MiMeDB: Showing metabocard for 2-n-heptyl-4-hydroxyquinoline (MMDBc0026274)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:56:44 UTC

Update Date

2022-08-31 06:51:46 UTC

Metabolite ID

MMDBc0026274

Metabolite Identification

Common Name

2-n-heptyl-4-hydroxyquinoline

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304301923472D          

 18 19  0  0  0  0            999 V2000
   -1.7867   -1.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867    1.2398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5030    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0704    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3619    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9355    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0704    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2192    0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9355    1.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  2  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5  7  1  0  0  0  0
  6  7  2  0  0  0  0
  6 11  1  0  0  0  0
  8 10  2  0  0  0  0
  9 12  2  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0026274

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC1=CC(=O)C2=C(N1)C=CC=C2

> <INCHI_IDENTIFIER>
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)

> <INCHI_KEY>
UYRHHBXYXSYGHA-UHFFFAOYSA-N

> <FORMULA>
C16H21NO

> <MOLECULAR_WEIGHT>
243.35

> <EXACT_MASS>
243.1623143

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.549194752590502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-heptyl-1,4-dihydroquinolin-4-one

> <ALOGPS_LOGP>
5.13

> <JCHEM_LOGP>
4.897368382333333

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.387829040702895

> <JCHEM_PKA_STRONGEST_BASIC>
1.5353274400215895

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
78.3668

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-heptyl-4-quinolone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 30-APR-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-19         0                                  
HETATM    1  O   UNK     0      -3.335  -2.314   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0      -3.335   2.314   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -4.672   0.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.672   1.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.335  -0.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.998   1.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.998   0.007   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.009  -0.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.009   2.314   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.346   0.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.676   2.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.346   1.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.661   1.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.998   2.314   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.335   1.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.672   2.314   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.009   1.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.346   2.314   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    4    6                                                       
CONECT    3    4    5    8                                                  
CONECT    4    2    3    9                                                  
CONECT    5    1    3    7                                                  
CONECT    6    2    7   11                                                  
CONECT    7    5    6                                                       
CONECT    8    3   10                                                       
CONECT    9    4   12                                                       
CONECT   10    8   12                                                       
CONECT   11    6   13                                                       
CONECT   12    9   10                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

Synonyms

Value	Source
2-Heptyl-1H-quinolin-4-one	ChEBI
2-Heptyl-4(1H)-quinolone	ChEBI
2-Heptyl-4-hydroxyquinoline	MeSH
4-HHQ Compound	MeSH
MY 12-62C	MeSH
MY-12-62C	MeSH

Molecular Formula

C₁₆H₂₁NO

Average Mass

243.35

Monoisotopic Mass

243.1623143

IUPAC Name

2-heptyl-1,4-dihydroquinolin-4-one

Traditional Name

2-heptyl-4-quinolone

CAS Registry Number

Not Available

SMILES

CCCCCCCC1=CC(=O)C2=C(N1)C=CC=C2

InChI Identifier

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)

InChI Key

UYRHHBXYXSYGHA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Hydroquinolones

Alternative Parents

Substituents

Dihydroquinolone
Dihydroquinoline
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous amide
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolone (CHEBI:62219 )
a tautomer (CPD-12836 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	5.13	ALOGPS
logP	4.9	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	11.39	ChemAxon
pKa (Strongest Basic)	1.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	78.37 m³·mol⁻¹	ChemAxon
Polarizability	29.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0015593	2-n-heptyl-4-hydroxyquinoline	2-heptyl-3-hydroxy-4-quinolone	2-heptyl-3-hydroxy-4(1H)-quinolone synthase	Synthesis	RHEA	34755880
MMDBr0015594	2-n-heptyl-4-hydroxyquinoline	2-heptyl-3-hydroxy-4-quinolone	2-heptyl-3-hydroxy-4(1H)-quinolone synthase	Synthesis	RHEA	34755880
MMDBr0016513	2-aminobenzoylacetate	2-n-heptyl-4-hydroxyquinoline	2-heptyl-4(1H)-quinolone synthase subunit PqsC	Synthesis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	3	Human	Metabolic reconstruction
Bacteria	Actinobacteria	3	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

164974

PDB ID

Not Available

ChEBI ID

62219

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 2-n-heptyl-4-hydroxyquinoline (MMDBc0026274)

MOL for #<Metabolite:0x0000564af2b97970>

3D MOL for #<Metabolite:0x0000564af2b97970>

3D SDF for #<Metabolite:0x0000564af2b97970>

3D-SDF for #<Metabolite:0x0000564af2b97970>

PDB for #<Metabolite:0x0000564af2b97970>

3D PDB for #<Metabolite:0x0000564af2b97970>

SMILES for #<Metabolite:0x0000564af2b97970>

INCHI for #<Metabolite:0x0000564af2b97970>

Structure for #<Metabolite:0x0000564af2b97970>

3D Structure for #<Metabolite:0x0000564af2b97970>