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Merck
CN

H4530

7-羟基黄酮

≥98%

别名:

7-羟基-2-苯基-4-4H-1-苯并吡喃-4-酮, NSC 94258

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关于此项目

经验公式(希尔记法):
C15H10O3
化学文摘社编号:
分子量:
238.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
229-705-3
MDL number:
Assay:
≥98%
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InChI key

MQGPSCMMNJKMHQ-UHFFFAOYSA-N

InChI

1S/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H

SMILES string

Oc1ccc2C(=O)C=C(Oc2c1)c3ccccc3

assay

≥98%

mp

245-247 °C (lit.)

Gene Information

mouse ... Hexa(15211)
rat ... Ar(24208), Gabra2(29706)

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Application

作为如下过程的反应物:
  • O-糖基化反应中作为具有生物学价值的受体
  • 参与合成完全磷酸化的黄酮类化合物,用作胰腺胆固醇酯酶抑制剂
  • 用于碳酸二甲酯的 O-甲基化
  • 通过多亚甲基链连接,合成 α1-肾上腺素受体拮抗剂
  • 参与 Baylis-Hillman 反应
  • 参与相转移催化的糖基化反应,合成糖基化的类黄酮

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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Wimal Herath et al.
Chemical & pharmaceutical bulletin, 54(3), 320-324 (2006-03-02)
Fermentation of 3-hydroxyflavone (1) with Beauveria bassiana (ATCC 13144) yielded 3,4'-dihdroxyflavone (3), flavone 3-O-beta-D-4-O-methylglucopyranoside (4) and two minor metabolites. 7-Hydroxyflavone (2) was transformed by Nocardia species (NRRL 5646) to 7-methoxyflavone (5) whilst Aspergillus alliaceus (ATCC 10060) converted it to 4',7-dihydroxyflavone
Sudip Chaudhuri et al.
Biophysical chemistry, 139(1), 29-36 (2008-11-04)
Steady state and time resolved fluorescence spectroscopy have been used to probe microenvironments of the therapeutically active intrinsically fluorescent flavonoid, 7-hydroxyflavone (7-HF), in model membranes consisting of multilamellar phosphatidylcholine liposomes. Additionally, the antioxidant effects of 7-HF against lipid peroxidation have
Yu-hua Guo et al.
Guang pu xue yu guang pu fen xi = Guang pu, 26(3), 475-479 (2006-07-13)
The non-covalent interaction of 7-hydroxy flavone and its phosphate with DNA was studied using ethidium bromide (EB)as a probe. The result showed that both 7-hydroxy flavone and its phosphate could form non-covalent complexes, but the phosphorylated flavonoid showed higher binding
Osamu Kagami et al.
Journal of bioscience and bioengineering, 106(2), 121-127 (2008-09-23)
A central part (amino-acid position 268-397 of 458 amino-acid residues) of the biphenyl dioxygenase large (alpha) subunit, BphA1, from Pseudomonas pseudoalcaligenes strain KF707 was exchanged with the corresponding part of BphA1 from another biphenyl-degrading bacterium, Pseudomonas putida strain KF715, to
T K Vinh et al.
Journal of enzyme inhibition, 16(5), 417-424 (2002-03-28)
A series of 4-aryl substituted 7-hydroxy-flavones were prepared using the three-step Baker-Venkataraman synthesis in good overall yields. The flavones were all evaluated in vitro for inhibitory activity against aromatase (P450AROM, CYP19), using human placental microsomes, and for inhibitory activity against

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