NP-MRD: Showing NP-Card for C.I. Solvent Red 80 (NP0338346)

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Record Information

Version

2.0

Created at

2024-09-11 15:00:30 UTC

Updated at

2024-09-11 15:00:30 UTC

NP-MRD ID

NP0338346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

C.I. Solvent Red 80

Description

C.I. Solvent Red 80, also known as citrus red 2 or ci solvent red 80, belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. C.I. Solvent Red 80 is an extremely weak basic (essentially neutral) compound (based on its pKa). Allowed on fruit which is not to be processed. C.I. Solvent Red 80 is a potentially toxic compound. Use prohibited in orange peel for human consumption. Colourant for orange skins.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061309502D          

 23 25  0  0  0  0            999 V2000
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    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
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  2  0  0  0  0
 12  5  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 11  2  0  0  0  0
 14  6  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  1  0  0  0  0
 17 15  2  0  0  0  0
 18 14  1  0  0  0  0
 18 16  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  1  0  0  0  0
 20 19  2  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22 13  1  0  0  0  0
 23  2  1  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+

> <INCHI_KEY>
GJUABKCEXOMRPQ-FMQUCBEESA-N

> <FORMULA>
C18H16N2O3

> <MOLECULAR_WEIGHT>
308.3312

> <EXACT_MASS>
308.116092388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.778184426997605

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(E)-2-(2,5-dimethoxyphenyl)diazen-1-yl]naphthalen-2-ol

> <ALOGPS_LOGP>
4.93

> <JCHEM_LOGP>
4.749708393

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.83072887214484

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5910493369232892

> <JCHEM_POLAR_SURFACE_AREA>
63.41000000000001

> <JCHEM_REFRACTIVITY>
91.73450000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
citrus red 2

> <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       6.668  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   23                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   14                                                       
CONECT    7    9   12                                                       
CONECT    8   10   13                                                       
CONECT    9    7   16                                                       
CONECT   10    8   17                                                       
CONECT   11   13   15                                                       
CONECT   12    5    7   14                                                  
CONECT   13    8   11   22                                                  
CONECT   14    6   12   18                                                  
CONECT   15   11   17   19                                                  
CONECT   16    9   18   21                                                  
CONECT   17   10   15   23                                                  
CONECT   18   14   16   20                                                  
CONECT   19   15   20                                                       
CONECT   20   18   19                                                       
CONECT   21   16                                                            
CONECT   22    1   13                                                       
CONECT   23    2   17                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
Citrus red 2	Kegg
1-((2,5-Dimethoxyphenyl)azo)-2-naphthalenol	HMDB
1-((2,5-Dimethoxyphenyl)azo)-2-naphthol	HMDB
1-(1-(2,5-Dimethoxyphenyl)azo)-2-naphthol	HMDB
1-(2,5-Dimethoxyphenylazo)-2-naphthol	HMDB
1-(2,5-Dimethyloxyphenylazo)-2-naphthol	HMDB
1-(2-(2,5-Dimethoxyphenyl)diazenyl)-2-naphthalenol	HMDB
1-[(2,5-Dimethoxyphenyl)azo]-2-naphthalenol	HMDB
1-[(2,5-Dimethoxyphenyl)azo]-2-naphthalenol, 9ci	HMDB
1-[(e)-(2,5-Dimethoxyphenyl)diazenyl]-2-naphthol	HMDB
2,5-Dimethoxy-1-(phenylazo)-2-naphthol	HMDB
2,5-Dimethoxy-1-phenylazo-2-naphthol	HMDB
2,5-Dimethoxybenzeneazo-beta-naphthol	HMDB
C.I. solvent red 80 (8ci)	HMDB
Cerven rozpoustedlova 80	HMDB
CI solvent red 80	HMDB
Citrus red	HMDB
Citrus red no. 2	HMDB
Solvent red 80	HMDB

Chemical Formula

C₁₈H₁₆N₂O₃

Average Mass

308.3312 Da

Monoisotopic Mass

308.11609 Da

IUPAC Name

1-[(E)-2-(2,5-dimethoxyphenyl)diazen-1-yl]naphthalen-2-ol

Traditional Name

citrus red 2

CAS Registry Number

Not Available

SMILES

COC1=CC(\N=N\C2=C(O)C=CC3=CC=CC=C23)=C(OC)C=C1

InChI Identifier

InChI=1S/C18H16N2O3/c1-22-13-8-10-17(23-2)15(11-13)19-20-18-14-6-4-3-5-12(14)7-9-16(18)21/h3-11,21H,1-2H3/b20-19+

InChI Key

GJUABKCEXOMRPQ-FMQUCBEESA-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 naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthols and derivatives

Direct Parent

Naphthols and derivatives

Alternative Parents

Substituents

2-naphthol
P-dimethoxybenzene
Dimethoxybenzene
Methoxyaniline
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Azo compound
Ether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

azobenzenes (CHEBI:82306 )

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	4.93	ALOGPS
logP	4.75	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.41 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	91.73 m³·mol⁻¹	ChemAxon
Polarizability	32.78 Å³	ChemAxon
Number of Rings	3	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

HMDB ID

HMDB0037521

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016602

KNApSAcK ID

Not Available

Chemspider ID

16735746

KEGG Compound ID

C19214

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for C.I. Solvent Red 80 (NP0338346)

MOL for NP0338346 (C.I. Solvent Red 80)

3D MOL for NP0338346 (C.I. Solvent Red 80)

3D SDF for NP0338346 (C.I. Solvent Red 80)

3D-SDF for NP0338346 (C.I. Solvent Red 80)

PDB for NP0338346 (C.I. Solvent Red 80)

3D PDB for NP0338346 (C.I. Solvent Red 80)

SMILES for NP0338346 (C.I. Solvent Red 80)

INCHI for NP0338346 (C.I. Solvent Red 80)

Structure for NP0338346 (C.I. Solvent Red 80)

3D Structure for NP0338346 (C.I. Solvent Red 80)