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Merck
CN

SMB00100

Bavachinin

Synonym(s):

4′-Hydroxy-7-methoxy-6-(3-methyl-2-butenyl)flavanone, 7-O-Methylbavachin, Bavachinin A

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About This Item

Empirical Formula (Hill Notation):
C21H22O4
CAS Number:
19879-30-2
Molecular Weight:
338.40
NACRES:
NA.25
PubChem Substance ID:
329824778
UNSPSC Code:
12352205
MDL number:
MFCD06858307

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InChI

1S/C21H22O4/c1-13(2)4-5-15-10-17-18(23)11-20(14-6-8-16(22)9-7-14)25-21(17)12-19(15)24-3/h4,6-10,12,20,22H,5,11H2,1-3H3/t20-/m0/s1

SMILES string

COc1cc2O[C@@H](CC(=O)c2cc1C\C=C(\C)C)c3ccc(O)cc3

InChI key

VOCGSQHKPZSIKB-FQEVSTJZSA-N

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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General description

Natural product derived from plant source.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
12222855V
122228-55V

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Jianmei Luo et al.
Journal of bioscience and bioengineering, 117(2), 191-196 (2013-09-10)
Biotransformation of bavachinin (1) was investigated using three fungal cell cultures of Aspergillus flavus ATCC 30899, Cunninghamella elegans CICC 40250 and Penicillium raistrickii ATCC 10490, respectively. Two major converted products were identified by LC/MS, (1)H NMR and (13)C NMR and
Lei Liu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 893-894, 21-28 (2012-03-27)
A fully automated on-line solid-phase extraction (SPE) and high-performance liquid chromatography (HPLC) with diode array detection (DAD) method was developed for determination of bavachinin in mouse plasma. Analytical process was performed on two reversed-phase columns (SPE cartridge and analytical column)
Hiroyuki Haraguchi et al.
Phytotherapy research : PTR, 16(6), 539-544 (2002-09-19)
A meroterpene and four flavonoids were isolated from the seeds of Psoralea corylifolia as antioxidative components. Their structures were elucidated by spectral data and identified as bakuchiol (1), bavachinin (2), bavachin (3), isobavachin (4) and isobavachalcone (5). In particular, meroterpene
Ming Hong Lee et al.
Biological & pharmaceutical bulletin, 28(12), 2253-2257 (2005-12-06)
The overproduction of nitric oxide (NO) by inducible nitric oxide synthase (iNOS) switches the function of NO from a physiological neuromodulator to a neurotoxic effector in central nervous system (CNS) after brain injury. From the methanol extracts of Psoralea corylifolia
Manoj Nepal et al.
European journal of pharmacology, 691(1-3), 28-37 (2012-07-05)
Hypoxia-inducible factor-1 (HIF-1) consists of two subunits, the HIF-1β, which is constitutively expressed, and HIF-1α, which is oxygen-responsive. HIF-1α is over-expressed in response to hypoxia, increasing transcriptional activity linked to tumor progression, angiogenesis, metastasis, and invasion. This study aimed to
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