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(2R)-3,3aβ,4,5-Tetrahydro-3β-hydroxy-2,5,5-trimethyl-2α,4α-ethano-2H,9H-dipyrano[4,3,2-de:3',2'-g][1]benzopyran-9-one is a complex bicyclic chemical compound with a distinctive structure. It belongs to the class of natural products known as flavonoids, which are recognized for their antioxidant and anti-inflammatory properties. The molecule's stereochemistry is denoted by the (2R) prefix, indicating a specific arrangement of atoms around the central carbon atom. Its chiral nature and complex structure make it an intriguing molecule for research and potential pharmaceutical applications.

33044-74-5

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33044-74-5 Usage

Uses

Used in Pharmaceutical Industry:
(2R)-3,3aβ,4,5-Tetrahydro-3β-hydroxy-2,5,5-trimethyl-2α,4α-ethano-2H,9H-dipyrano[4,3,2-de:3',2'-g][1]benzopyran-9-one is used as a potential therapeutic agent for various conditions due to its antioxidant and anti-inflammatory properties. Its unique structure and chiral nature make it a promising candidate for the development of new drugs targeting a range of diseases.
Used in Research:
(2R)-3,3aβ,4,5-Tetrahydro-3β-hydroxy-2,5,5-trimethyl-2α,4α-ethano-2H,9H-dipyrano[4,3,2-de:3',2'-g][1]benzopyran-9-one is used as a subject of study in chemical and biological research to better understand its properties, potential applications, and interactions with biological systems. Its complex structure and chiral nature provide valuable insights into the development of new compounds and therapeutic strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 33044-74-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,0,4 and 4 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 33044-74:
(7*3)+(6*3)+(5*0)+(4*4)+(3*4)+(2*7)+(1*4)=85
85 % 10 = 5
So 33044-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C19H20O5/c1-18(2)10-6-7-19(3)17(21)14(10)15-12(23-18)8-11-9(16(15)24-19)4-5-13(20)22-11/h4-5,8,10,14,17,21H,6-7H2,1-3H3

33044-74-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (-)-Bruceol

1.2 Other means of identification

Product number -
Other names Bruceol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33044-74-5 SDS

33044-74-5Downstream Products

33044-74-5Relevant academic research and scientific papers

Biomimetic Synthetic Studies on the Bruceol Family of Meroterpenoid Natural Products

Day, Aaron J.,George, Jonathan H.,Sumby, Christopher J.

, (2020/02/04)

A biomimetic approach to total synthesis can offer several benefits, including the development of cascade reactions for the rapid generation of molecular complexity, and guidance in the structure revision of old natural products and the anticipation of ne

Biomimetic and Biocatalytic Synthesis of Bruceol

Day, Aaron J.,Lee, Joel H. Z.,Phan, Quang D.,Lam, Hiu C.,Ametovski, Adam,Sumby, Christopher J.,Bell, Stephen G.,George, Jonathan H.

supporting information, p. 1427 - 1431 (2019/01/05)

The first total synthesis of bruceol has been achieved using a biomimetic cascade cyclization initiated by a stereoselective Jacobsen–Katsuki epoxidation (and kinetic resolution) of racemic protobruceol-I. A bacterial cytochrome P450 monooxygenase was also found to catalyze the conversion of protobruceol-I into bruceol. The first full analysis of the NMR data of natural bruceol suggested that “isobruceol” was a previously unrecognized natural product also isolated from Philotheca brucei. This was confirmed by the re-isolation, synthesis, and X-ray analysis of isobruceol. In total, eight stereoisomers and structural isomers of bruceol have been synthesized in a highly divergent approach.

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