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465119

Sigma-Aldrich

Baicalein

98%

Synonym(s):

5,6,7-Trihydroxyflavone

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About This Item

Empirical Formula (Hill Notation):
C15H10O5
CAS Number:
491-67-8
Molecular Weight:
270.24
Beilstein:
272683
MDL number:
MFCD00017459
UNSPSC Code:
12352100
PubChem Substance ID:
24870246
NACRES:
NA.22
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Assay

98%

form

solid

mp

256-271 °C (lit.)

functional group

ketone
phenyl

SMILES string

Oc1cc2OC(=CC(=O)c2c(O)c1O)c3ccccc3

InChI

1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H

InChI key

FXNFHKRTJBSTCS-UHFFFAOYSA-N

Gene Information

mouse ... Hexa(15211)
rat ... Alox15(81639) , Alox5(25290)

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General description

Baicalein, a flavonoid, is a xanthine oxidase inhibitor.[1] Anti-inflammatory effects of baicalein in peripheral human leukocytes has been studied.[2]

Application

Baicalein was used in a study to investigate the in vitro quantitative inhibition of lipoxygenase.[3]

Biochem/physiol Actions

The flavonoid component of Nepalese and Sino-Japanese crude drugs.[4][5] Baicalein, a major flavone of Scutellariae baicalensis, inhibits the 12-lipoxygenase (12-LOX) pathway of arachidonic acid metabolism, which inhibits cancer cell proliferation and induces apoptosis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1335
MKCR0734
0000195123
0000239789
0000195123

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Naheed Riaz et al.
Phytochemistry, 65(8), 1129-1135 (2004-04-28)
Paeoninol and paeonin C, oligostilbene and monoterpene galactoside, have been isolated from the methanolic extract of the fruits of Paeonia emodi. Their structures have been assigned on the basis of spectral analysis including 1D and 2D NMR techniques. In addition
D E Shieh et al.
Anticancer research, 20(5A), 2861-2865 (2000-11-04)
Xanthine oxidase inhibitors are known to be therapeutically useful for the treatment of hepatitis and brain tumor. Baicalein, baicalin and wogonin, isolated from Scutellaria rivularis, have been reported to exhibit a strong activity on xanthine oxidase inhibition. In this study
Nina M Høyland-Kroghsbo et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(1), 131-135 (2016-11-17)
CRISPR-Cas are prokaryotic adaptive immune systems that provide protection against bacteriophage (phage) and other parasites. Little is known about how CRISPR-Cas systems are regulated, preventing prediction of phage dynamics in nature and manipulation of phage resistance in clinical settings. Here
Yefei Zhou et al.
Poultry science, 98(7), 2790-2799 (2019-02-20)
Baicalein, the main flavonoid extracted from the root of Scutellaria baicalensis Georgi, has been demonstrated to exert multiple pharmacological effects, and thus could be utilized as a potential feed additive in broiler chickens. This study evaluated the effects of broiler
Yuh-Chiang Shen et al.
European journal of pharmacology, 465(1-2), 171-181 (2003-03-26)
To evaluate the possible mechanisms responsible for the anti-inflammatory effects of baicalin or baicalein, phorbol-12-myristate-13-acetate (PMA)- or N-formyl-methionyl-leucyl-phenylalanine (fMLP)-activated inflammatory responses of peripheral human leukocytes were studied. Both baicalin and baicalein diminished fMLP- or PMA-induced reactive oxygen intermediates production in
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Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. At what percentage of DMso baicalein and naringin will be dissolved?

    1 answer

    1. Baicalein and can be soluble in 20mg/ml DMSO. Naringin can be soluble in 10 mg/ml neat DMSO.

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