23458-02-8

Basic information

• Product Name: Decursinol
• Synonyms: Decursinol;(7S)-7α-Hydroxy-8,8-dimethyl-7,8-dihydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-2-one;(S)-7,8-Dihydro-7-hydroxy-8,8-dimethyl-2H,6H-benzo[1,2-b:5,4-b']dipyran-2-one;(3S)-3-Hydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
• CAS NO: 23458-02-8
• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.261
• Mol File: 23458-02-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 178 °C
• Boiling Point: 433.6°Cat760mmHg
• Flash Point: 167.9°C
• Appearance: /
• Density: 1.293g/cm³
• Vapor Pressure: 2.74E-08mmHg at 25°C
• Refractive Index: 1.592
• PKA: 13.87±0.40(Predicted)
• CAS DataBase Reference: Decursinol(CAS DataBase Reference)
• NIST Chemistry Reference: Decursinol(23458-02-8)
• EPA Substance Registry System: Decursinol(23458-02-8)

Safety Data

• Hazardous Substances Data: 23458-02-8(Hazardous Substances Data)

Usage

Description

Decursinol is an organic heterotricyclic compound characterized by its 7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one structure, which is substituted by a beta-hydroxy group at position 7 and two methyl groups at position 8. It is isolated from the roots of Angelica gigas and has been found to possess significant inhibitory activity against the acetylcholinesterase enzyme (EC 3.1.1.7).

Uses

Used in Pharmaceutical Industry:
Decursinol is used as a bioactive compound for its significant inhibitory activity against the acetylcholinesterase enzyme. This property makes it a potential candidate for the development of drugs targeting neurological disorders and conditions related to the overactivity of acetylcholinesterase.
Used in Natural Product Research:
Decursinol, being a naturally occurring compound isolated from the roots of Angelica gigas, is used as a subject of study in natural product research. Its unique chemical structure and biological activities can provide insights into the development of new drugs and therapeutic agents, as well as contribute to the understanding of the medicinal properties of plants in traditional medicine.
Used in Neurological Disorder Treatment:
Decursinol is used as a potential therapeutic agent for the treatment of neurological disorders associated with the overactivity of acetylcholinesterase enzyme. By inhibiting this enzyme, Decursinol may help in managing the symptoms of conditions such as Alzheimer's disease, myasthenia gravis, and other related disorders.
Used in Cognitive Enhancement:
Due to its inhibitory activity against the acetylcholinesterase enzyme, Decursinol is used as a cognitive enhancer. It may help improve memory, learning, and overall cognitive function by modulating the levels of acetylcholine, a neurotransmitter crucial for these processes.
Used in Agrochemical Industry:
Decursinol, being a naturally occurring compound with significant biological activities, can be used in the agrochemical industry for the development of novel pesticides, herbicides, or other bioactive agents. Its unique chemical structure and properties may provide new insights into the design and synthesis of environmentally friendly and effective agrochemicals.

InChI:InChI=1/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3/t12-/m0/s1

Upstream product

• 1186136-02-6 agasyllin 
• 5928-25-6 2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 374768-02-2 7-[(4-methoxybenzyl)oxy]-2H-chromen-2-one 
• 1356928-60-3 4-p-methoxybenzyloxy-o-hydroxycinnamic acid methyl ester 
• 1356928-61-4 4-p-methoxybenzyloxy-o-prenyloxycinnamic acid methyl ester 
• 1356928-62-5 7-p-methoxybenzyloxy-6-prenylcoumarin 
• 21422-04-8 7-demethylsuberosin 
• 27421-18-7 7-((2-methylbut-3-yn-2-yl)oxy)-2H-chromen-2-one 
• 27421-19-8 7-(2-methylbut-3-en-2-yloxy)-2H-chromen-2-one 
• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 52085-14-0 4-benzoxy-salicylaldehyde 
• 107052-38-0 7-(benzyloxy)-6-(3-methylbut-2-enyl)-2H-chromen-2-one 

Downstream Products

• 25245-91-4 decursin 
• 130848-06-5 decursinol angelate 
• 1001129-56-1 (7S)-(+)-3-phenylacrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 130848-06-5 (7S)-(+)-trans-2-methyl-but-2-enoic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1262418-84-7 (7S)-(+)-3-(2-methoxyphenyl)propionic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1001129-71-0 (7S)-(+)-3-(3,4-dimethoxyphenyl)acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1001129-76-5 (7S)-(+)-3-(3-methoxyphenyl)acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1001129-69-6 (7S)-(+)-3-(4-methoxyphenyl)acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1001129-72-1 (7S)-(+)-3-(3,4,5-trimethoxyphenyl)acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 1262418-82-5 (7S)-(+)-3-phenylpropionic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 
• 5928-25-6 2,2-dimethyl-8-oxo-2,3,4,8-tetrahydropyrano[3,2-g]chromen-3-yl 3-methylbut-2-enoate 
• 1448845-35-9 decursinol phenylthiocarbamate 
• 1001129-59-4 (7S)-(+)-3-(3,4-dihydroxy-phenyl)-acrylic acid 8,8-dimethyl-2-oxo-6,7-dihydro-2H,8H-pyrano[3,2-g]chromen-7-yl ester 

Relevant articles and documents

Pyranocoumarin derivative as well as preparation method and application thereof

The invention belongs to the technical field of medicine, and relates to a pyranocoumarin derivative, a preparation method and uses thereof. The pyranocoumarin derivative has a structural general formula represented by a formula I, wherein R is H, halogen, OH, NH2, COOH, C1-C6 alkyl, C1C6 alkoxy, C1-C6 alkylamino, and 5-10-membered heterocyclic group, and n is 06. The pyranocoumarin derivative isapplied to preparation of a medicine for preventing and treating prostatic cancer. According to the application disclosed by the invention, the inhibition effect of the peucedanum praeruptorum alcoholesterification derivative substituted at the 3' position of the pyranoid ring in the pyranoid coumarin on human prostate cancer cells is proved by evaluating the in-vitro inhibition activity of the peucedanum praeruptorum alcohol esterification derivative substituted at the 3' position of the pyranoid ring in the pyranoid coumarin on human prostate cancer cells; the compound can be used as a potential drug for preventing and treating prostate cancer for deep development, and has important practical value and application prospect in the field of preparation of antitumor drugs.

A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin

A simple and efficient approach has been developed for the preparation of coumarin natural products such as dihydroxanthyletin, xanthyletin, decursinol and marmesin starting from commercially available 2,4-dihydroxybenzaldehyde with very good yields. Wittig homologation and Claisen rearrangement are the protocols used to achieve these molecules.

Synthesis and in vitro assay of new triazole linked decursinol derivatives showing inhibitory activity against cholinesterase for Alzheimer's disease therapeutics

With the goal of developing Alzheimer's disease therapeutics, we have designed and synthesized new triazole linked decursinol derivatives having potency inhibitory activities against cholinesterase [acetylcholinesterase (AChE) and butyrylcholinesterase (B