Home > Products > Screening Compounds P96521 > Bursehernin

Bursehernin

Catalog Number: EVT-365013

CAS Number: 40456-51-7

Molecular Formula: C21H22O6

Molecular Weight: 370.4 g/mol

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Product Introduction

Description

Bursehernin is a butan-4-olide that is (-)-pluviatolide in which the phenolic hydroxy group has been converted to the corresponding methyl ether. It is an aromatic ether, a member of benzodioxoles, a butan-4-olide, and a lignan. It is functionally related to a (-)-pluviatolide. It is a natural product found in Stellera chamaejasme, Hernandia sonora, and other organisms with data available.

Synthesis Analysis

The synthesis of Bursehernin was achieved by a highly stereoselective alkylation. In 2017, Soorukram and coworkers reported the asymmetric synthesis of ent-fragransin C 1.

Molecular Structure Analysis

The binding mode studies by molecular dynamic technique showed that the aromatic ring of Bursehernin compound was responsible for compound-protein interaction through pi-pi stacking with Tyr105 and Phe178 of the FMS kinase receptor.

Chemical Reactions Analysis

The prediction of chemical reaction pathways has been accelerated by the development of novel machine learning architectures based on the deep learning paradigm.

Physical And Chemical Properties Analysis

Bursehernin has a molecular formula of C21H22O6 and a molecular weight of 370.4 g/mol. It is an aromatic ether, a member of benzodioxoles, a butan-4-olide, and a lignan.

Properties

CAS Number

40456-51-7

Product Name

Bursehernin

IUPAC Name

(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-one

Molecular Formula

C21H22O6

Molecular Weight

370.4 g/mol

InChI

InChI=1S/C21H22O6/c1-23-17-5-3-14(9-19(17)24-2)8-16-15(11-25-21(16)22)7-13-4-6-18-20(10-13)27-12-26-18/h3-6,9-10,15-16H,7-8,11-12H2,1-2H3/t15-,16+/m0/s1

InChI Key

IYBDDRJHJMFFBB-JKSUJKDBSA-N

SMILES

COC1=C(C=C(C=C1)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4)OC

Synonyms

(3R-trans)-4-(1,3-benzodioxol-5-ylmethyl)-3-((3,4-dimethoxyphenyl)methyl)dihydro-2(3H)-furanone
bursehernin

Canonical SMILES

COC1=C(C=C(C=C1)CC2C(COC2=O)CC3=CC4=C(C=C3)OCO4)OC

Isomeric SMILES

COC1=C(C=C(C=C1)C[C@@H]2[C@H](COC2=O)CC3=CC4=C(C=C3)OCO4)OC

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