7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

• ChemBase编号: 72943
• 分子式: C16H12O4
• 平均质量: 268.26408
• 单一同位素质量: 268.07355886
• SMILES: c12c(cc(cc1)O)occ(c2=O)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)c1coc2c(c1=O)ccc(c2)O
• InChI: InChI=1S/C16H12O4/c1-19-12-5-2-10(3-6-12)14-9-20-15-8-11(17)4-7-13(15)16(14)18/h2-9,17H,1H3
• InChIKey: HKQYGTCOTHHOMP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• IUPAC传统名: formononetin; 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• 别名: 异亚丙基二氯; 2,2-二氯丙烷; 7-HYDROXY-4'-METHOXYISOFLAVONE; 7-Hydroxy-3-(4-methoxyphenyl)chromone; 7-Hydroxy-4′-methoxyisoflavone; Formononetin; Biochanin B; Formononetol; Formononetin; 7-Hydroxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one; 7-Hydroxy-4'-methoxy- isoflavone; 7-Hydroxy-3-(4-methoxyphenyl)chromen-4-one; Daidzein 4'-methyl ether; Flavosil; Formonentin; Formonetin; Myconate; NSC 93360; Formoononetin; Neochanin; Pratol; 7-Hydroxy-4'-methoxyisoflavone; 4'-O-methyldaidzein; 7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one; U - 2,2-Dichloropropane

登记号

• CAS号: 40150-98-9; 485-72-3; 594-20-7
• EC号: 207-623-9
• MDL号: MFCD00016948
• Beilstein号: 237979
• PubChem SID: 24871382; 162037863
• PubChem CID: 5280378
• CHEBI ID: 18088
• CHEMBL: 242341
• Chemspider ID: 4444070
• KEGG ID: C00858
• 维基百科标题: Formononetin

理论计算性质

• Acid pKa: 6.478253
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.8332336
• LogD (pH = 7.4): 1.929969
• Log P: 2.8763318
• 摩尔折射率: 74.1843 cm^3
• 极化性: 28.38807 Å^3
• 极化表面积: 55.76 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Powder; White Solid
• 熔点: 255-257°C; 257-261 °C

安全信息

• 保存条件: -20°C; Refrigerator
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; R
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 生物活性机理: Estrogen

产品相关信息

• 纯度: ≥99.0% (TLC); 96%; 98%
• 成盐信息: Free Base
• 生物来源: Constit. of red and subterranean clovers ( Trifolium pratense and Trifolium subterraneum ) and of Chana ( Cicer arietinum ). Constit. of the heartwood of Pterocarpus indicus. Found also in Baptisia australis . Widely distributed in the Leguminosae (Papilionoideae). Also in Virola caducifolia and Virola multinervia (Myricaceae)
• 应用领域: Shows estrogenic props.
• Empirical Formula (Hill Notation): C16H12O4

详细说明

Selleck Chemicals - S2299

Research Area: Cardiovascular Disease
Biological Activity:
Formononetin(Formononetol) is a phytoestrogen from the root of Astragalus membranaceus and an O-methylated isoflavone. [1] It is found in a number of plants and herbs like the red clover. It is used as a blood enhancer and to improve blood microcirculation in complementary and alternative medicine. It promotes endothelial repair and wound healing in a process involving the over-expression of Egr-1 transcription factor through the regulation of the ERK1/2 and p38 MAPK pathways. [2]

Sigma Aldrich - 47752

Biochem/physiol Actions
Isoflavone found in red clover. Effective against Giardia lamblia infection, at least partially by inducing detachment of trophozoites from intestinal mucosa.1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 47752.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - F693200

Formononetin is an isoflavone found as one of the main plant estrogens in animal feed. When metabolized in the rumen this compound transforms into a potent estrogen.

参考文献

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