NP-MRD: Showing NP-Card for Orange I (NP0337078)

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Record Information

Version

2.0

Created at

2024-09-11 09:10:46 UTC

Updated at

2024-09-11 09:10:46 UTC

NP-MRD ID

NP0337078

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Orange I

Description

Orange I, also known as a-naphthol orange or acid orange I, 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. Orange I is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061306462D          

 23 25  0  0  0  0            999 V2000
    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
    1.4289    0.8250    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
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    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
    5.0013    1.2375    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0177    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  3  2  0  0  0  0
 14  4  2  0  0  0  0
 14 13  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  2  0  0  0  0
 19 16  1  0  0  0  0
 23 12  1  0  0  0  0
 23 20  1  0  0  0  0
 23 21  2  0  0  0  0
 23 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0337078

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H12N2O4S/c19-16-10-9-15(13-3-1-2-4-14(13)16)18-17-11-5-7-12(8-6-11)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

> <INCHI_KEY>
PURJGKXXWJKIQR-ZCXUNETKSA-N

> <FORMULA>
C16H12N2O4S

> <MOLECULAR_WEIGHT>
328.342

> <EXACT_MASS>
328.051777572

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
32.04902439129795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
2.3344601676178613

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.063118382767318

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.5551253448956475

> <JCHEM_PKA_STRONGEST_BASIC>
0.18953367724286807

> <JCHEM_POLAR_SURFACE_AREA>
99.32

> <JCHEM_REFRACTIVITY>
89.43060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

> <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       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   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       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       5.335   0.000   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.337   3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.773   0.976   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.233   3.644   0.000  0.00  0.00           O+0
HETATM   23  S   UNK     0      12.003   2.310   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   13                                                       
CONECT    4    2   14                                                       
CONECT    5    7   11                                                       
CONECT    6    8   11                                                       
CONECT    7    5   12                                                       
CONECT    8    6   12                                                       
CONECT    9   10   15                                                       
CONECT   10    9   16                                                       
CONECT   11    5    6   17                                                  
CONECT   12    7    8   23                                                  
CONECT   13    3   14   15                                                  
CONECT   14    4   13   16                                                  
CONECT   15    9   13   18                                                  
CONECT   16   10   14   19                                                  
CONECT   17   11   18                                                       
CONECT   18   15   17                                                       
CONECT   19   16                                                            
CONECT   20   23                                                            
CONECT   21   23                                                            
CONECT   22   23                                                            
CONECT   23   12   20   21   22                                             
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
1333 Orange	HMDB
4-(4-Sulfophenylazo)-1-naphthol	HMDB
4-(p-Sulfophenylazo)-1-naphthol, monosodium salt	HMDB
4-(p-Sulfophenylazo)-1-naphthol, sodium salt	HMDB
4-p-Sulfophenylazo-1-naphthol monosodium salt	HMDB
4-[(4-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid, 9ci	HMDB
a-Naphthol orange	HMDB
A.F. orange no. 1	HMDB
Acid leather orange I	HMDB
Acid orange 20	HMDB
Acid orange I	HMDB
Acid phosphine CL	HMDB
Aizen FOOD orange no. 1	HMDB
Aizen naphthol orange I	HMDB
Aizen orange I	HMDB
alpha -Naphthol orange	HMDB
C.I. 14600	HMDB
C.I. acid orange 20	HMDB
C.I. acid orange 20, monosodium salt	HMDB
Certiqual orange I	HMDB
D & C orange no. 3	HMDB
Dye orange no. 1	HMDB
Egacid orange GG	HMDB
Elgacid orange 2g	HMDB
Eniacid orange I	HMDB
Ext. D and C orange no. 3	HMDB
External D and C orange no. 3	HMDB
Extract D and C orange no. 3	HMDB
Extract D and C orange number 3	HMDB
F. d. C orange 1	HMDB
FD And C orange no. 1	HMDB
FDC Orange I	HMDB
Hispacid orange 1	HMDB
Java orange I	HMDB
Nankai acid orange I	HMDB
Naphthalene orange I	HMDB
Naphthol orange	HMDB
Neklacid orange 1	HMDB
Orange 1 sodium salt	HMDB
Orange I extra CONC. a export	HMDB
Orange I, sodium salt	HMDB
Orange im	HMDB
Orange S	HMDB
Sodium azo-alpha -naphtholsulfanilate	HMDB
Tertracid orange I	HMDB
Tropaeolin 000	HMDB
Tropaeolin 1	HMDB
Tropaeolin g	HMDB
Tropaeolin ooo no. 1	HMDB
Tropeolin 000-1	HMDB
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonate	Generator
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonate	Generator
4-[(Z)-2-(4-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonic acid	Generator

Chemical Formula

C₁₆H₁₂N₂O₄S

Average Mass

328.3420 Da

Monoisotopic Mass

328.05178 Da

IUPAC Name

4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid

Traditional Name

4-[(Z)-2-(4-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=CC=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H12N2O4S/c19-16-10-9-15(13-3-1-2-4-14(13)16)18-17-11-5-7-12(8-6-11)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-

InChI Key

PURJGKXXWJKIQR-ZCXUNETKSA-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

1-naphthol
Benzenesulfonate
Arylsulfonic acid or derivatives
Benzenesulfonyl group
1-sulfo,2-unsubstituted aromatic compound
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic sulfonic acid or derivatives
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Azo compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
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	1.92	ALOGPS
logP	2.33	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	-2.6	ChemAxon
pKa (Strongest Basic)	0.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	32.05 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

HMDB0032886

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB010868

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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 Orange I (NP0337078)

MOL for NP0337078 (Orange I)

3D MOL for NP0337078 (Orange I)

3D SDF for NP0337078 (Orange I)

3D-SDF for NP0337078 (Orange I)

PDB for NP0337078 (Orange I)

3D PDB for NP0337078 (Orange I)

SMILES for NP0337078 (Orange I)

INCHI for NP0337078 (Orange I)

Structure for NP0337078 (Orange I)

3D Structure for NP0337078 (Orange I)