NP-MRD: Showing NP-Card for 2-amino-6-hydroxyphenoxazin-3-one (NP0006289)

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Record Information

Version

2.0

Created at

2020-12-09 03:20:57 UTC

Updated at

2021-07-15 16:54:22 UTC

NP-MRD ID

NP0006289

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-6-hydroxyphenoxazin-3-one

Provided By

NPAtlas

Description

2-Amino-6-hydroxy-3H-phenoxazin-3-one belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. 2-amino-6-hydroxyphenoxazin-3-one is found in Halomonas. Based on a literature review very few articles have been published on 2-amino-6-hydroxy-3H-phenoxazin-3-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242121123D          

 25 27  0  0  0  0            999 V2000
    4.5954   -0.6244   -0.0119 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264   -0.1948    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137   -1.0016   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -0.5762   -0.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -1.3374   -0.7345 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3919   -0.8449   -0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4616   -1.6195   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7416   -1.1363   -0.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9642    0.1036   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9203    0.8714    0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    2.0958    0.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6127    0.3869   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6123    1.1300    0.4023 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6238    0.7241    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6831    1.5034    0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584    1.0343    0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9133    1.7740    1.0764 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3081   -0.1965    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -1.3596   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4373   -1.9729   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2418   -2.5921   -1.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -1.7374   -1.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9982    0.4435   -0.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3877    2.6665    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    2.4603    1.2022 H   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16  2  1  0  0  0  0
 14  4  1  0  0  0  0
 12  6  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  7 21  1  0  0  0  0
  8 22  1  0  0  0  0
  9 23  1  0  0  0  0
 11 24  1  0  0  0  0
 15 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006289

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2OC3=C([H])C(=O)C(N([H])[H])=C([H])C3=NC2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H8N2O3/c13-6-4-8-11(5-10(6)16)17-12-7(14-8)2-1-3-9(12)15/h1-5,15H,13H2

> <INCHI_KEY>
PRLQJFSSCAIOOO-UHFFFAOYSA-N

> <FORMULA>
C12H8N2O3

> <MOLECULAR_WEIGHT>
228.207

> <EXACT_MASS>
228.053492126

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
22.45725718857375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-6-hydroxy-3H-phenoxazin-3-one

> <ALOGPS_LOGP>
1.36

> <JCHEM_LOGP>
0.8901841393333332

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.951698651575875

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.198433139451211

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5363422365718152

> <JCHEM_POLAR_SURFACE_AREA>
84.91

> <JCHEM_REFRACTIVITY>
65.5495

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-6-hydroxyphenoxazin-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       4.595  -0.624  -0.012  0.00  0.00           N+0
HETATM    2  C   UNK     0       3.226  -0.195   0.082  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.214  -1.002  -0.385  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.883  -0.576  -0.290  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.125  -1.337  -0.735  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.392  -0.845  -0.603  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.462  -1.619  -1.059  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.742  -1.136  -0.932  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.964   0.104  -0.359  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.920   0.871   0.092  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.156   2.096   0.657  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.613   0.387  -0.033  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.612   1.130   0.402  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.624   0.724   0.309  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.683   1.503   0.767  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.958   1.034   0.646  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.913   1.774   1.076  0.00  0.00           O+0
HETATM   18  H   UNK     0       5.308  -0.197   0.599  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.909  -1.360  -0.678  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.437  -1.973  -0.830  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.242  -2.592  -1.504  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.569  -1.737  -1.286  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.998   0.444  -0.281  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.388   2.667   0.991  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.431   2.460   1.202  0.00  0.00           H+0
CONECT    1    2   18   19                                                  
CONECT    2    1    3   16                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   24                                                       
CONECT   12   10   13    6                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15    4                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17    2                                                  
CONECT   17   16                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    7                                                            
CONECT   22    8                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   15                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₂H₈N₂O₃

Average Mass

228.2070 Da

Monoisotopic Mass

228.05349 Da

IUPAC Name

2-amino-6-hydroxy-3H-phenoxazin-3-one

Traditional Name

2-amino-6-hydroxyphenoxazin-3-one

CAS Registry Number

Not Available

SMILES

NC1=CC2=NC3=C(OC2=CC1=O)C(O)=CC=C3

InChI Identifier

InChI=1S/C12H8N2O3/c13-6-4-8-11(5-10(6)16)17-12-7(14-8)2-1-3-9(12)15/h1-5,15H,13H2

InChI Key

PRLQJFSSCAIOOO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Halomonas	NPAtlas	16629408

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Phenoxazines

Direct Parent

Phenoxazines

Alternative Parents

Substituents

Phenoxazine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Primary aromatic amine
Benzenoid
Heteroaromatic compound
Cyclic ketone
Azacycle
Oxacycle
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
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	1.36	ALOGPS
logP	0.89	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.2	ChemAxon
pKa (Strongest Basic)	-0.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.91 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.55 m³·mol⁻¹	ChemAxon
Polarizability	22.46 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

NPAtlas ID

NPA009916

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9833391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11658656

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 2-amino-6-hydroxyphenoxazin-3-one (NP0006289)

MOL for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

3D MOL for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

3D SDF for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

3D-SDF for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

PDB for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

3D PDB for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

SMILES for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

INCHI for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

Structure for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)

3D Structure for NP0006289 (2-amino-6-hydroxyphenoxazin-3-one)