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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:12:18 UTC
Update Date2019-07-23 07:15:34 UTC
HMDB IDHMDB0061009
Secondary Accession Numbers
  • HMDB61009
Metabolite Identification
Common Name4-amino-MX
Description4-amino-MX (AMX) is a metabolite of musk xylene. Musk xylene was the most widely used of the 'nitro-musks', a type of synthetic musk fragrance, which mimic natural musk. It has been used as a perfume fixative in a wide variety of consumer products, and is still used in some cosmetics and fragrances. Use of musk xylene has declined sharply since the mid-1980s due to safety and environmental concerns. (Wikipedia)
Structure
Data?1563866134
SynonymsNot Available
Chemical FormulaC12H17N3O4
Average Molecular Weight267.2811
Monoisotopic Molecular Weight267.121906047
IUPAC Name4-tert-butyl-2,6-dimethyl-3,5-dinitroaniline
Traditional Name4-tert-butyl-2,6-dimethyl-3,5-dinitroaniline
CAS Registry NumberNot Available
SMILES
CC1=C(N)C(C)=C(C(=C1N(=O)=O)C(C)(C)C)N(=O)=O
InChI Identifier
InChI=1S/C12H17N3O4/c1-6-9(13)7(2)11(15(18)19)8(12(3,4)5)10(6)14(16)17/h13H2,1-5H3
InChI KeyPWFQZSWKBRPKJI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dinitroanilines. These are organic compounds containing an aniline moiety, which is substituted at 2 positions by a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentDinitroanilines
Alternative Parents
Substituents
  • Dinitroaniline
  • Nitrobenzene
  • Phenylpropane
  • Nitrotoluene
  • Nitroaromatic compound
  • M-xylene
  • Xylene
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic zwitterion
  • Primary amine
  • Organopnictogen compound
  • Organonitrogen compound
  • Amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.022 g/LALOGPS
logP3.23ALOGPS
logP3.6ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)1.27ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area117.66 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.16 m³·mol⁻¹ChemAxon
Polarizability26.29 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+161.28131661259
DarkChem[M-H]-159.57331661259
DeepCCS[M+H]+167.03330932474
DeepCCS[M-H]-164.67530932474
DeepCCS[M-2H]-197.56130932474
DeepCCS[M+Na]+173.12630932474
AllCCS[M+H]+154.732859911
AllCCS[M+H-H2O]+151.432859911
AllCCS[M+NH4]+157.832859911
AllCCS[M+Na]+158.732859911
AllCCS[M-H]-161.932859911
AllCCS[M+Na-2H]-162.032859911
AllCCS[M+HCOO]-162.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-amino-MXCC1=C(N)C(C)=C(C(=C1N(=O)=O)C(C)(C)C)N(=O)=O3074.9Standard polar33892256
4-amino-MXCC1=C(N)C(C)=C(C(=C1N(=O)=O)C(C)(C)C)N(=O)=O2099.1Standard non polar33892256
4-amino-MXCC1=C(N)C(C)=C(C(=C1N(=O)=O)C(C)(C)C)N(=O)=O2110.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-amino-MX,1TMS,isomer #1CC1=C(N[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2080.6Semi standard non polar33892256
4-amino-MX,1TMS,isomer #1CC1=C(N[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2123.9Standard non polar33892256
4-amino-MX,1TMS,isomer #1CC1=C(N[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2369.2Standard polar33892256
4-amino-MX,2TMS,isomer #1CC1=C(N([Si](C)(C)C)[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2141.7Semi standard non polar33892256
4-amino-MX,2TMS,isomer #1CC1=C(N([Si](C)(C)C)[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2204.4Standard non polar33892256
4-amino-MX,2TMS,isomer #1CC1=C(N([Si](C)(C)C)[Si](C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2297.9Standard polar33892256
4-amino-MX,1TBDMS,isomer #1CC1=C(N[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2310.6Semi standard non polar33892256
4-amino-MX,1TBDMS,isomer #1CC1=C(N[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2301.7Standard non polar33892256
4-amino-MX,1TBDMS,isomer #1CC1=C(N[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2498.8Standard polar33892256
4-amino-MX,2TBDMS,isomer #1CC1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2544.9Semi standard non polar33892256
4-amino-MX,2TBDMS,isomer #1CC1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2624.7Standard non polar33892256
4-amino-MX,2TBDMS,isomer #1CC1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)=C([N+](=O)[O-])C(C(C)(C)C)=C1[N+](=O)[O-]2493.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-amino-MX GC-MS (Non-derivatized) - 70eV, Positivesplash10-0nt9-4590000000-48c1d31e6999d31e4eb42017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-amino-MX GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-amino-MX GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 10V, Positive-QTOFsplash10-014i-0090000000-450f104bff02debf0a212017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 20V, Positive-QTOFsplash10-03di-0190000000-effe4d21635ef7b010d62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 40V, Positive-QTOFsplash10-0udi-5590000000-2801f2e37120e1e686632017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 10V, Negative-QTOFsplash10-014i-0090000000-3d299e313dae5fe856af2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 20V, Negative-QTOFsplash10-014i-0090000000-623d9e83fb022a1413132017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 40V, Negative-QTOFsplash10-014i-2090000000-d702bf555851221db0502017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 10V, Positive-QTOFsplash10-014i-0090000000-f0d3df08236cf523c1962021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 20V, Positive-QTOFsplash10-014i-0090000000-8ba3fbae64a7309cfd5c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 40V, Positive-QTOFsplash10-0gb9-4950000000-224a7592e93b2d91aa672021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 10V, Negative-QTOFsplash10-014i-0090000000-5f1cf423601263fc46302021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 20V, Negative-QTOFsplash10-0002-9430000000-4193bf4dc424d85a9d742021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-amino-MX 40V, Negative-QTOFsplash10-0002-9000000000-a0441e6336543cb884232021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound184815
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available