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Merck
CN

38907

Isorhamnetin

analytical standard

Synonym(s):

3′-Methoxy-3,4′,5,7-tetrahydroxyflavone, 3′-Methylquercetin, 3,4′,5,7-Tetrahydroxy 3′-methoxyflavone, Isorhamnetol, Quercetin 3′-methyl ether

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About This Item

Empirical Formula (Hill Notation):
C16H12O7
CAS Number:
480-19-3
Molecular Weight:
316.26
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329755802
EC Number:
207-545-5
Beilstein/REAXYS Number:
44723
MDL number:
MFCD00017310

Key Documents

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InChI

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

SMILES string

COc1cc(ccc1O)C2=C(O)C(=O)c3c(O)cc(O)cc3O2

InChI key

IZQSVPBOUDKVDZ-UHFFFAOYSA-N

grade

analytical standard

assay

≥99% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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General description

Isorhamnetin belongs to the flavonoids class of compounds.

Application

Isorhamnetin may be used as an analytical reference standard for the determination of isorhamnetin in:
  • Rat plasma samples by ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) equipped with electrospray ionization (ESI) and multiple reaction monitoring (MRM) mode of detection.
  • Lotus (Nelumbo nucifera) leaves by macroporous resin chromatography combined with HPLC-ESI-MS/MS.
  • Powdered extracts and finished products samples of Ginkgo biloba by HPLC-MS.
  • Human plasma and urine by high-throughput micro solid-phase extraction (μ-SPE), followed by analysis using UHPLC in interface with quadrupole time-of-flight mass spectrometry (Q TOFMS).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: ginkgo glycyrrhiza primula

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7849
BCCL9260
BCCL0551
BCCJ5826
BCCG9742

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Analysis of flavonoids in lotus (Nelumbo nucifera) leaves and their antioxidant activity using macroporous resin chromatography coupled with LC-MS/MS and antioxidant biochemical assays.
Zhu MZ, et al.
Molecules (Basel), 20(6), 10553-10565 (2015)
An effective identification and quantification method for Ginkgo biloba flavonol glycosides with targeted evaluation of adulterated products.
Ma YC, et al.
Phytomedicine, 23(4), 377-387 (2016)
Felipe Surco-Laos et al.
Food & function, 2(8), 445-456 (2011-07-22)
Quercetin is a major flavonoid in the human diet and the most commonly used in studies of biological activity. Most of the knowledge about its biological effects has originated from in vitro studies while in vivo data are scarce. Quercetin
Elise F Hoek-van den Hil et al.
Analytical and bioanalytical chemistry, 402(3), 1389-1392 (2011-11-29)
Flavonoids are bioactive food compounds with potential lipid-lowering effects. Commercially available enzymatic assays are widely used to determine free fatty acid (FFA) and triglyceride (TG) levels both in vivo in plasma or serum and in vitro in cell culture medium
Sarah Egert et al.
The British journal of nutrition, 107(4), 539-546 (2011-07-22)
The flavonol quercetin, is one of the major flavonoids found in edible plants. The bioavailability of quercetin in humans may be influenced by the food matrix in which it is consumed as well as by its chemical and physical form.
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