3IB4R4Z

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H351
Precautionary statements  P281-P280
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-40
Safety Statements  22-36-26-36/37
WGK Germany  3
RTECS  LK9275450
HS Code  29329990

Isorhamnetin price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL89314 Isorhamnetin phyproof? Reference Substance 480-19-3 20mg $528 2024-03-01 Buy
Sigma-Aldrich 17794 Isorhamnetin ≥95.0% (HPLC) 480-19-3 5mg $186 2024-03-01 Buy
TCI Chemical I1068 Isorhamnetin 480-19-3 10MG $97 2024-03-01 Buy
TCI Chemical I1068 Isorhamnetin 480-19-3 50MG $339 2024-03-01 Buy
Cayman Chemical 16496 Isorhamnetin ≥98% 480-19-3 1mg $50 2024-03-01 Buy
Product number Packaging Price Buy
PHL89314 20mg $528 Buy
17794 5mg $186 Buy
I1068 10MG $97 Buy
I1068 50MG $339 Buy
16496 1mg $50 Buy

Isorhamnetin Chemical Properties,Uses,Production

Description

Isorhamnetin is a flavonoid, which occurs naturally in plants and it is also a metabolite of quercetin.
Isorhamnetin has anti-inflammatory effect as it can reduce the formation of large amounts of nitric oxide by the inhibition the activation of nuclear factor-κB (NF-κB), which is a significant transcription factor for inducible nitric oxide synthase.  Isorhamnetin is also reported to have effect in inducing the expression of neurofilaments, and it potentiated the NGF-induced neurite outgrowth and neurofilament expression, which could be a new direction in searching potential candidates as new drugs or food supplements for neurodegenerative diseases.

References

[1] Mari Hämäläinen, Riina Nieminen, Pia Vuorela, Marina Heinonen and Eeva Moilanen, Anti-Inflammatory Effects of Flavonoids: Genistein, Kaempferol, Quercetin, and Daidzein Inhibit STAT-1 and NF-κB Activations, Whereas Flavone, Isorhamnetin, Naringenin, and Pelargonidin Inhibit only NF-κB Activation along with Their Inhibitory Effect on iNOS Expression and NO Production in Activated Macrophages, Mediators of Inflammation, 2007, vol. 2007, Article ID 45673
[2] Sherry L. Xu, Roy C. Y. Choi, Kevin Y. Zhu, Ka-Wing Leung, Ava J. Y. Guo, Dan Bi, Hong Xu, David T. W. Lau, Tina T. X. Dong and Karl W. K. Tsim, Isorhamnetin, A Flavonol Aglycone from Ginkgo biloba L., Induces Neuronal Differentiation of Cultured PC12 Cells: Potentiating the Effect of Nerve Growth Factor, Evidence-Based Complementary and Alternative Medicine, 2012, vol. 2012, Article ID 278273

Chemical Properties

Beige to lighet yellow powder

Uses

Isorhamnetin is a natural flavonol aglycone that is the 3-methyl metabolite of quercetin . It has antioxidant activity and inhibits xanthine oxidase (IC50 = 0.40 μM). Isorhamnetin also competitively inhibits the human multidrug and toxic compounds extrusion transporter 1 (Ki = 0.32 μM), which has an important role in the excretion of xenobiotics at the kidney and liver. It has also been reported to potentiate the neurological actions of nerve growth factor, diminish the cardiotoxic impact of doxorubicin, and have beneficial anti-cancer effects.

Definition

ChEBI: Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It derives from a quercetin. It is a conjugate acid of an isorhamnetin(1-).

Application

Isorhamnetin is a metabolite of the flavanoid Quercetin with antioxidant properties. It helps to protect H9c2 cardiomyoblasts against H2O2-induced oxidative stress via the modulation of PI3K/Akt and ERK1/2 signaling pathways.

benefits

Isorhamnetin may have potential benefits in inhibiting the onset and treatment of neuroinflammatory diseases. Isorhamnetin is not that much studied than quercetin. However, the few that exist indicate that isorhamnetin has similar health benefits: it may reduce the risk of cancer, improve heart health and ease diabetes complications.

General Description

Isorhamnetin is one of the important flavanols found in G.biloba leaf extracts. Isorhamnetin is also found in parsley, and thereby it is a common dietary flavonoid as the metabolite of quercetin.Generally, it is well known as antagonist of peroxisome proliferator-activated receptor Y (PPARy), which inhibits adipocyte differentiation induced by the PPARy agonist rosiglitazone. Isorhamnetin is a naturally occurring compound in fruits and vegetables; recent study showed that isorhamnetin could significantly inhibit the invasion of MDA-MB-231 cells by downregulating matrix metalloproteinases(MMP-2 and MMP-9) through inhibiting p38 MAPK and STAT3. Similar results were also obtained in another study, which showed that isorhamnetin inhibited cell proliferation and led to apoptosis. In addition, isorhamnetin was found effective on Akt/mTOR/MAPKs signaling axis. It was established that isorhamnetin-induced autophagy can be reversed by the co-treatment of 3-methyl-adenine in lung cancer cells. The results indicated that isorhamnetin exerts antitumor effect in breast cancer through targeting multiple molecular targets.

Biochem/physiol Actions

Isorhamnetin inhibits adipogenesis by interfering with differentiation of adipose stem cells, by a mechanism involving stabilization of β-catenin and up-regulating the Wnt signaling pathway.

25515-47-3
480-19-3
Synthesis of Isorhamnetin from 2-Propen-1-one, 3-(4-hydroxy-3-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (2E)-
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View Lastest Price from Isorhamnetin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isorhamnetin pictures 2024-04-12 Isorhamnetin
480-19-3
US $0.00 / kg 1kg 99% 2000ton Shaanxi Haibo Biotechnology Co., Ltd
Isorhamnetin pictures 2023-11-30 Isorhamnetin
480-19-3
US $1100.00-1000.00 / KG 1KG 24% 800KGs ZhenYiBio Technology Inc
Isorhamnetin pictures 2023-08-08 Isorhamnetin
480-19-3
US $0.00-0.00 / kg 1kg 0.99 50000kg Hebei Yibangte Import and Export Co. , Ltd.
  • Isorhamnetin pictures
  • Isorhamnetin
    480-19-3
  • US $0.00 / kg
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • Isorhamnetin pictures
  • Isorhamnetin
    480-19-3
  • US $1100.00-1000.00 / KG
  • 24%
  • ZhenYiBio Technology Inc
  • Isorhamnetin pictures
  • Isorhamnetin
    480-19-3
  • US $0.00-0.00 / kg
  • 0.99
  • Hebei Yibangte Import and Export Co. , Ltd.

Isorhamnetin Spectrum

IsorhaMnetin, froM Hippophae fhaMnoides L. sorhamnetin 3,5,7-Trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-on 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)- 3,5,7-Trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-one 3'-Methoxy-3,4',5,7-tetrahydroxyflavone 3,5,7-Trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-on 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one 3'-METHOXY-3,4',5,7-TETRAHYDROXYFLAVONE 3'-METHOXY-3,5,7,4'-TETRAHYDROXYFLAVONE 3,5,7,4'-TETRAHYDROXY-3'-METHOXYFLAVONE 3,5,7-TRIHYDROXY-2-(4-HYDROXY-3-METHOXYPHENYL)-4-BENZOPYRONE 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-1-benzopyran-4-one 3,5,7-trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-on ISORHAMNETIN 2-(3-methoxy-4-hydroxyphenyl)-3,5,7-trihydroxy-4h-1-benzopyran-4-on 3,4’,5,7-tetrahydroxy-3’-methoxy-flavon 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4h-1-benzopyran-4-on 3’-methoxy-3,4’,5,7-tetrahydroxy-flavon 3’-methoxyquercetin c.i.75680 isorhamnetol I3,6,7-TRIHYDROXY-2-(4-HYDROXY-3-METHOXYPHENYL)-4H-CHROMEN-4-ONE ISORHAMNETIN WITH HPLC Flavone, 3,4',5,7-tetrahydroxy-3'-methoxy- 3'-Methoxy-3,4',5,7-tetrahydroxyflavone 3,5,7-Trihydroxy-2-(4-hydroxy-3-metoxyphenyl)benzopyran-4-on Isorhanetin ISOHAMNETIN:3'-METHOXY-3,4',5,7-TETRAHYDRO-XY-FLAVONE QUERCETIN-3-ORTHO-METHYLETHER ISORHAMNETIN hplc Isorhamnetin (15 mg) 3,3',5,7-Tetrahydroxy-3'-Methoxyflavone Isorhamnetin USP/EP/BP Isorhamnetin, ≥95% (HPLC) 2'-0xydiethanol 2'-Oxybisethanol Isorhamnetin, 98%, from Hippophae fhamnoides L. Isorhamnetin 480-19-3 3,6,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-benzopyran-4-one Isorhamnetin, >98%(HPLC) 3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one 3-METHYLQUERCETIN ISOHAMNETIN QUERCETIN-3-METHYLETHER sorhamnetin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromen-4-one 3,5,7-trihydroxy-2- (4-hydroxy-3-methoxyphenyl) -4H-benzopyran-4-one 480-19-3 418-19-3 Natural Dyes Biochemicals and Reagents BioChemical Penta-substituted Flavones Flavanols Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals chemical reagent pharmaceutical intermediate