53823-15-7

Basic information

• Product Name: tenellin
• Synonyms: 2(1H)-Pyridinone, 3-(4,6-dimethyl-1-oxo-2,4-octadienyl)-1,4-dihydroxy-5-(4-hydroxyphenyl)-, (E,E)-;tenellin;3-[(2E,4E)-4,6-Dimethyl-1-oxo-2,4-octadienyl]-1,4-dihydroxy-5-(4-hydroxyphenyl)pyridin-2(1H)-one
• CAS NO: 53823-15-7
• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.41
• Mol File: 53823-15-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 561.3°C at 760 mmHg
• Flash Point: 293.3°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 1.95E-13mmHg at 25°C
• Refractive Index: 1.64
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: tenellin(CAS DataBase Reference)
• NIST Chemistry Reference: tenellin(53823-15-7)
• EPA Substance Registry System: tenellin(53823-15-7)

Safety Data

• Hazardous Substances Data: 53823-15-7(Hazardous Substances Data)

Usage

Description

Tenellin is a yellow pigment that belongs to the rare 4-hydroxypyridone class and contains a dienone side chain. It is produced by species of the genus Beauveria and was first isolated and reported by Canadian researchers in 1968. The structure of tenellin was elucidated in 1977.

Uses

Used in Biocontrol Agents:
Tenellin is a metabolite of the Beauveria species, which are widely used as biocontrol agents for agrochemical pests. The Beauveria species, capable of producing tenellin, have been extensively utilized in this application due to their effectiveness in controlling pests. However, little has been published on the biological activity of tenellin itself in this context.

InChI:InChI=1/C21H23NO5/c1-4-13(2)11-14(3)5-10-18(24)19-20(25)17(12-22(27)21(19)26)15-6-8-16(23)9-7-15/h5-13,23,26-27H,4H2,1-3H3/b10-5+,14-11+

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 117942-41-3 4-[(2-methoxyethoxy)methoxy]benzaldehyde 
• 123994-63-8 3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-5-[4-(2-methoxy-ethoxymethoxy)-phenyl]-1H-pyridin-2-one 
• 123994-60-5 1-((E)-2-Isocyanato-vinyl)-4-(2-methoxy-ethoxymethoxy)-benzene 
• 123994-66-1 ethyl 3-(4'-(2-methoxyethoxymethoxy)phenyl)prop-2-enoate 
• 96400-72-5 (E)-3-{4-[(2-methoxyethoxy)methoxy]phenyl}acrylic acid 
• 123994-61-6 (4E,6E)-6,8-Dimethyl-3-oxo-deca-4,6-dienoic acid ethyl ester 
• 81802-25-7 4-Hydroxy-3-((E)-3-hydroxy-4,6-dimethyl-oct-4-enoyl)-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one 
• 81790-34-3 N-Benzyloxy-N-[2-(4-benzyloxy-phenyl)-3-imidazol-1-yl-3-oxo-propyl]-3-oxo-butyramide 
• 81790-28-5 3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid methyl ester 
• 81790-29-6 (E)-3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-acrylic acid methyl ester 
• 81790-33-2 3-[Benzyloxy-(3-oxo-butyryl)-amino]-2-(4-benzyloxy-phenyl)-propionic acid 
• 81790-38-7 3-Acetyl-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one 
• 81790-30-9 3-acetyl-1-(benzyloxy)-4-hydroxy-5-<(p-benzyloxy)phenyl>-2(1H)-pyridinone 

Relevant articles and documents

Convergent Total Synthesis of (+/-)-Tenellin

A convergent total synthesis of the fungal biochrome tenellin is reported.The synthesis features an efficient cyclocondensation of a cinnamate derived isocyanate with a fully elaborated diene β-keto ester enolate reaction partner.