87005-03-6

Basic information

• Product Name: panaxytriol
• Synonyms: 1-Heptadecene-4,6-diyne-3,9,10-triol;panaxytriol;(3R,9R,10R)-heptadec-1-en-4,6-diyne-3,9,10-triol
• CAS NO: 87005-03-6
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.3865
• Mol File: 87005-03-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 474.8°Cat760mmHg
• Flash Point: 219°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 5.21E-11mmHg at 25°C
• Refractive Index: 1.524
• PKA: 11.67±0.20(Predicted)
• CAS DataBase Reference: panaxytriol(CAS DataBase Reference)
• NIST Chemistry Reference: panaxytriol(87005-03-6)
• EPA Substance Registry System: panaxytriol(87005-03-6)

Safety Data

• Hazardous Substances Data: 87005-03-6(Hazardous Substances Data)

Usage

Description

(3R,9R,10R)-(-)-Panaxytriol is a bioactive compound and an antitumor substance that can be extracted from the residue of the EtOAc extract of red ginseng. It has gained attention for its potential health benefits and therapeutic applications.

Uses

Used in Pharmaceutical Industry:
(3R,9R,10R)-(-)-Panaxytriol is used as an antitumor agent for its potential to combat various types of cancer. It is derived from red ginseng, a traditional medicinal plant, and is being studied for its ability to inhibit tumor growth and support cancer treatment.
Used in Cancer Research:
In the field of cancer research, (3R,9R,10R)-(-)-Panaxytriol is used as a subject of study to understand its mechanisms of action and potential synergistic effects with other cancer-fighting agents. This research aims to explore its full therapeutic potential and optimize its use in cancer treatment.
Used in Traditional Medicine:
(3R,9R,10R)-(-)-Panaxytriol is also used in traditional medicine, where red ginseng has been employed for centuries for its health-promoting properties. panaxytriol contributes to the overall benefits of red ginseng, supporting the immune system and general well-being.

InChI:InChI=1/C17H26O3/c1-3-5-6-7-10-13-16(19)17(20)14-11-8-9-12-15(18)4-2/h4,15-20H,2-3,5-7,10,13-14H2,1H3

Upstream product

• 4194-71-2 (Z)-2-decen-1-ol 
• 4117-14-0 2-decyn-1-ol 
• 1337538-31-4 2-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 
• 1337538-36-9 (4R,5R)-4-(3,3-dibromoallyl)-5-heptyl-2,2-dimethyl-1,3-dioxolane 
• 1337538-32-5 C₁₄H₂₈O₄ 
• 1337538-30-3 (4R,5R)-4-(3-bromoprop-2-ynyl)-5-heptyl-2,2-dimethyl-1,3-dioxolane 
• 1337538-37-0 ((R)-8-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)oct-1-ene-4,6-diyn-3-yloxy)(tert-butyl)diphenylsilane 
• 1337538-33-6 (S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 
• 1337538-34-7 O-((S)-2-(benzyloxy)-1-((4S,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) S-methyl carbonodithioate 
• 1337538-35-8 (4R,5R)-4-(2-(benzyloxy)ethyl)-5-heptyl-2,2-dimethyl-1,3-dioxolane 
• 74867-46-2 1-[(2S)-oxiran-2-yl]-(1S)-octan-1-ol 
• 123932-68-3 (2R,3S)-3-heptyloxirane methanol 
• 209479-87-8 tert-Butyl-((S)-3,3-dibromo-1-vinyl-allyloxy)-diphenyl-silane 
• 209479-88-9 tert-butyl((S)-1-penten-4-yn-3-yloxy)diphenylsilane 

Downstream Products

• 1050217-06-5 C₂₉H₃₆O₄ 
• 171261-15-7 Acetic acid (R)-1-ethyl-6-((4R,5R)-5-heptyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hexyl ester 

Relevant articles and documents

The absolute stereostructures of the polyacetylenic constituents of Ginseng Radix Rubra

The absolute stereostructures of panaxytriol (1) and panaxydol (2), two polyacetylenic constituents of the oriental medicine, Ginseng Radix Rubra, were determined by applying the modified Mosher method, CD exciton chirality method, and chemical conversion to be expressed as (3R,9R,10R)-heptadec-1-ene-4,6-diyne-3,9,10-triol and (3R,9R,10S)-9,10-epoxy-heptadec-1-ene-4,6-diyn-3-ol, respectively. Panaxytriol (1), the characteristic constituent of Ginseng Radix Rubra, was presumed to be formed from panaxydol (2), during the processing of the crude drug, via a regioselective hydrolysis of the epoxy moiety in 2.

Total synthesis of (3R,9R,10R)-panaxytriol via tandem metathesis and metallotropic [1,3]-shift as a key step

(Chemical Equation Presented) Enyne metathesis is unique for its capacity to carry out multiple bond formation in tandem fashion. Its combined use with metallotropic [1,3]-shift allowed for the development of a novel strategy for the total synthesis of a conjugated 1,3-diyne-containing natural product (3R,9R,10R)-panaxytriol.

Synthesis of panaxytriol and its stereoisomers as potential antitumor drugs

An efficient synthesis of panaxytriol and its seven stereoisomers was achieved, and four unnatural diastereomers of 2a were prepared. The key steps involved the opening of vicinal hydroxy epoxides, the stereospecific opening of the epoxides with perchlori

Total synthesis of panaxytriol and panaxydiol

The enantioselective total synthesis of the diyne containing natural products panaxytriol and (3S,10R)-panaxydiol from l-tartaric acid is reported. Key steps in the synthesis include the elaboration of a γ-hydroxy amide derived from tartaric acid to the r