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Showing NP-Card for m-Xylene (NP0000800)

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Record Information
Version1.0
Created at2013-03-07 21:30:43 UTC
Updated at2021-08-19 23:58:29 UTC
NP-MRD IDNP0000800
Secondary Accession NumbersNone
Natural Product Identification
Common Namem-Xylene
DescriptionM-Xylene, also known as 1,3-xylene or m-dimethylbenzene, belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions. The conversion m-xylene to isophthalic acid entails catalytic oxidation. M-Xylene (meta-xylene) is an aromatic hydrocarbon. M-Xylene is possibly neutral. M-Xylene is a plastic tasting compound. M-xylene is found, on average, in the highest concentration in safflowers. M-xylene has also been detected, but not quantified, in black walnuts and parsley. This could make m-xylene a potential biomarker for the consumption of these foods. Xylenes are not acutely toxic, for example the LD50 (rat, oral) is 4300 mg/kg. M-Xylene is a potentially toxic compound. Concerns with xylenes focus on narcotic effects. The m- stands for meta-, indicating that the two methyl groups in m-xylene occupy positions 1 and 3 on a benzene ring. All xylene isomers are colorless and highly flammable. Petroleum contains about 1 weight percent xylenes.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000800 (m-Xylene)


  Mrv1652303202019002D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
Download

3D MOL for NP0000800 (m-Xylene)

HMDB0059810
     RDKit          3D
m-Xylene
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.5110   -0.7836    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -0.1074    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403    1.1905   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476    1.8361   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    1.1878   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1946   -0.1152    0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579   -0.8431    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080   -0.7579    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3315   -0.3426   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -0.7211    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -1.8609    0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    1.7069   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    2.8561   -1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113    1.6459   -0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522   -0.8677    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.8899   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755   -0.3470   -0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -1.7869    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
Download

3D SDF for NP0000800 (m-Xylene)


  Mrv1652303202019002D          

  8  8  0  0  0  0            999 V2000
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000800

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(C)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H10/c1-7-4-3-5-8(2)6-7/h3-6H,1-2H3

> <INCHI_KEY>
IVSZLXZYQVIEFR-UHFFFAOYSA-N

> <FORMULA>
C8H10

> <MOLECULAR_WEIGHT>
106.165

> <EXACT_MASS>
106.07825032

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
13.085558841067837

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-xylene

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
3.000088594666667

> <ALOGPS_LOGS>
-2.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
36.1404

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
M-xylene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000800 (m-Xylene)

HMDB0059810
     RDKit          3D
m-Xylene
 18 18  0  0  0  0  0  0  0  0999 V2000
    2.5110   -0.7836    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -0.1074    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1403    1.1905   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0476    1.8361   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    1.1878   -0.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1946   -0.1152    0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4579   -0.8431    0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0080   -0.7579    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3315   -0.3426   -0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8134   -0.7211    1.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4609   -1.8609    0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0906    1.7069   -0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    2.8561   -1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2113    1.6459   -0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522   -0.8677    1.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3451   -1.8899   -0.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2755   -0.3470   -0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -1.7869    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  2  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  3 12  1  0
  4 13  1  0
  5 14  1  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
Download

PDB for NP0000800 (m-Xylene)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    3    8                                                       
CONECT    6    7    8                                                       
CONECT    7    1    4    6                                                  
CONECT    8    2    5    6                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
Download

3D PDB for NP0000800 (m-Xylene)

COMPND    HMDB0059810
HETATM    1  C1  UNL     1       2.511  -0.784   0.351  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.208  -0.107   0.077  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.140   1.191  -0.384  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.048   1.836  -0.643  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.240   1.188  -0.446  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.195  -0.115   0.016  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.458  -0.843   0.240  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.008  -0.758   0.275  1.00  0.00           C  
HETATM    9  H1  UNL     1       3.332  -0.343  -0.260  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.813  -0.721   1.401  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.461  -1.861   0.023  1.00  0.00           H  
HETATM   12  H4  UNL     1       2.091   1.707  -0.541  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.089   2.856  -1.005  1.00  0.00           H  
HETATM   14  H6  UNL     1      -2.211   1.646  -0.634  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.752  -0.868   1.304  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.345  -1.890  -0.100  1.00  0.00           H  
HETATM   17  H9  UNL     1      -3.276  -0.347  -0.314  1.00  0.00           H  
HETATM   18  H10 UNL     1       0.050  -1.787   0.640  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    8
CONECT    3    4   12
CONECT    4    5    5   13
CONECT    5    6   14
CONECT    6    7    8    8
CONECT    7   15   16   17
CONECT    8   18
END
Download

SMILES for NP0000800 (m-Xylene)

CC1=CC(C)=CC=C1
Download

INCHI for NP0000800 (m-Xylene)

InChI=1S/C8H10/c1-7-4-3-5-8(2)6-7/h3-6H,1-2H3
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View in JSmolView NMR Assignments
Synonyms
ValueSource
1,3-DimethylbenzeneChEBI
1,3-DimethylbenzolChEBI
1,3-XyleneChEBI
3-XyleneChEBI
m-DimethylbenzeneChEBI
m-MethyltolueneChEBI
m-XylolChEBI
Meta-xyleneChEBI
Chemical FormulaC8H10
Average Mass106.1650 Da
Monoisotopic Mass106.07825 Da
IUPAC Name1,3-xylene
Traditional NameM-xylene
CAS Registry NumberNot Available
SMILES
CC1=CC(C)=CC=C1
InChI Identifier
InChI=1S/C8H10/c1-7-4-3-5-8(2)6-7/h3-6H,1-2H3
InChI KeyIVSZLXZYQVIEFR-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Actinidia chinensisLOTUS Database
Brassica oleracea L.NULL
    • Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' ...
Brassica oleracea var. botrytisFooDB
Cannabis sativaCannabisDB
      Not Available
Carthamus tinctoriusFooDB
Carthamus tinctorius L.NULL
    • Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' ...
Centella asiaticaLOTUS Database
Garcinia mangostanaLOTUS Database
Helianthus tuberosusLOTUS Database
Juglans nigra L.NULL
    • Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' ...
Mangifera indicaLOTUS Database
Petroselinum crispumNULL
    • Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' ...
Prunus aviumFooDB
    • Bernalte, M. J., Hernandez, M. T., Vidal-Aragon, M. C. & Sabio, E. (1999) Physical, chemical, fla...
Prunus avium L.NULL
    • Physical, chemical, flavor and sensory characteristics of two sweet cherry varieties grown in 'Va...
Psidium guajavaLOTUS Database
Rubus fruticosusNULL
    • Aroma compounds of fresh blackberries (Rubus laciniata L.) Zeitschrift fur Lebensmittel-Untersuch...
Rubus laciniatusNULL
    • Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' ...
Solanum lycopersicum Mill.KNApSAcK Database
Sorghum bicolorLOTUS Database
Trifolium pratensePlant
Zingiber miogaLOTUS Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Exhaled breath)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct Parentm-Xylenes
Alternative Parents
Substituents
  • M-xylene
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point-54.00 to -53.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point138.00 to 140.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility161 mg/L @ 25 °C (exp)The Good Scents Company Information System
LogP3.200The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP3.15ALOGPS
logP3ChemAxon
logS-2.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity36.14 m³·mol⁻¹ChemAxon
Polarizability13.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0059810
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005816
KNApSAcK IDC00035778
Chemspider ID7641
KEGG Compound IDC07208
BioCyc IDMETA-XYLENE
BiGG IDNot Available
Wikipedia LinkM-xylene
METLIN IDNot Available
PubChem Compound7929
PDB IDNot Available
ChEBI ID28488
Good Scents IDrw1257341
References
General References
  1. Wang DL, Chen CL, Zhao C, Gao J, Kong DY, You H, Brugger J: [The solution of nonlinear function of ion mobility based on FAIMS spectrum peak position]. Guang Pu Xue Yu Guang Pu Fen Xi. 2012 Aug;32(8):2050-5. [PubMed:23156750 ]
  2. Marchese S, Curini R, Gentili A, Perret D, Rocca LM: Simultaneous determination of the urinary metabolites of benzene, toluene, xylene and styrene using high-performance liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 2004;18(3):265-72. doi: 10.1002/rcm.1323. [PubMed:14755610 ]
  3. Bozinovski D, Herrmann S, Richnow HH, von Bergen M, Seifert J, Vogt C: Functional analysis of an anaerobic m-xylene-degrading enrichment culture using protein-based stable isotope probing. FEMS Microbiol Ecol. 2012 Jul;81(1):134-44. doi: 10.1111/j.1574-6941.2012.01334.x. Epub 2012 Mar 12. [PubMed:22360283 ]
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