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Merck
CN

SMB00100

Bavachinin

≥95% (LC/MS-ELSD)

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:
Molecular Weight:
338.40
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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Product Name

Bavachinin, ≥95% (LC/MS-ELSD)

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

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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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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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
Xiumin Chen et al.
FEBS letters, 587(18), 2930-2935 (2013-08-03)
Spontaneous aggregation of Aβ is a key factor in the development of Alzheimer's disease. In searching for Aβ aggregation inhibitors from traditional Chinese herbal medicines, we identified two active compounds from Psoraleae Fructus, namely isobavachalcone and bavachinin. We further demonstrated
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
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
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

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