NP-MRD: Showing NP-Card for Quinoline yellow (NP0336894)

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Record Information

Version

2.0

Created at

2024-09-11 08:19:34 UTC

Updated at

2024-09-11 08:19:34 UTC

NP-MRD ID

NP0336894

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quinoline yellow

Description

Quinoline yellow, also known as acid yellow 3 or chinogelb, belongs to the class of organic compounds known as indanediones. Indanediones are compounds containing an indane ring bearing two ketone groups. Quinoline yellow is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 01111305322D          

 29 32  0  0  0  0            999 V2000
   -4.0071   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -8.3384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818   -7.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411   -8.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -9.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3109   -9.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244   -8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818   -7.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -9.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -9.1634    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1748   -9.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -9.1634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -9.9884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -6.6884    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778   -7.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0052   -5.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1506   -6.2759    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 16  1  0  0  0  0
 12 15  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 12 20  2  0  0  0  0
 13 21  2  0  0  0  0
  4 22  1  0  0  0  0
  2 26  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
M  END


  Mrv0541 01111305322D          

 29 32  0  0  0  0            999 V2000
   -4.0071   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7216   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2927   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782   -8.3384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -7.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8637   -7.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818   -7.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411   -8.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856   -8.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0693   -9.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -9.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3109   -9.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5244   -8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4818   -7.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3793   -9.7904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -9.1634    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1748   -9.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8689   -9.1634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0071   -9.9884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -6.6884    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778   -7.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0052   -5.9421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1506   -6.2759    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 16  1  0  0  0  0
 12 15  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 12 20  2  0  0  0  0
 13 21  2  0  0  0  0
  4 22  1  0  0  0  0
  2 26  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336894

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H11NO8S2/c20-17-11-3-1-2-4-12(11)18(21)15(17)13-6-5-9-7-10(28(22,23)24)8-14(16(9)19-13)29(25,26)27/h1-8,15H,(H,22,23,24)(H,25,26,27)

> <INCHI_KEY>
OESPFRYVCUTRKF-UHFFFAOYSA-N

> <FORMULA>
C18H11NO8S2

> <MOLECULAR_WEIGHT>
433.412

> <EXACT_MASS>
432.992607713

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
39.327097323817966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulfonic acid

> <ALOGPS_LOGP>
-0.83

> <JCHEM_LOGP>
-3.435501444687358

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-3.0512702424304825

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.051839119049387

> <JCHEM_PKA_STRONGEST_BASIC>
1.7937917498819773

> <JCHEM_POLAR_SURFACE_AREA>
155.76999999999998

> <JCHEM_REFRACTIVITY>
100.02779999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1,3-dioxo-2H-inden-2-yl)quinoline-6,8-disulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0      -7.480 -12.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.814 -13.255   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.814 -14.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.480 -15.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.146 -14.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.146 -13.255   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.813 -12.485   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -4.813 -15.565   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -3.479 -14.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.479 -13.255   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.145 -15.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.899 -14.660   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.669 -17.030   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.757 -15.143   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.346 -15.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.129 -17.030   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.959 -18.118   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.447 -17.720   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.846 -16.232   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.899 -13.120   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.575 -18.275   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0      -7.480 -17.105   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0      -5.926 -17.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -9.089 -17.105   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -7.480 -18.645   0.000  0.00  0.00           O+0
HETATM   26  S   UNK     0     -10.147 -12.485   0.000  0.00  0.00           S+0
HETATM   27  O   UNK     0     -10.972 -13.803   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -9.343 -11.092   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -11.481 -11.715   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9    7                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11   15   20                                                  
CONECT   13   11   16   21                                                  
CONECT   14   15   19                                                       
CONECT   15   12   14   16                                                  
CONECT   16   13   17   15                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22    4   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26    2   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Value	Source
2-(2-Quinolyl)-1,3-indandione disulfonic acid disodium salt	HMDB
Acid yellow 3	HMDB
Basacid yellow 094	HMDB
C.I. acid yellow 3	HMDB
C.I. acid yellow 3, 9ci	HMDB
C.I. FOOD yellow 13	HMDB
Chinogelb	HMDB
Chinogelb extra	HMDB
CI 47005	HMDB
D & C yellow no. 10	HMDB
D And C yellow no. 10	HMDB
D&C yellow no. 10	HMDB
Dye quinoline yellow	HMDB
e104	HMDB
FD And C yellow no. 10	HMDB
FOOD Yellow 13	HMDB
Japan yellow 203	HMDB
Jaune de quinoleine	HMDB
L-Gelb 3	HMDB
Lemon yellow ZN 3	HMDB
Quinidine yellow KT	HMDB
Quinoline yellow extra	HMDB
Quinoline yellow S	HMDB
Quinoline yellow WS	HMDB
Schultz no. 918	HMDB
Vitasyn quinoline yellow 70	HMDB
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulfonate	Generator
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulphonate	Generator
2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulphonic acid	Generator

Chemical Formula

C₁₈H₁₁NO₈S₂

Average Mass

433.4120 Da

Monoisotopic Mass

432.99261 Da

IUPAC Name

2-(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)quinoline-6,8-disulfonic acid

Traditional Name

2-(1,3-dioxo-2H-inden-2-yl)quinoline-6,8-disulfonic acid

CAS Registry Number

Not Available

SMILES

OS(=O)(=O)C1=CC2=C(N=C(C=C2)C2C(=O)C3=CC=CC=C3C2=O)C(=C1)S(O)(=O)=O

InChI Identifier

InChI=1S/C18H11NO8S2/c20-17-11-3-1-2-4-12(11)18(21)15(17)13-6-5-9-7-10(28(22,23)24)8-14(16(9)19-13)29(25,26)27/h1-8,15H,(H,22,23,24)(H,25,26,27)

InChI Key

OESPFRYVCUTRKF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanediones. Indanediones are compounds containing an indane ring bearing two ketone groups.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Indanedione
Quinoline
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Aryl alkyl ketone
Aryl ketone
1,3-diketone
Pyridine
1,3-dicarbonyl compound
Heteroaromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Ketone
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	-0.83	ALOGPS
logP	-3.4	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-4.1	ChemAxon
pKa (Strongest Basic)	1.79	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	155.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.03 m³·mol⁻¹	ChemAxon
Polarizability	39.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037615

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016728

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quinoline Yellow

METLIN ID

Not Available

PubChem Compound

24672

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quinoline yellow (NP0336894)

MOL for NP0336894 (Quinoline yellow)

3D MOL for NP0336894 (Quinoline yellow)

3D SDF for NP0336894 (Quinoline yellow)

3D-SDF for NP0336894 (Quinoline yellow)

PDB for NP0336894 (Quinoline yellow)

3D PDB for NP0336894 (Quinoline yellow)

SMILES for NP0336894 (Quinoline yellow)

INCHI for NP0336894 (Quinoline yellow)

Structure for NP0336894 (Quinoline yellow)

3D Structure for NP0336894 (Quinoline yellow)