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Bavachin is a flavonoid derived from the seeds of P. corylifolia, functioning as a phytoestrogen that activates estrogen receptors ERα and ERβ. It possesses anabolic and potent anticatabolic effects on chondrocytes and demonstrates a strong inhibitory action on human UDP-glucuronosyltransferase (UGT1A1). Additionally, bavachin has therapeutic potential for type 2 diabetes by activating insulin signaling pathways and plays a role in bone health by stimulating osteoblast proliferation and differentiation, thus preventing bone loss.

19879-32-4

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19879-32-4 Usage

Uses

Used in Pharmaceutical Applications:
Bavachin is used as a therapeutic agent for type 2 diabetes, functioning as an activator of insulin signaling pathways, which aids in the management and treatment of the disease.
Used in Orthopedic Applications:
Bavachin is used as a bone health enhancer, stimulating osteoblast proliferation and differentiation, and preventing bone loss, particularly in cases of ovariectomy in rats.
Used in Chondrocyte Applications:
Bavachin is used to promote the health and function of chondrocytes, exhibiting anabolic and potent anticatabolic biological effects, which can be beneficial for cartilage repair and maintenance.
Used in Enzyme Inhibition:
Bavachin is used as a strong inhibitor of human UDP-glucuronosyltransferase (UGT1A1), which can be relevant in various biochemical and pharmaceutical processes.

references

[1] choi j h, rho m c, lee s w, et al. bavachin and isobavachalcone, acyl-coenzyme a: cholesterol acyltransferase inhibitors from psoralea corylifolia[j]. archives of pharmacal research, 2008, 31(11): 1419-1423.[2] park j, kim d h, ahn h n, et al. activation of estrogen receptor by bavachin from psoralea corylifolia[j]. biomolecules & therapeutics, 2012, 20(2): 183-188.[3] lee h, li h, noh m, et al. bavachin from psoralea corylifolia improves insulin-dependent glucose uptake through insulin signaling and ampk activation in 3t3-l1 adipocytes[j]. international journal of molecular sciences, 2016, 17(4): 527.

Check Digit Verification of cas no

The CAS Registry Mumber 19879-32-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,8,7 and 9 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 19879-32:
(7*1)+(6*9)+(5*8)+(4*7)+(3*9)+(2*3)+(1*2)=164
164 % 10 = 4
So 19879-32-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3

19879-32-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

1.2 Other means of identification

Product number -
Other names Bavachin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19879-32-4 SDS

19879-32-4Downstream Products

19879-32-4Related news

Determination of BAVACHIN (cas 19879-32-4) and isobavachalcone in Fructus Psoraleae by high‐performance liquid chromatography with electrochemical detection09/28/2019

A simple, sensitive and selective method of high‐performance liquid chromatography with electrochemical detection (HPLC‐ECD) has been developed for simultaneous determination of bavachin and isobavachalcone in Fructus Psoraleae. At optimized conditions, bavachin and isobavachalcone could be we...detailed

Separation of isomeric BAVACHIN (cas 19879-32-4) and isobavachalcone in the Fructus Psoraleae by capillary electrophoresis–mass spectrometry10/01/2019

Bavachin and isobavachalcone are the isomeric compounds in the Fructus Psoraleae. The ion trap mass spectrometric fragmentation pathways of the bavachin and isobavachalcone in negative ion mode were elucidated for the identification. A novel method for determination of isomeric bavachin and isob...detailed

Microbial transformation of BAVACHIN (cas 19879-32-4) by Absidia coerulea09/27/2019

Microbial transformation of bavachin (1), one of the major bioactive components of Psoralea corylifolia L., was performed by using Absidia coerulea. Three oxidized metabolites were obtained in the biotransformation of 1, and their structures were elucidated as bavachinone A (2), (2S)-4′-hydroxy...detailed

Phytoestrogen BAVACHIN (cas 19879-32-4) mediates anti-inflammation targeting IκB kinase-IκBα-NF-κB signaling pathway in chondrocytes in vitro09/26/2019

The pro-inflammatory cytokine interleukin-1beta (IL-1β) plays critical roles in pathogenesis of osteoarthritis. Although estrogen is protective for cartilage in osteoarthritis patients, it also potentially increases the risk of stroke and cancer. Phytoestrogens acting as natural estrogen recept...detailed

BAVACHIN (cas 19879-32-4) and isobavachalcone, acyl-coenzyme A: Cholesterol acyltransferase inhibitors from Psoralea corylifolia09/25/2019

Acyl-coenzyme A: cholesterol acyltransferase (ACAT) catalyzes cholesterol esterification and plays important roles in intestinal absorption of cholesterol, hepatic production of lipoproteins and accumulation of cholesteryl ester within macrophages and smooth muscle cells. Ethanol extract of Psor...detailed

19879-32-4Relevant academic research and scientific papers

Flavonoids as vasorelaxant agents: Synthesis, biological evaluation and quantitative structure activities relationship (QSAR) studies

Dong, Xiaowu,Wang, Yanming,Liu, Tao,Wu, Peng,Gao, Jiadi,Xu, Jianchao,Yang, Bo,Hu, Yongzhou

experimental part, p. 8257 - 8272 (2011/12/15)

A series of 2-(2-diethylamino)-ethoxychalcone and 6-prenyl(or its isomers)-flavanones 10a,b and 11a-g were synthesized and evaluated for their vasorelaxant activities against rat aorta rings pretreated with 1 μM phenylephrine (PE). Several compounds showe

Synthesis and antibacterial activity of chalcones bearing prenyl or geranyl groups from Angelica keiskei

Sugamoto, Kazuhiro,Matsusita, Yoh-Ichi,Matsui, Kana,Kurogi, Chiaki,Matsui, Takanao

experimental part, p. 5346 - 5359 (2011/08/04)

Chalcones bearing prenyl or geranyl groups from Angelica keiskei, such as 4-hydroxyderricin (1a), xanthoangelol (1e), xanthoangelol F (1f), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4) and their derivatives were synthesized. From the evaluation of antibacterial activity of the synthesized chalcones, 1a, isobavachalcone (1b), 1e, 1f, bavachalcone (5a), and broussochalcone B (5b) were found to inhibit Gram-positive bacteria.

Synthesis of four natural prenylflavonoids and their estrogen-like activities

Dong, Xiaowu,Fan, Yongjian,Yu, Lingjun,Hu, Yongzhou

, p. 372 - 376 (2008/02/11)

Four prenylflavonoids, bavachin 1, isobavachin 2, 7,4′-dihydroxy-8- prenylflavone 3, and 8-prenylapigenin 4 were synthesized and recognized for possessing estrogen-like activity in MCF-7/BOS cells, as evaluated by an estrogen-screening assay. All compound

New Syntheses of 4',7-Dihydroxy-6,8-di-C-prenylflavanone, Bavachin, Isobavachin and Related Compounds

Krishnamurti, M.,Parthasarathi, J.

, p. 247 - 248 (2007/10/02)

The titel compounds have been synthesised by nuclear prenylation of 4',7-dihydroxyflavanone(liquiritigenin, III), Cyclodehydrogenation of bavachin and isobavachin with DDQ yields the chromenoflavanones (VIII) and (X) respectively which on dehydrogenation

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