2-Heptyl-4(1H)-quinolone (BioCAD00000002496)

{$topic}

Metabolite Card

Formula: C16H21NO (243.1623)
SMILES: CCCCCCCC1=CC(=O)C2=CC=CC=C2N1

Synonyms [en]

2-heptyl-4-quinolone; 2-heptyl-4-hydroxyquinoline; 2-heptyl-4(1H)-quinolone; 2-heptylquinolin-4(1H)-one; HHQ; pseudan VII

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

2-Heptyl-4(1H)-quinolone. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000002496). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

2-heptyl-4-quinolone is a quinolone consisting of quinolin-4(1H)-one carrying a heptyl substituent at position 2. It has a role as an antibacterial agent, an iron chelator, a signalling molecule and a metabolite. It is a tautomer of a 2-heptyl-4-hydroxyquinoline. 2-heptylquinolin-4(1H)-one is a natural product found in Streptomyces, Haplophyllum griffithianum, and other organisms with data available.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2503-80-2
  • CAS Registry Number: 40522-46-1
  • PubChem: 164974
  • ChEBI: ChEBI:62219
  • KEGG: C20643
  • NCBI MeSH: MY 12-62c
  • MoNA: Alkaloids000534
  • MoNA: CCMSLIB00005723688
  • MoNA: QE_Alk_neg000097
  • MoNA: QE_Alk_neg000098
  • MoNA: TOF_alkaloids_neg000123
  • MoNA: TOF_alkaloids_neg000124
  • MoNA: TOF_alkaloids_pos000445

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R10467 1.14.13.182 2-heptyl-4(1H)-quinolone,NADH:oxygen oxidoreductase (3-hydroxylating)
KEGG:R10589 2.3.1.230 anthraniloyl-CoA:3-oxodecanoate C-anthraniloyltransferase (decarboxylating)
KEGG:R11590 2.3.1.230 octanoyl-CoA:2-aminobenzoylacetate octanoyltransferase
Rhea:RHEA:37872 1.14.13.182 2-heptyl-4(1H)-quinolone + NADH + O2 + H+ => 2-heptyl-3-hydroxy-4(1H)-quinolone + NAD+ + H2O
Rhea:RHEA:37873 1.14.13.182 2-heptyl-3-hydroxy-4(1H)-quinolone + NAD+ + H2O => 2-heptyl-4(1H)-quinolone + NADH + O2 + H+
Rhea:RHEA:37874 1.14.13.182 2-heptyl-4(1H)-quinolone + NADH + O2 + H+ <=> 2-heptyl-3-hydroxy-4(1H)-quinolone + NAD+ + H2O
Rhea:RHEA:50397 2.3.1.230 (2-aminobenzoyl)acetate + octanoyl-CoA + H+ => 2-heptyl-4(1H)-quinolone + CO2 + CoA + H2O
Rhea:RHEA:50398 2.3.1.230 2-heptyl-4(1H)-quinolone + CO2 + CoA + H2O => (2-aminobenzoyl)acetate + octanoyl-CoA + H+
Rhea:RHEA:50399 2.3.1.230 (2-aminobenzoyl)acetate + octanoyl-CoA + H+ <=> 2-heptyl-4(1H)-quinolone + CO2 + CoA + H2O
Rhea:RHEA:50409 1-(2-aminophenyl)decane-1,3-dione => 2-heptyl-4(1H)-quinolone + H2O
Rhea:RHEA:50410 2-heptyl-4(1H)-quinolone + H2O => 1-(2-aminophenyl)decane-1,3-dione
Rhea:RHEA:50411 1-(2-aminophenyl)decane-1,3-dione <=> 2-heptyl-4(1H)-quinolone + H2O
View More
Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6660 2-heptyl-3-hydroxy-4(1H)-quinolone biosynthesis
BioCyc:META_PWY-6662 superpathway of quinolone and alkylquinolone biosynthesis
View All Pathways