MiMeDB: Showing metabocard for Grixazone B (MMDBc0012009)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:39:58 UTC

Update Date

2022-08-31 06:33:52 UTC

Metabolite ID

MMDBc0012009

Metabolite Identification

Common Name

Grixazone B

Description

GRIXAZONE B 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. GRIXAZONE B is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on GRIXAZONE B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105392D          

 30 32  0  0  1  0            999 V2000
   -2.1434    5.3625    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
    4.2868    2.4750    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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    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
    3.5724    1.2375    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
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    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
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  1  1  4  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  1  0  0  0  0
 20  7  2  0  0  0  0
 10 20  1  6  0  0  0
 21  9  1  0  0  0  0
 21 15  2  0  0  0  0
 22  7  1  0  0  0  0
 23 11  2  0  0  0  0
 24 17  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 13  1  0  0  0  0
 29  6  1  0  0  0  0
 29 16  1  0  0  0  0
 10 30  1  6  0  0  0
M  END


  Mrv1652305152105392D          

 30 32  0  0  1  0            999 V2000
   -2.1434    5.3625    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
    4.2868    2.4750    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    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    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
    3.5724    1.2375    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
   -0.7145    3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    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
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    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
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  7  1  1  4  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  2  0  0  0  0
 13  5  2  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 18 10  1  0  0  0  0
 19 14  1  0  0  0  0
 20  7  2  0  0  0  0
 10 20  1  6  0  0  0
 21  9  1  0  0  0  0
 21 15  2  0  0  0  0
 22  7  1  0  0  0  0
 23 11  2  0  0  0  0
 24 17  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  2  0  0  0  0
 27 18  1  0  0  0  0
 28 12  1  0  0  0  0
 28 13  1  0  0  0  0
 29  6  1  0  0  0  0
 29 16  1  0  0  0  0
 10 30  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012009

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](CSC1=C(N)C(=O)C=C2OC3=C(C=C(C=C3)C(O)=O)N=C12)(N=C(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H15N3O7S/c1-7(22)20-10(18(26)27)6-29-16-14(19)11(23)5-13-15(16)21-9-4-8(17(24)25)2-3-12(9)28-13/h2-5,10H,6,19H2,1H3,(H,20,22)(H,24,25)(H,26,27)/t10-/m0/s1

> <INCHI_KEY>
KUPQDUIOULXTJZ-JTQLQIEISA-N

> <FORMULA>
C18H15N3O7S

> <MOLECULAR_WEIGHT>
417.39

> <EXACT_MASS>
417.063071009

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
40.14296262316908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-1-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulfanyl}-3-oxo-3H-phenoxazine-8-carboxylic acid

> <ALOGPS_LOGP>
0.36

> <JCHEM_LOGP>
0.776752677

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.729689722231691

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1049360019657826

> <JCHEM_PKA_STRONGEST_BASIC>
0.34611381826664334

> <JCHEM_POLAR_SURFACE_AREA>
171.86999999999998

> <JCHEM_REFRACTIVITY>
107.51859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-amino-9-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulfanyl}-7-oxophenoxazine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   7.700   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      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.334  10.010   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -2.667   7.700   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       4.001   5.390   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0      -1.334  10.010   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       1.334   6.930   0.000  0.00  0.00           S+0
HETATM   30  H   UNK     0      -0.000   6.160   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    3    8                                                       
CONECT    3    2   12                                                       
CONECT    4    8    9                                                       
CONECT    5   11   13                                                       
CONECT    6   10   29                                                       
CONECT    7    1   20   22                                                  
CONECT    8    2    4   17                                                  
CONECT    9    4   12   21                                                  
CONECT   10    6   18   20   30                                             
CONECT   11    5   14   23                                                  
CONECT   12    3    9   28                                                  
CONECT   13    5   15   28                                                  
CONECT   14   11   16   19                                                  
CONECT   15   13   16   21                                                  
CONECT   16   14   15   29                                                  
CONECT   17    8   24   25                                                  
CONECT   18   10   26   27                                                  
CONECT   19   14                                                            
CONECT   20    7   10                                                       
CONECT   21    9   15                                                       
CONECT   22    7                                                            
CONECT   23   11                                                            
CONECT   24   17                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   18                                                            
CONECT   28   12   13                                                       
CONECT   29    6   16                                                       
CONECT   30   10                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

Synonyms

Value	Source
1-((2-(Acetylamino)-2-carboxyethyl)thio)-2-amino-3-oxo-8-carboxyl-3H-phenoxiazine	MeSH

Molecular Formula

C₁₈H₁₅N₃O₇S

Average Mass

417.39

Monoisotopic Mass

417.063071009

IUPAC Name

2-amino-1-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulfanyl}-3-oxo-3H-phenoxazine-8-carboxylic acid

Traditional Name

8-amino-9-{[(2R)-2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl]sulfanyl}-7-oxophenoxazine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CSC1=C(N)C(=O)C=C2OC3=C(C=C(C=C3)C(O)=O)N=C12)(N=C(C)O)C(O)=O

InChI Identifier

InChI=1S/C18H15N3O7S/c1-7(22)20-10(18(26)27)6-29-16-14(19)11(23)5-13-15(16)21-9-4-8(17(24)25)2-3-12(9)28-13/h2-5,10H,6,19H2,1H3,(H,20,22)(H,24,25)(H,26,27)/t10-/m0/s1

InChI Key

KUPQDUIOULXTJZ-JTQLQIEISA-N

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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid or derivatives
Aryl thioether
Thiophenol ether
Alkylarylthioether
Vinylogous thioester
Benzenoid
Dicarboxylic acid or derivatives
Heteroaromatic compound
Acetamide
Amino acid
Amino acid or derivatives
Carboxamide group
Cyclic ketone
Secondary carboxylic acid amide
Oxacycle
Azacycle
Carboxylic acid derivative
Carboxylic acid
Sulfenyl compound
Thioether
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organosulfur compound
Organopnictogen compound
Primary amine
Amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

L-cysteine derivative (CHEBI:73548 )
phenoxazine (CHEBI:73548 )
N-acetyl-amino acid (CHEBI:73548 )
cysteine derivative (CHEBI:73548 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	0.36	ALOGPS
logP	0.78	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.1	ChemAxon
pKa (Strongest Basic)	0.35	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	171.87 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.52 m³·mol⁻¹	ChemAxon
Polarizability	40.14 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	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	2		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25055238

KEGG Compound ID

Not Available

BioCyc ID

CPD-14875

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49866209

PDB ID

Not Available

ChEBI ID

73548

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Grixazone B (MMDBc0012009)

MOL for #<Metabolite:0x00007fecd35d3118>

3D MOL for #<Metabolite:0x00007fecd35d3118>

3D SDF for #<Metabolite:0x00007fecd35d3118>

3D-SDF for #<Metabolite:0x00007fecd35d3118>

PDB for #<Metabolite:0x00007fecd35d3118>

3D PDB for #<Metabolite:0x00007fecd35d3118>

SMILES for #<Metabolite:0x00007fecd35d3118>

INCHI for #<Metabolite:0x00007fecd35d3118>

Structure for #<Metabolite:0x00007fecd35d3118>

3D Structure for #<Metabolite:0x00007fecd35d3118>