NP-MRD: Showing NP-Card for 2-undecyl-1h-quinolin-4-one (NP0201113)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 20:05:41 UTC

Updated at

2022-09-04 20:05:41 UTC

NP-MRD ID

NP0201113

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-undecyl-1h-quinolin-4-one

Description

2-Undecyl-4(1H)-quinolinone, also known as 4-hydroxy-2-undecylquinoline, belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. 2-Undecyl-4(1H)-quinolinone is a moderately basic compound (based on its pKa). Outside of the human body, 2-Undecyl-4(1H)-quinolinone has been detected, but not quantified in, herbs and spices. 2-undecyl-1h-quinolin-4-one is found in Ptelea trifoliata and Ruta graveolens. This could make 2-undecyl-4(1H)-quinolinone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
    8.1513    0.4121   -0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    0.7544   -0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -0.4114   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3783   -0.2249   -0.4698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    0.9565    0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4675    1.3793    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3540    0.4755    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173   -0.7536   -0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439   -1.5319    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2820   -0.7210    0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791   -1.5239    0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6402   -0.6267    0.7721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9454    0.2043    1.8137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0514    1.0576    1.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130    1.8108    2.7004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8156    1.0377    0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9267    1.8680    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7003    1.8505   -0.6888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3788    1.0017   -1.7385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2724    0.1933   -1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4889    0.1909   -0.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008   -0.6212   -0.3203 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3098   -0.5784   -0.9946 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7636    1.1500   -1.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3879    0.4394    0.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5064    1.6954   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5985    0.8971   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2122   -1.3052   -0.8515 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1434   -0.5634    0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1317   -0.2602   -1.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9843   -1.1727    0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5001    1.8810    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0458    0.7895    1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2744    1.8264   -0.9295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2852    2.3308    0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4128    1.1149    0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4818    0.2596    1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -0.4508   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460   -1.4103   -0.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2318   -1.6949    1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -2.5125   -0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1872    0.1672    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5256   -0.3740   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2685   -1.8481    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523   -2.4247    0.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3471    0.2155    2.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1854    2.5323    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5674    2.4824   -0.8172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9851    0.9903   -2.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0143   -0.4715   -2.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1927   -1.2512   -1.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 12  1  0
 21 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 13 46  1  0
 17 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 22 51  1  0
M  END


  Mrv0541 05061306512D          

 22 23  0  0  0  0            999 V2000
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18 14  2  0  0  0  0
 19 15  2  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0201113

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC1=CC(=O)C2=CC=CC=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H29NO/c1-2-3-4-5-6-7-8-9-10-13-17-16-20(22)18-14-11-12-15-19(18)21-17/h11-12,14-16H,2-10,13H2,1H3,(H,21,22)

> <INCHI_KEY>
KKSIGOUTTVXAKQ-UHFFFAOYSA-N

> <FORMULA>
C20H29NO

> <MOLECULAR_WEIGHT>
299.4504

> <EXACT_MASS>
299.224914555

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
38.08013438442073

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.75

> <JCHEM_LOGP>
6.675643042333334

> <ALOGPS_LOGS>
-5.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.387829040643558

> <JCHEM_PKA_STRONGEST_BASIC>
1.535327440021426

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
96.77079999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.40e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-undecyl-1H-quinolin-4-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.671 -11.550   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.673 -16.170   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.339 -16.940   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.673 -14.630   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.005 -16.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.339 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.005 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339 -12.320   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      18.672 -13.860   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      22.673 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13                                                       
CONECT   11   12   14                                                       
CONECT   12   11   15                                                       
CONECT   13   10   17                                                       
CONECT   14   11   18                                                       
CONECT   15   12   19                                                       
CONECT   16   17   20                                                       
CONECT   17   13   16   21                                                  
CONECT   18   14   19   20                                                  
CONECT   19   15   18   21                                                  
CONECT   20   16   18   22                                                  
CONECT   21   17   19                                                       
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
4-Hydroxy-2-undecylquinoline	HMDB
2-Undecyl-4(1H)-quinolone	HMDB

Chemical Formula

C₂₀H₂₉NO

Average Mass

299.4504 Da

Monoisotopic Mass

299.22491 Da

IUPAC Name

2-undecyl-1,4-dihydroquinolin-4-one

Traditional Name

2-undecyl-1H-quinolin-4-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC1=CC(=O)C2=CC=CC=C2N1

InChI Identifier

InChI=1S/C20H29NO/c1-2-3-4-5-6-7-8-9-10-13-17-16-20(22)18-14-11-12-15-19(18)21-17/h11-12,14-16H,2-10,13H2,1H3,(H,21,22)

InChI Key

KKSIGOUTTVXAKQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ptelea trifoliata	LOTUS Database	35616633
Ruta graveolens	LOTUS Database	35616633

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

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.75	ALOGPS
logP	6.68	ChemAxon
logS	-5.7	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	10	ChemAxon
Refractivity	96.77 m³·mol⁻¹	ChemAxon
Polarizability	38.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032996

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010985

KNApSAcK ID

Not Available

Chemspider ID

8238884

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10063343

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-undecyl-1h-quinolin-4-one (NP0201113)

MOL for NP0201113 (2-undecyl-1h-quinolin-4-one)

3D MOL for NP0201113 (2-undecyl-1h-quinolin-4-one)

3D SDF for NP0201113 (2-undecyl-1h-quinolin-4-one)

3D-SDF for NP0201113 (2-undecyl-1h-quinolin-4-one)

PDB for NP0201113 (2-undecyl-1h-quinolin-4-one)

3D PDB for NP0201113 (2-undecyl-1h-quinolin-4-one)

SMILES for NP0201113 (2-undecyl-1h-quinolin-4-one)

INCHI for NP0201113 (2-undecyl-1h-quinolin-4-one)

Structure for NP0201113 (2-undecyl-1h-quinolin-4-one)

3D Structure for NP0201113 (2-undecyl-1h-quinolin-4-one)