86252-54-2

Basic information

• Product Name: 2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)-
• Synonyms: 10-Tetradecyn-1-ol THP ether;2H-Pyran,tetrahydro-2-(10-tetradecynyloxy);1-tetrahydropyranyloxy-10-tetradecyne;1-(tetrahydropyran-2'-yloxy)tetradec-10-yne
• CAS NO: 86252-54-2
• Molecular Formula: C19H34O2
• Molecular Weight: 294.478
• Mol File: 86252-54-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)-(86252-54-2)
• EPA Substance Registry System: 2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)-(86252-54-2)

Safety Data

• Hazardous Substances Data: 86252-54-2(Hazardous Substances Data)

Usage

Description

2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)is a chemical compound that serves as an intermediate in the synthesis of cyclopropyl-containing fatty acids. These fatty acids are used as mechanistic probes for cytochromes P450, which are a group of enzymes involved in the metabolism of various substances in the body.

Uses

Used in Pharmaceutical Industry:
2H-Pyran, tetrahydro-2-(10-tetradecynyloxy)is used as an intermediate in the synthesis of cyclopropyl-containing fatty acids for their application as mechanistic probes for cytochromes P450. This helps researchers understand the role of these enzymes in the metabolism of drugs and other substances, potentially leading to the development of more effective medications and therapies.

Upstream product

• 51953-88-9 1-[(tetrahydropyran-2-yl)oxy]undec-10-yne 
• 106-94-5 propyl bromide 
• 110-87-2 3,4-dihydro-2H-pyran 
• 34683-71-1 undec-2-yn-1-ol 
• 2774-84-7 undec-10-yn-1-ol 
• 55362-80-6 9-bromononan-1-ol 
• 55695-90-4 2-(9-bromononyloxy)tetrahydropyran 
• 627-19-0 1-Pentyne 

Downstream Products

• 86252-66-6 Z,Z-3,14-octadecadien-1-ol acetate 

Relevant articles and documents

Cyclopropyl containing fatty acids as mechanistic probes for cytochromes P450

(Chemical Equation Presented) The mechanism of aliphatic hydroxylation by cytochromes P450 has been the subject of intense debate with several proposed mechanistic alternatives. Various cyclopropyl containing compounds (radical clocks), which can produce both unrearranged and ring opened products upon oxidation, have been key tools in these investigations. In this study, we introduce several cyclopropyl containing fatty acids 1a-4a with which to probe the mechanism of P450s capable of fatty acid hydroxylation. The probes are shown to be capable of distinguishing radical from cationic intermediates due to the rapid equilibration of isomeric cyclopropyl cations. Ring opening of a radical intermediate in an oxidative transformation is expected to yield a single rearranged alcohol, whereas a cation isomerizes prior to ring opening, leading to two isomeric homoallylic alcohols. Oxidation of these probes by P450 BM3 and P450Biol gives results consistent with a radical but not a cationic intermediate in fatty acid hydroxylation by these enzymes. Quantitation of the unrearranged and ring opened products gives remarkably homogeneous rates for oxygen rebound of (2-3) × 1010 s -1. The effects of introduction of a cyclopropane ring into a fatty acid upon the regiochemistry of hydroxylation are discussed.

(E,Z)-2,13-OCTADECADIEN-1-OL ACETATE. A NEW FEROMONE STRUCTURE FOR SESIID MOTHS

(E,Z)-2,13-Octadecadien-1-ol acetate was identified from ovipositor extracts of the grape root borer and was shown to attract males of the species.