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Acetosyringone

Acetosyringone structure

CAS No:
2478-38-8
Formula:
C10H12O4
Chemical Name:
Acetosyringone
Synonyms:
Ethanone,1-(4-hydroxy-3,5-dimethoxyphenyl)-;Acetophenone,4′-hydroxy-3′,5′-dimethoxy-;1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone;Acetosyringone;4′-Hydroxy-3′,5′-dimethoxyacetophenone;2,6-Dimethoxy-4-acetylphenol;4-Acetyl-2,6-dimethoxyphenol;Syringylethanone;2,6-Dimethoxy-4-acetophenol;3′,5′-Dimethoxy-4′-hydroxyacetophenone;Syringone;4-Acetylsyringol;4-Hydroxy-3,5-dimethoxyphenylethanone;Acetosyringenin;1-(4-Hydroxy-3,5-dimethoxyphenyl)ethan-1-one
Categories:
Chemical Reagents > Organic Reagents

Description

Acetosyringone is a phenolic compound from wounded plant cells, enables virA gene which encodes a membrane-bound kinase to phosphorylate itself and activate the virG gene product, which stimulates the transcription of other vir genes and itself[1]. Acetosyringone enhances efficient Dunaliella transformation of Agrobacterium strains[2].

Acetosyringone is a member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It has a role as a non-steroidal anti-inflammatory drug, an anti-asthmatic drug, a non-narcotic analgesic, a peripheral nervous system drug and a plant metabolite. It is a member of acetophenones, a dimethoxybenzene and a member of phenols.

Acetosyringone Basic Attributes

Molecular Weight：

196.2

Exact Mass：

196.20

EC Number：

219-610-5

UNII：

866P45Y84S

DSSTox ID：

DTXSID2062454

HScode：

2914509090

Characteristics

PSA：

55.8

XLogP3：

0.2

Appearance：

Beige to light brown Crystalline Powder

Density：

1.2±0.1 g/cm3

Melting Point：

117 °C

Boiling Point：

334.7°C at 760 mmHg

Flash Point：

131.7±20.0 °C

Refractive Index：

1.528

Water Solubility：

H2O: soluble

Storage Conditions：

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Vapor Pressure：

6.49E-05mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

AM8440000

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 47 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Drugs that are used to treat asthma. (See all compounds classified as Anti-Asthmatic Agents.)|Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

MeSH Entry Terms：

acetosyringenin

Acetosyringone Use and Manufacturing

Uses

A buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro.

Use Classification：

Food additives -> Flavoring Agents

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:196.20
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:196.07355886
Monoisotopic Mass:196.07355886
Topological Polar Surface Area:55.8
Heavy Atom Count:14
Complexity:190
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Toluene

Pyridine

Benzene

Hydrochloric acid

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