142797-34-0 (Silybin B,Silybin B)

结构式:
CAS号:
142797-34-0
中文名称:
Silybin B
英文名称:
Silybin B
分子式:
C25H22O10
分子量:
482.436188220978
简介:
Silybin B 是从 Silybum marianum 中分离出的一种黄酮木脂素,具有抗肿瘤活性。Silybin B 是水飞蓟素最有效的抗纤维原性和抗低聚物成分,是一种有前景的抗阿尔茨海默病活性分子候选。
API:

Silybin B(142797-34-0)名称与标识符

名称

中文别名:
水飞蓟宾A+B;水飞蓟宾B;水飞蓟宾乙;水飞蓟宾 B;
英文别名:
Silybin B;SILYBIN B(P);(2R,3R)-3,5,7-Trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin-6-yl]-4-chromanone;(2S,3S)-2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-[(2R,3R)-3,5,7-trihydroxy-4-oxobenzopyran-2-yl]benzodioxin;NSC 227190;Silibinin B;Silybin B,SB-B;AKOS015912848;SILYBIN (A and B)(P);CS-0101839;SILYBIN B [MI];4H-1-Benzopyran-4-one, 2-[(2S,3S)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-; 1,4-Benzodioxin, 4H-1-benzopyran-4-one deriv.; (2R,3R)-2-[(2S,3S)-2,3-Dihydro-3-(4-hydroxy-3-metho;308831-37-0;Q27269584;(2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one;4H-1-Benzopyran-4-one, 2-[(2S,3S)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-, (2R,3R)-;Silybin B, analytical standard;SILYBIN B (CONSTITUENT OF MILK THISTLE) [DSC];(2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one;CHEBI:207762;CCRIS 7096;UNII-U946SH95EE;SILYBIN B (CONSTITUENT OF MILK THISTLE);(2R,3R)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one;DTXSID30858697;(2r,3r)-2-[(2s,3s)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4-one;Milk thistle [NF];Silymarin + Melatonin;BDBM50088491;J-505458;MS-28965;4H-1-BENZOPYRAN-4-ONE, 2-((2S,3S)-2,3-DIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)-2-(HYDROXYMETHYL)-1,4-BENZODIOXIN-6-YL)-2,3-DIHYDRO-3,5,7-TRIHYDROXY-, (2R,3R)-;65666-07-1;SCHEMBL751461;142797-34-0;Legalon;rel-(2R,3R)-3,5,7-Trihydroxy-2-((2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one;Silybin A and B;SILYMARIN;U946SH95EE;2-(2,3-Dihydro-2-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-1,4-benzodioxin-6-yl)-2,3-dihydro-3,5,7-trihydroxy-4h-1-benzopyran-4- one;Legalon 70;853OHH1429;Flavobion;HY-N7046;DTXCID703580;UNII-853OHH1429;PRX-321;(2R,3R)-3,5,7-trihydroxy-2-((2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one;CHEMBL592675;

标识符

MDL:
MFCD18827498
InChIKey:
SEBFKMXJBCUCAI-WAABAYLZSA-N
Inchi:
1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23-,24-,25+/m0/s1
SMILES:
O1C2C=C(C=CC=2O[C@@H](CO)[C@@H]1C1C=CC(=C(C=1)OC)O)[C@@H]1[C@H](C(C2C(=CC(=CC=2O1)O)O)=O)O

Silybin B(142797-34-0)物化性质

实验特性

  • 熔点 : 158-160 ºC (methanol water )
  • 溶解度 : Insuluble (1.1E-3 g/L) (25 ºC),
  • 颜色与性状 : Powder
  • 密度 : 1.527±0.06 g/cm3 (20 ºC 760 Torr),

计算特性

  • 精确分子量 : 482.12129689g/mol
  • 氢键供体数量 : 5
  • 氢键受体数量 : 10
  • 可旋转化学键数量 : 4
  • 同位素质量 : 482.12129689g/mol
  • 重原子数量 : 35
  • 复杂度 : 750
  • 同位素原子数量 : 0
  • 确定原子立构中心数量 : 4
  • 不确定原子立构中心数量 : 0
  • 确定化学键立构中心数量 : 0
  • 不确定化学键立构中心数量 : 0
  • 共价键单元数量 : 1
  • 疏水参数计算参考值(XlogP) : 2.4
  • 拓扑分子极性表面积 : 155Ų

Silybin B(142797-34-0)安全信息

Silybin B(142797-34-0)合成路线

合成路线:1 步
反应条件:
参考文献:
Preparative method for isosilybin isolation based on enzymatic kinetic resolution of silymarin mixture
By Gazak, Radek et al, Process Biochemistry (Oxford, 2013, 48(1), 184-189

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