NP-MRD: Showing NP-Card for Azorhodine 2G (NP0336843)

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Record Information

Version

2.0

Created at

2024-09-11 08:05:21 UTC

Updated at

2024-09-11 08:05:21 UTC

NP-MRD ID

NP0336843

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Azorhodine 2G

Description

Azorhodine 2G, also known as E128 or fast crimson GR, belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Azorhodine 2G is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241215222D          

 31 33  0  0  0  0            999 V2000
    0.7494    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244    0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244   -0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -2.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747   -1.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -4.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -3.3367    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -3.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993   -3.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    0.4118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -0.2618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496    1.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    1.7620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    1.2369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.8623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246   -0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    2.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    2.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    3.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    4.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494    3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494    3.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -2.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  4 17  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 31  2  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END


  Mrv0541 02241215222D          

 31 33  0  0  0  0            999 V2000
    0.7494    0.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    0.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244    0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4244   -0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494   -2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -2.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747   -1.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -4.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -3.3367    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7494   -3.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8993   -3.4121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9246    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    0.4118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6247   -0.2618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9496    1.2369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    1.7620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    1.2369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.8623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -1.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9246   -0.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    2.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    2.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6747    3.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749    4.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494    3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7494    3.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495   -2.0619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  4 17  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 22  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 31  2  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0336843

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NC1=CC(=CC2=C1C(O)=C(\N=N\C1=CC=CC=C1)C(=C2)S(O)(=O)=O)S(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H15N3O8S2/c1-10(22)19-14-9-13(30(24,25)26)7-11-8-15(31(27,28)29)17(18(23)16(11)14)21-20-12-5-3-2-4-6-12/h2-9,23H,1H3,(H,19,22)(H,24,25,26)(H,27,28,29)/b21-20+

> <INCHI_KEY>
RSNSKUBBVCGSND-QZQOTICOSA-N

> <FORMULA>
C18H15N3O8S2

> <MOLECULAR_WEIGHT>
465.457

> <EXACT_MASS>
465.030055851

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
44.085580757780754

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-acetamido-4-hydroxy-3-[(E)-2-phenyldiazen-1-yl]naphthalene-2,7-disulfonic acid

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-1.388008522983525

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.181570690560574

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.886874861657101

> <JCHEM_PKA_STRONGEST_BASIC>
-0.42997683190337466

> <JCHEM_POLAR_SURFACE_AREA>
182.79

> <JCHEM_REFRACTIVITY>
114.91610000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-acetamido-4-hydroxy-3-[(E)-2-phenyldiazen-1-yl]naphthalene-2,7-disulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       1.399   0.769   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.140   0.070   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.259   0.769   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.659   0.209   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.659  -1.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.259  -2.309   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.140  -1.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.399  -2.309   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.399  -3.849   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.140  -4.689   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.259  -3.710   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.140  -7.769   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       0.140  -6.229   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0      -1.399  -6.369   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.679  -6.369   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.459   1.610   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0      -4.059   0.769   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0      -4.899  -0.489   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.639   2.309   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       0.140   3.289   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      -1.259   2.309   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       2.800  -1.610   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       4.199  -2.309   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.459  -1.330   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.140   4.829   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.259   5.389   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.259   7.068   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.140   7.769   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.399   7.209   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.399   5.669   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.199  -3.849   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11    6   10                                                       
CONECT   12   13                                                            
CONECT   13   10   12   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   17                                                            
CONECT   17    4   16   18   19                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   21   25                                                       
CONECT   21    3   20                                                       
CONECT   22    8   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23                                                            
CONECT   25   20   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   25   29                                                       
CONECT   31   23                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
5-(Acetylamino)-4-hydroxy-3-(phenylazo)-2,7-naphthalenedisulfonic acid, 9ci	HMDB
Brilliant acid red g	HMDB
e128	HMDB
Fast crimson GR	HMDB
Naphthazine rose 2g	HMDB
Red 2g	HMDB
Solar fast red 3g	HMDB
Vopsider red astr g	HMDB
N-{8-hydroxy-7-[(e)-2-phenyldiazen-1-yl]-3,6-disulfonaphthalen-1-yl}ethanimidate	Generator
N-{8-hydroxy-7-[(e)-2-phenyldiazen-1-yl]-3,6-disulphonaphthalen-1-yl}ethanimidate	Generator
N-{8-hydroxy-7-[(e)-2-phenyldiazen-1-yl]-3,6-disulphonaphthalen-1-yl}ethanimidic acid	Generator

Chemical Formula

C₁₈H₁₅N₃O₈S₂

Average Mass

465.4570 Da

Monoisotopic Mass

465.03006 Da

IUPAC Name

5-acetamido-4-hydroxy-3-[(E)-2-phenyldiazen-1-yl]naphthalene-2,7-disulfonic acid

Traditional Name

5-acetamido-4-hydroxy-3-[(E)-2-phenyldiazen-1-yl]naphthalene-2,7-disulfonic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC(=CC2=C1C(O)=C(\N=N\C1=CC=CC=C1)C(=C2)S(O)(=O)=O)S(O)(=O)=O

InChI Identifier

InChI=1S/C18H15N3O8S2/c1-10(22)19-14-9-13(30(24,25)26)7-11-8-15(31(27,28)29)17(18(23)16(11)14)21-20-12-5-3-2-4-6-12/h2-9,23H,1H3,(H,19,22)(H,24,25,26)(H,27,28,29)/b21-20+

InChI Key

RSNSKUBBVCGSND-QZQOTICOSA-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 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

2-naphthalene sulfonates

Alternative Parents

Substituents

2-naphthalene sulfonic acid or derivatives
2-naphthalene sulfonate
1-naphthol
Arylsulfonic acid or derivatives
N-acetylarylamine
1-sulfo,2-unsubstituted aromatic compound
N-arylamide
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Acetamide
Azo compound
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	-0.46	ALOGPS
logP	-1.4	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-2.9	ChemAxon
pKa (Strongest Basic)	-0.43	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	182.79 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.92 m³·mol⁻¹	ChemAxon
Polarizability	44.09 Å³	ChemAxon
Number of Rings	3	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

HMDB0036794

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015740

KNApSAcK ID

Not Available

Chemspider ID

14731274

KEGG Compound ID

Not Available

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 Azorhodine 2G (NP0336843)

MOL for NP0336843 (Azorhodine 2G)

3D MOL for NP0336843 (Azorhodine 2G)

3D SDF for NP0336843 (Azorhodine 2G)

3D-SDF for NP0336843 (Azorhodine 2G)

PDB for NP0336843 (Azorhodine 2G)

3D PDB for NP0336843 (Azorhodine 2G)

SMILES for NP0336843 (Azorhodine 2G)

INCHI for NP0336843 (Azorhodine 2G)

Structure for NP0336843 (Azorhodine 2G)

3D Structure for NP0336843 (Azorhodine 2G)