(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase编号: 1976
• 分子式: C15H12O7
• 平均质量: 304.25158
• 单一同位素质量: 304.05830272
• SMILES: O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c1ccc(O)c(O)c1
• Canonical SMILES: Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O
• InChI: InChI=1S/C15H12O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,14-19,21H/t14-,15+/m0/s1
• InChIKey: CXQWRCVTCMQVQX-LSDHHAIUSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC传统名: (2s,3s)-trans-dihydroquercetin; (+)-taxifolin
• 别名: (2R,3R)-二氢槲皮素; (2R,3R)-3,3′,4′,5,7-五羟基黄烷酮; 花旗松素; (2s,3s)-Trans-Dihydroquercetin; (2R,3R)-3,3′,4′,5,7-Pentahydroxyflavanone; (2R,3R)-Dihydroquercetin; Taxifolin; Dihydroquercetin; Taxifoliol; Distylin; Catechin hydrate; (+)-Taxifolin; trans-Dihydroquercetin; (+)-Dihydroquercetin; Taxifolin; DIHYDROQUERCETIN; 3,3',4',5,7-Pentahydroxyflavanone; (2R,3R)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-1-benzopyran-4-one; (+)-(2R,3R)-Dihydroquercetin; (2R,3R)-(+)-Taxifolin; (2R,3R)-3,3',4',5,7-Pentahydroxyflavanone; 3,5,7,3',4'-Pentahydroxyflavanone; Diquertin; Lariksin; Lavitol; Taxifolin; (+)-trans Taxifolin; 3,3’,4’,5,7-Pentahydroxyflavanone; (+/-)-trans Taxifolin

登记号

• CAS号: 24198-97-8; 480-18-2
• EC号: 207-543-4
• MDL号: MFCD00006845
• Beilstein号: 5299277
• PubChem SID: 24887336; 160965431; 46508033
• PubChem CID: 439533
• CHEMBL: 66
• 维基百科标题: Taxifolin

理论计算性质

JChem

• 极化表面积: 127.45 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true
• Acid pKa: 7.742827
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): 1.813926
• LogD (pH = 7.4): 1.6518341
• Log P: 1.8163843
• 摩尔折射率: 74.6089 cm^3
• 极化性: 28.610525 Å^3

ALOGPS 2.1

• 溶解度: 1.16e+00 g/l
• Log P: 1.07
• LOG S: -2.42

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: brown powder; Off-White to Pale Yellow Solid; Powder; Yellow Solid
• 熔点: <225°C (dec.); 216-220°C
• 疏水性(logP): 0.95 [PERRISSOUD,D & TESTA,B (1986)]

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: mouse ... Hexa(15211)

产品相关信息

• 纯度: ≥85% (HPLC)
• 级别: analytical standard
• Empirical Formula (Hill Notation): C15H12O7
• 分类: Genuine Natural Compounds

详细说明

MP Biomedicals - 05203990

MP Biomedicals Rare Chemical collection

DrugBank - DB02224

Drug information: experimental

Sigma Aldrich - 78666

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 78666.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - T010005

An antioxidant flavenoid.

Toronto Research Chemicals - T010000

An antioxidant flavenoid.

参考文献

• Dixon, D., et al.: J. Biol. Chem., 285, 36322 (2010)
• Sheu, M., et al.: Chem. Pharm. Bull., 58, 1187 (2010)