NP-MRD: Showing NP-Card for 6-hydroxy-8-quinoline carboxylic acid (NP0007729)

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Record Information

Version

2.0

Created at

2020-12-09 04:31:50 UTC

Updated at

2021-07-15 16:58:23 UTC

NP-MRD ID

NP0007729

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-8-quinoline carboxylic acid

Provided By

NPAtlas

Description

6-Hydroxyquinoline-8-carboxylic acid belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. 6-hydroxy-8-quinoline carboxylic acid is found in Cortinarius subtortus. Based on a literature review very few articles have been published on 6-hydroxyquinoline-8-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 21 22  0  0  0  0            999 V2000
    0.5807    3.1104    0.3748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5210    2.5350    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    3.2908    0.3153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5823    1.1058    0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    0.5034   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9196   -0.8779   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1713   -1.4624   -0.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7807   -1.6524   -0.3443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4644   -1.0772   -0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6118   -1.8424   -0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -1.1801   -0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    0.1833    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266    0.8924    0.1068 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5352    0.3037   -0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1216    3.5887    1.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7173    1.0965   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6396   -1.7914    0.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -2.7364   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5616   -2.9089   -0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7548   -1.7326   -0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8458    0.6518    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
  3 15  1  0  0  0  0
  5 16  1  0  0  0  0
  7 17  1  0  0  0  0
  8 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 12 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007729

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C(O[H])=C([H])C2=C([H])C([H])=C([H])N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H7NO3/c12-7-4-6-2-1-3-11-9(6)8(5-7)10(13)14/h1-5,12H,(H,13,14)

> <INCHI_KEY>
YIAIMAQOJFRZRW-UHFFFAOYSA-N

> <FORMULA>
C10H7NO3

> <MOLECULAR_WEIGHT>
189.17

> <EXACT_MASS>
189.042593089

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
18.156312420708588

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-hydroxyquinoline-8-carboxylic acid

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.1547363476713814

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.195731479468709

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.765664421458405

> <JCHEM_PKA_STRONGEST_BASIC>
2.760026075684019

> <JCHEM_POLAR_SURFACE_AREA>
70.42

> <JCHEM_REFRACTIVITY>
49.2164

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxyquinoline-8-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       0.581   3.110   0.375  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.521   2.535   0.253  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.671   3.291   0.315  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.582   1.106   0.050  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.813   0.503  -0.081  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.920  -0.878  -0.279  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.171  -1.462  -0.408  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.781  -1.652  -0.344  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.464  -1.077  -0.217  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.612  -1.842  -0.281  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.812  -1.180  -0.143  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.867   0.183   0.050  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.727   0.892   0.107  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.535   0.304  -0.021  0.00  0.00           C+0
HETATM   15  H   UNK     0      -2.122   3.589   1.170  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.717   1.097  -0.032  0.00  0.00           H+0
HETATM   17  H   UNK     0      -3.640  -1.791   0.447  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.821  -2.736  -0.498  0.00  0.00           H+0
HETATM   19  H   UNK     0       1.562  -2.909  -0.433  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.755  -1.733  -0.185  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.846   0.652   0.153  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   15                                                       
CONECT    4    2    5   14                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   17                                                       
CONECT    8    6    9   18                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13    4    9                                                  
CONECT   15    3                                                            
CONECT   16    5                                                            
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   12                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
6-Hydroxyquinoline-8-carboxylate	Generator

Chemical Formula

C₁₀H₇NO₃

Average Mass

189.1700 Da

Monoisotopic Mass

189.04259 Da

IUPAC Name

6-hydroxyquinoline-8-carboxylic acid

Traditional Name

6-hydroxyquinoline-8-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C2N=CC=CC2=CC(O)=C1

InChI Identifier

InChI=1S/C10H7NO3/c12-7-4-6-2-1-3-11-9(6)8(5-7)10(13)14/h1-5,12H,(H,13,14)

InChI Key

YIAIMAQOJFRZRW-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cortinarius subtortus	NPAtlas	18447384

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinoline carboxylic acids

Direct Parent

Quinoline carboxylic acids

Alternative Parents

Substituents

Quinoline-8-carboxylic acid
Hydroxyquinoline
Hydroxybenzoic acid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyridine
Heteroaromatic compound
Azacycle
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
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	1.83	ALOGPS
logP	1.15	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	2.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.42 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	49.22 m³·mol⁻¹	ChemAxon
Polarizability	18.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007367

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15301893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20376344

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 6-hydroxy-8-quinoline carboxylic acid (NP0007729)

MOL for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

3D MOL for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

3D SDF for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

3D-SDF for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

PDB for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

3D PDB for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

SMILES for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

INCHI for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

Structure for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)

3D Structure for NP0007729 (6-hydroxy-8-quinoline carboxylic acid)