90426-22-5

Basic information

• Product Name: Danielone
• Synonyms: Danielone;2-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone;3',5'-Dimethoxy-4',α-dihydroxyacetophenone;α-Hydroxyacetosyringone
• CAS NO: 90426-22-5
• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.19928
• Mol File: 90426-22-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 145°C
• Boiling Point: 390.8°Cat760mmHg
• Flash Point: 155.8°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 8.29E-07mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: Danielone(CAS DataBase Reference)
• NIST Chemistry Reference: Danielone(90426-22-5)
• EPA Substance Registry System: Danielone(90426-22-5)

Safety Data

• Hazardous Substances Data: 90426-22-5(Hazardous Substances Data)

Usage

Definition

ChEBI: An aromatic ketone that is 2-hydroxy-1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It is a phytoalexin isolated from the papaya fruit and exhibits antifungal activity.

Preparation

Preparation by an efficient simple three-step synthesis.

InChI:InChI=1/C10H12O5/c1-14-8-3-6(7(12)5-11)4-9(15-2)10(8)13/h3-4,11,13H,5H2,1-2H3

Upstream product

• 226383-16-0 3',5'-dimethoxy-4'-methoxymethoxyacetophenone 
• 284043-08-9 γ-O-(3,5-dimethoxy-4-hydroxyphenacyl) t-butyl N-t-boc L-glutamate 
• 284043-14-7 4-tert-butoxycarbonylamino-butyric acid 2-(4-hydroxy-3,5-dimethoxy-phenyl)-2-oxo-ethyl ester 
• 51149-28-1 2-bromo-1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone 
• 2478-38-8 1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone 
• 134-96-3 syringic aldehyde 
• 873978-83-7 4'-O-benzyl-α-hydroxyacetosyringone 
• 284043-12-5 4-amino-butyric acid 2-(4-hydroxy-3,5-dimethoxy-phenyl)-2-oxo-ethyl ester 
• 90426-23-6 α-hydroxyacetosyringone diacetate 

Relevant articles and documents

Identification of plant factors inducing virulence gene expression in Agrobacterium tumefaciens

In the natural gene-transfer system of Agrobacterium tumefaciens, the expression of virulence (vir) gene of Ti (tumor inducing) plasmid is essential for the subsequent transferred deoxyribonucleic acid (T-DNA) transfer from bacterium to plant cells. vir g

New Phototriggers: Extending the p-Hydroxyphenacyl π-π* Absorption Range

(Matrix Presented) Introducing 3-methoxy or 3,5-dimethoxy substituents on the 4-hydroxyphenacyl (pHP) photoremovable protecting group has been explored with two excitatory γ-amino acids, L-glutamic acid and γ-amino butyric acid (GABA). These substituents significantly extend the absorption range of the pHP chromophore, e.g., the tail of absorption bands of 2a,b extend above 400 nm, well beyond the absorptions of aromatic amino acids and nucleotides. Irradiation releases the amino acids with rate constants of ～107 s-1 and appearance efficiencies (Φapp) of 0.03-0.04. The photoproducts are formed through the pHP excited triplet and are primarily products of photoreduction and photohydrolysis. 1a,b also rearranged to the phenylacetic acid 3.