54324-46-8 (((-)-deguelin)

快速询单

结构式：

(-)-deguelinMOL文件

CAS号：

54324-46-8

英文名称：

(-)-deguelin

分子式：

C₂₃H₂₂O₆

分子量：

394.417187213898

植物源：

拟鱼藤

(-)-deguelin(54324-46-8)名称与标识符

名称

英文别名：

(-)-deguelin;(6aS, 12aS)-deguelin;(6aS,12aS)-Deguelin;9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H,7aH-pyrano[2,3-c;6,5-f']dichromen-7-one;deguelin;dequelin;110508-99-1;rel-(7aR,13aR)-9,10-Dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f']dichromen-7(7aH)-one;3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-9,10-dimethoxy-3,3-dimethyl-, (7aR-cis)-;DTXSID90911717;54324-46-8;9,10-Dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2',3':7,8][1]benzopyrano[2,3-c][1]benzopyran-7(7aH)-one;

标识符

MDL：

MFCD01740600

InChIKey：

ORDAZKGHSNRHTD-VQTJNVASSA-N

Inchi：

1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m0/s1

SMILES：

O1C2C3C=CC(C)(C)OC=3C=CC=2C([C@@H]2C3C=C(C(=CC=3OC[C@H]12)OC)OC)=O

(-)-deguelin(54324-46-8)物化性质

计算特性

精确分子量 : 394.14163842Da
氢键供体数量 : 0
氢键受体数量 : 6
可旋转化学键数量 : 2
同位素质量 : 394.14163842Da
重原子数量 : 29
复杂度 : 674
同位素原子数量 : 0
确定原子立构中心数量 : 2
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） : 3.7
拓扑分子极性表面积 : 63.2Å²

(-)-deguelin(54324-46-8)相关文献

1. Delivering instilled hydrophobic drug to the bladder by a cationic nanoparticle and thermo-sensitive hydrogel composite system
Ke Men,Wei Liu,Lin Li,XingMei Duan,Pan Wang,MaLing Gou,XiaWei Wei,Xiang Gao,BiLan Wang,Yanan Du,MeiJuan Huang,LiJuan Chen,ZhiYong Qian,YuQuan Wei Nanoscale 2012 4 6425
2. Mechanism and stereochemistry of the enzyme-catalysed formation of a 2,2-dimethylchromene ring from a prenylated phenol: conversion of rot-2′-enonic acid into deguelin by deguelin cyclase
Prabha Bhandari,Leslie Crombie,Mark F. Harper,John T. Rossiter,Mark Sanders,Donald A. Whiting J. Chem. Soc. Perkin Trans. 1 1992 1685
3. Mechanism and stereochemistry of the enzyme-catalysed formation of a 2,2-dimethylchromene ring from a prenylated phenol: conversion of rot-2′-enonic acid into deguelin by deguelin cyclase
Prabha Bhandari,Leslie Crombie,Mark F. Harper,John T. Rossiter,Mark Sanders,Donald A. Whiting J. Chem. Soc. Perkin Trans. 1 1992 1685
4. Synthesis of trans-B/C-rotenoids: X-ray and NMR data for cis- and trans-forms of isorotenone
Michael J. Begley,Leslie Crombie,Hamid Bin A. Hadi,Jonathan L. Josephs J. Chem. Soc. Perkin Trans. 1 1993 2605
5. Stereocontrolled semi-syntheses of deguelin and tephrosin
David A. Russell,Julien J. Freudenreich,Joe J. Ciardiello,Hannah F. Sore,David R. Spring Org. Biomol. Chem. 2017 15 1593
6. Total synthesis of (?)-deguelin via an iterative pyran-ring formation strategy
Seungbeom Lee,Hongchan An,Dong-Jo Chang,Jaebong Jang,Kyeojin Kim,Jaehoon Sim,Jeeyeon Lee,Young-Ger Suh Chem. Commun. 2015 51 9026
7. High-content screening of drug-induced cardiotoxicity using quantitative single cell imaging cytometry on microfluidic device
Min Jung Kim,Su Chul Lee,Sukdeb Pal,Eunyoung Han,Joon Myong Song Lab Chip 2011 11 104
8. Simultaneous quantitative monitoring of drug-induced caspase cascade pathways in carcinoma cells
Pravin K. Naoghare,Hyeon A. Ki,Seung-Mann Paek,Yu Kyung Tak,Young-Ger Suh,Sang Geon Kim,Kyeong-Hee Lee,Joon Myong Song Integr. Biol. 2010 2 46
9. Mechanism and stereochemistry of the enzymic conversion of prenyl to chromen structures, as effected by deguelin cyclase
Prabha Bhandari,Nicholas Van Bruggen,Leslie Crombie,Donald A. Whiting J. Chem. Soc. Chem. Commun. 1989 982
10. Biosynthetic origin of the 2,2-dimethylchromen ring: formation of deguelin by a cyclase enzyme from Tephrosia vogellii
Leslie Crombie,John Rossiter,Donald A. Whiting J. Chem. Soc. Chem. Commun. 1986 352