MiMeDB: Showing metabocard for 1-Nitronaphthalene-5,6-oxide (MMDBc0029963)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:35 UTC

Update Date

2022-08-31 17:38:02 UTC

MiMeDB ID

MMDBc0029963

Metabolite Identification

Common Name

1-Nitronaphthalene-5,6-oxide

Description

1-nitronaphthalene-5,6-oxide belongs to the class of Naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. (inferred from compound structure)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Structure #1
  Mrv0541 02241206562D          

 14 16  0  0  0  0            999 V2000
    2.8061    1.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9865    1.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1339    1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    0.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226    0.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948    1.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6422    0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835    0.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753    1.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -0.2766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7896   -0.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4783   -0.9391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1443    1.5214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029963

> <DATABASE_NAME>
MIME

> <SMILES>
O=N(=O)C1=CC=CC2=C1C=CC1OC21

> <INCHI_IDENTIFIER>
InChI=1S/C10H7NO3/c12-11(13)8-3-1-2-7-6(8)4-5-9-10(7)14-9/h1-5,9-10H

> <INCHI_KEY>
GSAMVXYBVGOJMK-UHFFFAOYSA-N

> <FORMULA>
C10H7NO3

> <MOLECULAR_WEIGHT>
189.1675

> <EXACT_MASS>
189.042593095

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.54898775475008

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-nitro-1aH,7aH-naphtho[1,2-b]oxirene

> <ALOGPS_LOGP>
1.94

> <JCHEM_LOGP>
2.0981589130000007

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.267018683765622

> <JCHEM_POLAR_SURFACE_AREA>
58.35

> <JCHEM_REFRACTIVITY>
51.19440000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-nitronaphthalene-5,6-oxide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       5.238   3.546   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.708   3.723   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.850   2.133   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.484  -0.163   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.954   0.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.402   1.074   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.790   2.487   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.932   0.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.343   1.427   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.261   2.663   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       5.544  -0.516   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       7.074  -0.693   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.626  -1.753   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.269   2.840   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    7                                                       
CONECT    3    1    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4    9                                                       
CONECT    6    4    7    8                                                  
CONECT    7    2    6   10                                                  
CONECT    8    3    6   11                                                  
CONECT    9    5   10   14                                                  
CONECT   10    7    9   14                                                  
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

Synonyms

Not Available

Chemical Formula

C₁₀H₇NO₃

Average Molecular Weight

189.1675

Monoisotopic Molecular Weight

189.042593095

IUPAC Name

5-nitro-1aH,7aH-naphtho[1,2-b]oxirene

Traditional Name

1-nitronaphthalene-5,6-oxide

CAS Registry Number

Not Available

SMILES

O=N(=O)C1=CC=CC2=C1C=CC1OC21

InChI Identifier

InChI=1S/C10H7NO3/c12-11(13)8-3-1-2-7-6(8)4-5-9-10(7)14-9/h1-5,9-10H

InChI Key

GSAMVXYBVGOJMK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitronaphthalenes. These are polycyclic aromatic compounds containing a naphthalene moiety substituted by one or more nitro groups.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

1-nitronaphthalene
Nitroaromatic compound
C-nitro compound
Organic nitro compound
Dialkyl ether
Oxirane
Ether
Organic oxoazanium
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Oxacycle
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nitronaphthalene (CHEBI:34105 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.5 g/L	ALOGPS
logP	1.94	ALOGPS
logP	2.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	58.35 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	51.19 m³·mol⁻¹	ChemAxon
Polarizability	17.55 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00p0-5900000000-ee6c3188e81896596150	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-ffe53170e5132b078b16	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q9-0900000000-2e76c3415abc15a81b8d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-003u-1900000000-ffe1018b35ed8dabeff6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-62e5a9d85b5d08c95fe2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-9a731cbe6b91ef95ba31	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00r6-4900000000-edefa2f2aef7f0f80519	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x00007f09201a84e0>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

External Links

HMDB ID

HMDB0060331

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14800

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954051

PDB ID

Not Available

ChEBI ID

34105

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for 1-Nitronaphthalene-5,6-oxide (MMDBc0029963)

MOL for #<Metabolite:0x000055b76dc67198>

3D MOL for #<Metabolite:0x000055b76dc67198>

3D SDF for #<Metabolite:0x000055b76dc67198>

3D-SDF for #<Metabolite:0x000055b76dc67198>

PDB for #<Metabolite:0x000055b76dc67198>

3D PDB for #<Metabolite:0x000055b76dc67198>

SMILES for #<Metabolite:0x000055b76dc67198>

INCHI for #<Metabolite:0x000055b76dc67198>

Structure for #<Metabolite:0x000055b76dc67198>

3D Structure for #<Metabolite:0x000055b76dc67198>