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40522-46-1

40522-46-1 Structure

40522-46-1 Structure
IdentificationBack Directory
[Name]

2-Heptylquinoline-4(1H)-one
[CAS]

40522-46-1
[Synonyms]

Pseudane VII
Dihydroakutine
2-Heptyl-4-quinolone
2-Heptylquinolin-4(1H)-one
2-heptyl-1H-quinolin-4-one
2-Heptyl-4(1H)-quinolinone
2-Heptylquinoline-4(1H)-one
4(1H)-Quinolinone, 2-heptyl-
[Molecular Formula]

C16H21NO
[MDL Number]

MFCD16619170
[MOL File]

40522-46-1.mol
[Molecular Weight]

243.34
Chemical PropertiesBack Directory
[Melting point ]

122-126 °C
[Boiling point ]

361.5±42.0 °C(Predicted)
[density ]

1.013
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble5mg/mL, clear
[form ]

powder
[pka]

2.34±0.70(Predicted)
[color ]

white to beige
[InChI]

1S/C16H21NO/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17-13/h7-8,10-12H,2-6,9H2,1H3,(H,17,18)
[InChIKey]

UYRHHBXYXSYGHA-UHFFFAOYSA-N
[SMILES]

[nH]1c2c([c](cc1CCCCCCC)=O)cccc2
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

2-Heptyl-4-quinolone is an intermediate in the synthesis of the Pseudomonas quinolone signal (PQS) that controls swarming by positively regulating phenazine production. 2-Heptyl-4-quinolone induces the production of the phenazine-1-carboxylic acid (PCA)[1].
[Definition]

ChEBI: A quinolone consisting of quinolin-4(1H)-one carrying a heptyl substituent at position 2.
[General Description]

HHQ belongs to 2-alkyl-4-quinolone compounds, which are lipophilic and are slightly soluble in water.
[Biochem/physiol Actions]

HHQ stimulates vesicle formation but not as much as PQS.
[References]

[1] Ha DG, et al. 2-Heptyl-4-quinolone, a precursor of the Pseudomonas quinolone signal molecule, modulates swarming motility in Pseudomonas aeruginosa. J Bacteriol. 2011 Dec;193(23):6770-80. DOI:10.1128/JB.05929-11
Spectrum DetailBack Directory
[Spectrum Detail]

2-Heptylquinoline-4(1H)-one(40522-46-1)1HNMR
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