NP-MRD: Showing NP-Card for Quinacridone (NP0336663)

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Record Information

Version

2.0

Created at

2024-09-11 07:18:53 UTC

Updated at

2024-09-11 07:18:54 UTC

NP-MRD ID

NP0336663

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Quinacridone

Description

Quinacridone, also known as cinquasia red or monastral red, belongs to the class of organic compounds known as pyridoacridines. Pyridoacridines are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine. Quinacridone is an extremely weak basic (essentially neutral) compound (based on its pKa). Quinacridone is a red powder. Quinacridone is a fda approved colourant for food-contact paper and board packaging Quinacridone is a red powder.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061307322D          

 24 28  0  0  0  0            999 V2000
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 11  5  2  0  0  0  0
 12  6  2  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  7  2  0  0  0  0
 15 11  1  0  0  0  0
 16  8  2  0  0  0  0
 16 12  1  0  0  0  0
 17 10  2  0  0  0  0
 17 13  1  0  0  0  0
 18  9  1  0  0  0  0
 18 14  2  0  0  0  0
 19 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 12  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 21 17  1  0  0  0  0
 22 16  1  0  0  0  0
 22 18  1  0  0  0  0
 23 19  2  0  0  0  0
 24 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0336663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)

> <INCHI_KEY>
NRCMAYZCPIVABH-UHFFFAOYSA-N

> <FORMULA>
C20H12N2O2

> <MOLECULAR_WEIGHT>
312.3215

> <EXACT_MASS>
312.089877638

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.63074169576844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
6.425311809333333

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.134806830978892

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.134806830978892

> <JCHEM_PKA_STRONGEST_BASIC>
-0.737862351726238

> <JCHEM_POLAR_SURFACE_AREA>
58.199999999999996

> <JCHEM_REFRACTIVITY>
92.0654

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
quinacridone

> <JCHEM_VEBER_RULE>
0

$$$$

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      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       8.002   0.000   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   15                                                       
CONECT    8    4   16                                                       
CONECT    9   13   18                                                       
CONECT   10   14   17                                                       
CONECT   11    5   15   19                                                  
CONECT   12    6   16   20                                                  
CONECT   13    9   17   19                                                  
CONECT   14   10   18   20                                                  
CONECT   15    7   11   21                                                  
CONECT   16    8   12   22                                                  
CONECT   17   10   13   21                                                  
CONECT   18    9   14   22                                                  
CONECT   19   11   13   23                                                  
CONECT   20   12   14   24                                                  
CONECT   21   15   17                                                       
CONECT   22   16   18                                                       
CONECT   23   19                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Value	Source
5,12-Dihydro-quino(2,3,b)acridine-7,14-dione	HMDB
5,12-Dihydro-quino(2,3-b)acridine-7,14-dione	HMDB
5,12-Dihydro-quino[2,3-b]acridine-7,14-dione	HMDB
5,12-Dihydroquino(2,3-b)acridine-7,14-dione	HMDB
5,12-Dihydroquino[2,3-b]acridine-7,14-dione	HMDB
C.I. pigment violet 19	HMDB
CI pigment red 122	HMDB
CI pigment violet 19	HMDB
Cinquasia b-RT 796D	HMDB
Cinquasia red	HMDB
Cinquasia red b	HMDB
Cinquasia red y	HMDB
Cinquasia red y-RT 759D	HMDB
Cinquasia violet	HMDB
Cinquasia violet R	HMDB
Cinquasia violet R-RT 791D	HMDB
Dark violet	HMDB
e 3b Red	HMDB
Fastogen super red BN	HMDB
Fastogen super red ye	HMDB
Hostaperm red e 3b	HMDB
Hostaperm red e 5b	HMDB
Hostaperm red e5b	HMDB
Hostaperm red violet er	HMDB
Hostaperm red violet er 02	HMDB
Hostapern red violet er	HMDB
Lin-trans-quinacridone	HMDB
Linear quinacridone	HMDB
Linear trans quinacridone	HMDB
Monastral red	HMDB
Monastral red b	HMDB
Monastral red y	HMDB
Monastral violet 4R	HMDB
Monastral violet R	HMDB
Monastrol red y	HMDB
Paliogen red BG	HMDB
Permanent magenta	HMDB
Permanent red e 3b	HMDB
Permanent red e 5b	HMDB
Permanent red e3b	HMDB
Permanent red e5b	HMDB
Pigment pink quinacridone S	HMDB
Pigment quinacridone red	HMDB
Pigment violet #19	HMDB
Pigment violet 19	HMDB
Pigment violet quinacridone	HMDB
PV Fast red e 3b	HMDB
PV Fast red e 5b	HMDB
PV Fast red e3b	HMDB
PV Fast red e5b	HMDB
PV-Fast red e3b	HMDB
PV-Fast red e5b	HMDB
Quinaccridone	HMDB
Quinacridone red	HMDB
Quinacridone red MC	HMDB
Quinacridone violet	HMDB
Quinacridone violet MC	HMDB
Red e 3b	HMDB
Sunfast red 19	HMDB
Sunfast violet	HMDB

Chemical Formula

C₂₀H₁₂N₂O₂

Average Mass

312.3215 Da

Monoisotopic Mass

312.08988 Da

IUPAC Name

5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione

Traditional Name

quinacridone

CAS Registry Number

Not Available

SMILES

O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12

InChI Identifier

InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)

InChI Key

NRCMAYZCPIVABH-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 pyridoacridines. Pyridoacridines are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Pyridoacridines

Alternative Parents

Substituents

Pyridoacridine
Acridone
Dihydroquinolone
Dihydroquinoline
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen 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	4.39	ALOGPS
logP	6.43	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	17.13	ChemAxon
pKa (Strongest Basic)	-0.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.2 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.07 m³·mol⁻¹	ChemAxon
Polarizability	33.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0034058

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012304

KNApSAcK ID

Not Available

Chemspider ID

13369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Quinacridone

METLIN ID

Not Available

PubChem Compound

13976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Quinacridone (NP0336663)

MOL for NP0336663 (Quinacridone)

3D MOL for NP0336663 (Quinacridone)

3D SDF for NP0336663 (Quinacridone)

3D-SDF for NP0336663 (Quinacridone)

PDB for NP0336663 (Quinacridone)

3D PDB for NP0336663 (Quinacridone)

SMILES for NP0336663 (Quinacridone)

INCHI for NP0336663 (Quinacridone)

Structure for NP0336663 (Quinacridone)

3D Structure for NP0336663 (Quinacridone)