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2′,4′,6′-Trihydroxyacetophenone

2′,4′,6′-Trihydroxyacetophenone structure

CAS No:
480-66-0
Formula:
C8H8O4
Chemical Name:
2′,4′,6′-Trihydroxyacetophenone
Synonyms:
Ethanone,1-(2,4,6-trihydroxyphenyl)-;Phloroacetophenone;Acetophenone,2′,4′,6′-trihydroxy-;1-(2,4,6-Trihydroxyphenyl)ethanone;Phloracetophenone;Acetophloroglucine;2′,4′,6′-Trihydroxyacetophenone;Acetylphloroglucinol;Phloracetophene;2-Acetyl-1,3,5-trihydroxybenzene;NSC 54927;1-(2,4,6-Trihydroxyphenyl)ethan-1-one;2-Acetyl-1,3,5-benzenetriol;2-Acetylphloroglucinol
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Phloracetophenone (2,4,6-trihydroxyacetophenone) is the aglycone part of acetophenone glycoside obtained from Curcuma comosa Roxb, with cholesterol-lowering activity. Phloracetophenone enhances cholesterol 7α-hydroxylase (CYP7A1) activity[1]. Phloracetophenone stimulats bile secretion mediated through Mrp2[2].

2,4,6-Trihydroxyacetophenone (THAP) is a phloroglucinol.

Solid

2',4',6'-trihydroxyacetophenone is a benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acidic glycans and glycopeptides. It has a role as a MALDI matrix material and a plant metabolite. It is a methyl ketone, a benzenetriol and an aromatic ketone.

2′,4′,6′-Trihydroxyacetophenone Basic Attributes

Molecular Weight：

168.15

Exact Mass：

168.15

EC Number：

207-556-5

UNII：

8L7XD8830T

NSC Number：

54927

DSSTox ID：

DTXSID5060061

HScode：

2942000000

Characteristics

PSA：

77.8

XLogP3：

1.1

Appearance：

Solid

Density：

1.4±0.1 g/cm3

Melting Point：

218 °C

Boiling Point：

333.2ºC at 760 mmHg

Flash Point：

169.5±18.8 °C

Refractive Index：

1.641

Water Solubility：

Soluble in water.

Storage Conditions：

Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Vapor Pressure：

7.16E-05mmHg at 25°C

Collision Cross Section：

129 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S36-S24/25

RTECS Number：

AN0528000

Marks：

Xi:Irritant

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

Caution Statement：

P261; P305 + P351 + P338

Drug Information

MeSH Entry Terms：

2,4,-dihydroxy-acetophenone

2′,4′,6′-Trihydroxyacetophenone Use and Manufacturing

Uses

Monoacetylphloroglucinol (MAPG) is small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5-trihydroxybenzene) family, produced by bacteria including Pseudomonas strains. MAPG exhibits a broad range of biological activity albeit with mostly low potency. In the search for novel actives, MAPG and related metabolites are important metabolites for dereplication to eliminate leads due to high amounts of weakly potent actives. Although weakly active, this family appears to be important in the biocontrol of plant diseases by some Pseudomonas strains. Induced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion

Manufacturing Info：

Ethanone, 1-(2,4,6-trihydroxyphenyl)-: ACTIVE

Computed Properties

Molecular Weight:168.15
XLogP3:1.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:168.04225873
Monoisotopic Mass:168.04225873
Topological Polar Surface Area:77.8
Heavy Atom Count:12
Complexity:168
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Synthesis Route

265975-36-8

Recommended Suppliers of 2′,4′,6′-Trihydroxyacetophenone

Shaanxi Dideu Medichem Co. Ltd Contact Supplier

CN
3 YRS

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2',4',6'-Trihydroxyacetophenone monohydrate

CAS No.: 480-66-0

Grade: Industrial Grade

Content: 99%

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Greenbo Biochem Contact Supplier

CN
3 YRS

Business licensed Certified factory

Manufactory Supplier of Active Pharm Ingredients,Chemical Catalyst,Pharmaceutical Intermediates,Flavors and Fragrances,Agrochemicals,Chemical Pesticides,Organic Intermediates,OLED Intermediates

2',4',6'-Trihydroxyacetophenone monohydrate 99% high purity certified Professional producer Greenbo

CAS No.: 480-66-0

Grade: Pharmacy Grade

Content: 99%

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45 Suppliers of 2′,4′,6′-Trihydroxyacetophenone

Latest News on 2′,4′,6′-Trihydroxyacetophenone

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Guide of 2′,4′,6′-Trihydroxyacetophenone

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Synthesis Route
Recommended Suppliers
Latest News
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2′,4′,6′-Trihydroxyacetophenone

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