CAS 2161-86-6|2,4-diacetylphloroglucinol|2,4-Diacetylphloroglucinol|2,4-Diacetylbenzene-1,3,5-triol|1-(3-acetyl-2,4,6-trihydroxyphenyl)ethan-1-one|1,3-Diacetyl-2,4,6-trihydroxybenzene|2,4-Diacetylph...

General Information

Structure

Molecular Formula

C₁₀H₁₀O₅

Molecular Mass

210.1834

Exact Mass

210.05282342

Charge

InChI

InChI=1S/C10H10O5/c1-4(11)8-6(13)3-7(14)9(5(2)12)10(8)15/h3,13-15H,1-2H3

InChIKey

PIFFQYJYNWXNGE-UHFFFAOYSA-N

Canonic Smiles

CC(=O)c1c(O)cc(c(c1O)C(=O)C)O

Isomeric Smiles

O=C(c1c(cc(c(c1O)C(=O)C)O)O)C

Calculated Properties

JChem

LogD (pH = 7.4)

2.48

LogD (pH = 5.5)

2.77

Log P

2.78

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

7.43

Polar Surface Area

94.83

Polarizability

19.80

Molar Refractivity

52.81

LOG S

-0.93

Data Source

Academic Data

Wikipedia

2,4-Diacetylphloroglucinol

Commercial Catalog

Data Source

Names and Identifiers

IUPAC Traditional name

2,4-diacetylphloroglucinol

Synonyms

2,4-Diacetylphloroglucinol2,4-Diacetylbenzene-1,3,5-triol1,3-Diacetyl-2,4,6-trihydroxybenzene2,4-DiacetylphloroglucinolDAPG5-Acetyl-2,4,6-trihydroxyacetophenone1,1'-(2,4,6-Trihydroxy-1,3-phenylene)bis-ethanone2,4-DAPGdiacetylphloroglucinol5-acetyl-2,4,6-trihydroxyacetophenone2,4-diacetylphloroglucinol1,5-diacetyl-2,4,6-trihydroxybenzene1,1'-(2,4,6-Trihydroxy-1,3-phenylene)bisethanone1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone2,4,6-trihydroxy-1,3-diacetylbenzene

IUPAC name

1-(3-acetyl-2,4,6-trihydroxyphenyl)ethan-1-one

Names and Identifiers

Registration numbers

CAS Number

2161-86-6

MDL Number

MFCD00100483

PubChem CID

16547

Wikipedia Title

2,4-Diacetylphloroglucinol

CHEMBL

276139CHEMBL276139

PubChem SID

162044315223443981

Unique Ingredient Identifier

8XV4YYO3WN

Chemspider ID

15687

PubMed Citation Links

18058176247479072468929615826166224481051575904124742073

MetaboLights Database

MTBLS2096MTBLS2871MTBLS4820

BRENDA Database

3.7.1.243.7.1.42.3.1.272

BKMS React Database

SureChEMBL Database

CompTox Database

BindingDB Database

ACToR Database

CHEBI ID

BRENDA Ligand Database

206963

Reaxys Registry

1881572

Registration numbers

Properties

Safety Information

Storage Warning

Irritant/Store at -20°C/Store under Argon

Storage Condition

-20°C Freezer

MSDS Link

Download link

Physical Property

Solubility

Ethanol

Methanol

Apperance

Light Pink to Light Orange Solid

Melting Point

166-167°C

Product Information

Certificate of Analysis

Download link

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

2,4-Diacetylphloroglucinol

TRC

D365500

A secondary metabolite of P. Fluorescens strain CHAO which is a pathogen suppressor as well as showing inhibitory effects on bacteria, fungi, and plants. Also show marked antiviral activity against both RNA virus with envelop (vesicular stomatitis vir

ChEBI

CHEBI:78688

A benzenetriol that is phloroglucinol in which two of the ring hydrogens are replaced by acetyl groups.

Molecule Details

References

PubChem Literature

From Data Sources

• Tada, M., et al.: J. Med. Chem., 35, 1209 (1978)

• Molecular Plant-Microbe Interactions, 5, 1 (1992)

• Journal of Antibiotics, 31,11, 1201 (1978)

• Tada, M., et al.: Agric. Biol. Chem., 54, 3061 (1978)

References