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122351

Sigma-Aldrich

4-Chromanone

97%

Synonym(s):

2,3-Dihydro-1-benzopyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C9H8O2
CAS Number:
491-37-2
Molecular Weight:
148.16
Beilstein:
124652
EC Number:
207-736-3
MDL number:
MFCD00006840
UNSPSC Code:
12352100
PubChem Substance ID:
24847484
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

refractive index

n20/D 1.575 (lit.)

bp

127-128 °C/13 mmHg (lit.)

mp

35-38 °C (lit.)

SMILES string

O=C1CCOc2ccccc12

InChI

1S/C9H8O2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-4H,5-6H2

InChI key

MSTDXOZUKAQDRL-UHFFFAOYSA-N

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Application

4-Chromanone has been used to study the substrate specificity and catalytic ability of 4-hydroxyacetophenone monooxygenase isolated from Pseudomonas fluorescens ACB.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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U Thull et al.
Biochemical pharmacology, 47(12), 2307-2310 (1994-06-15)
A number of unsubstituted aromatic hydrocarbons, azaheterocycles, oxaheterocycles and cyclic ketones were screened for their inhibitory potency towards monoamine oxidases (MAO; EC 1.4.3.4.) A and B. Fair activities (IC50 10-100 microM) and selectivities were found for, e.g. naphthalene, anthracene, phenanthrene
Zahra Najafi et al.
Bioorganic chemistry, 83, 303-316 (2018-11-06)
A new series of tacrine-coumarin hybrids linked to 1,2,3-triazole were designed, synthesized, and tested as potent dual binding site cholinesterase inhibitors (ChEIs) for the treatment of Alzheimer's disease (AD). Among them, compound 8e was the most potent anti-AChE derivative (IC50 = 27 nM)
Gyeong-Je Lee et al.
Biological & pharmaceutical bulletin, 38(8), 1199-1207 (2015-08-04)
The aim of this study was to examine the anabolic and anticatabolic functions of bavachin in primary rat chondrocytes. With bavachin treatment, chondrocytes survived for 21 d without cell proliferation, and the proteoglycan content and extracellular matrix increased. Short-term monolayer culture
G R Harlow et al.
The Journal of biological chemistry, 272(9), 5396-5402 (1997-02-28)
Alanine-scanning mutagenesis was performed on amino acid residues 210-216 of cytochrome P450 3A4, the major drug-metabolizing enzyme of human liver. Mutagenesis of this region, which has been proposed to align with the C-terminal ends of F-helices from cytochromes P450BM-3, P450terp
A R Ibrahim et al.
Journal of natural products, 53(6), 1471-1478 (1990-11-01)
Microbial transformation of chromone, chromanone, and 3 ring A hydroxyflavones (5-hydroxy-, 6-hydroxy-, and 7-hydroxyflavones) was attempted using thirty-two microorganisms. While chromone was not biotransformed, chromanone was transformed to chromone and chromanol by Aspergillus niger in 2% yield. Ring A hydroxylated
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