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Merck
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重要文件

419796

Sigma-Aldrich

6-羟基黄烷酮

99%

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About This Item

經驗公式(希爾表示法):
C15H12O3
CAS號碼:
分子量::
240.25
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

形狀

solid

mp

220-222 °C (dec.) (lit.)

官能基

ketone
phenyl

SMILES 字串

Oc1ccc2OC(CC(=O)c2c1)c3ccccc3

InChI

1S/C15H12O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-8,15-16H,9H2

InChI 密鑰

XYHWPQUEOOBIOW-UHFFFAOYSA-N

基因資訊

rat ... Ar(24208)

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一般說明

6-Hydroxyflavanone is a flavonoid. Its biotransformation by Aspergillus niger strains have been described. Crystal structure of S and R enanti­omers of 6-hydroxyflavanone has been reported to have four crystallographic sites of the unit cell in an approximate 3:1/1:3 ratio. It was identified as a metabolite of flavnone on incubation with rat liver microsomes by positive ion electrospray LC/MS analysis.

應用

6-Hydroxyflavanone (6-HF) has been used for the enantiomeric separation of flavonoids using polysaccharide-based chiral stationary phases by nano-liquid chromatography (nano-LC). Racemic 6-HF may be used in the synthesis of 6-propionoxy-flavanone (6-PF). 6-HF may be employed as synthetic flavone to investigate the mechanism of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) induced cytotoxic and apoptotic effects in HeLa cancer cells.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Microbial transformations of flavanone and 6-hydroxyflavanone by Aspergillus niger strains.
Kostrzewa-Suslow E, et al.
Journal of Molecular Catalysis. B, Enzymatic, 39(1), 18-23 (2006)
Dejan Nikolic et al.
Drug metabolism and disposition: the biological fate of chemicals, 32(4), 387-397 (2004-03-25)
Flavonoids represent a diverse group of natural pigments widely distributed in the plant kingdom and are an important component of human diet due to their high content in fruits and vegetables. Since many flavonoids have been shown to be potent
Ewelina Szliszka et al.
Molecules (Basel, Switzerland), 17(10), 11693-11711 (2012-10-03)
Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is considered as the most promising anticancer agent in the TNF superfamily because of its selective cytotoxicity against tumor cells versus normal primary cells. However, as more tumor cells are reported to be resistant
Disordered 6-hydroxyflavanone.
Bialonska A, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(2), 430-431 (2007)
Tomohide Uno et al.
Biopharmaceutics & drug disposition, 36(8), 552-563 (2015-07-30)
CYP2A6 is a major hepatic member of the cytochrome P450 family in humans. Much variation in CYP2A6 levels and activity can be attributed to genetic polymorphisms of this gene. CYP2A6*25 comprises an amino acid substitution, F118L. To clarify the effect

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