Record Information
Version1.0
Creation date2011-04-08 19:14:15 UTC
Update date2019-11-26 03:20:52 UTC
Primary IDFDB021791
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-Methyladenosine
Description1-Methyladenosine, also known as M1A, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. 1-Methyladenosine is found, on average, in the highest concentration within milk (cow). 1-Methyladenosine has also been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 1-methyladenosine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1-Methyladenosine.
CAS Number15763-06-1
Structure
Thumb
Synonyms
SynonymSource
m1aChEBI
N(1)-MethyladenosineMeSH
N1-MethyladenosineHMDB
N,6-Didehydro-1,6-dihydro-1-methyladenosine, 9CImanual
Predicted Properties
PropertyValueSource
Water Solubility7.33 g/LALOGPS
logP-1.8ALOGPS
logP-2.1ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)12.45ChemAxon
pKa (Strongest Basic)2.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area127.19 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.1 m³·mol⁻¹ChemAxon
Polarizability27.56 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H15N5O4
IUPAC name(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-6,9-dihydro-1H-purin-9-yl)oxolane-3,4-diol
InChI IdentifierInChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1
InChI KeyGFYLSDSUCHVORB-IOSLPCCCSA-N
Isomeric SMILESCN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=N
Average Molecular Weight281.2679
Monoisotopic Molecular Weight281.112403993
Classification
Description Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassNot Available
Direct ParentPurine nucleosides
Alternative Parents
Substituents
  • Purine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monosaccharide
  • N-substituted imidazole
  • Imidolactam
  • Pyrimidine
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Tetrahydrofuran
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS1-Methyladenosine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0790000000-1516313b8da901f28bbaSpectrum
GC-MS1-Methyladenosine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0790000000-1516313b8da901f28bbaSpectrum
GC-MS1-Methyladenosine, non-derivatized, GC-MS Spectrumsplash10-0a4i-0980000000-be208cfd62e67d98bf67Spectrum
GC-MS1-Methyladenosine, non-derivatized, GC-MS Spectrumsplash10-0uxr-0920000000-266456505e459aed90d9Spectrum
Predicted GC-MS1-Methyladenosine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fu-9260000000-df75440994d3681767baSpectrum
Predicted GC-MS1-Methyladenosine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-7351900000-778aa9d9e15b6acad19dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0uf0-0990000000-d2a48b28d5d54fab5f15Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0udi-0900000000-1510e824c4b3bc404014Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0udi-0900000000-59193e9776c5cc704743Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-001i-0190000000-4ba89d6b5f6346f13785Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0udi-0910000000-75e5e157192c62256eddSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0udi-0900000000-f51a7adbe93284cc633fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-0udi-0900000000-2bcab3f498a3a7f4963cSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0udi-0900000000-7976b81cb29dc82fb60bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-0udi-0900000000-3df081c89b3bc3d51542Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positivesplash10-06si-1900000000-a81173c3e117179fcf34Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0002-0900000000-ada4e622e88814c85e19Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0002-0900000000-943dbe2cb7ab7a16983cSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0012-0690000000-7ded552a1e7600aa85a2Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-000t-0590000000-baf52d13e2aba197228aSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0090000000-6488105a96116c2e7d3eSpectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0090000000-9bbdc90acacfdb29c608Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-001i-0190000000-4ba89d6b5f6346f13785Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-0910000000-75e5e157192c62256eddSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-0900000000-f51a7adbe93284cc633fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0940000000-7bf78ed8c7e7d0a7aaefSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0900000000-111942c283b07a7fbe9bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udl-4900000000-3e1b66adc79286880543Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001j-0690000000-014387065eec31451d4cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-cd5b6cd7bfcdf3c8a1caSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-0900000000-1caa586963ed5992f3e3Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID17216227
ChEMBL IDCHEMBL1866485
KEGG Compound IDC02494
Pubchem Compound ID27476
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03331
CRC / DFC (Dictionary of Food Compounds) IDCSO76-I:CSO76-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General Reference
  1. Raezke KP, Schlimme E: [Ribonucleosides in milk: characterization and determination of the concentration profile of these minor components throughout a lactation period]. Z Naturforsch C. 1990 Jun;45(6):655-62. Pubmed [Identification]
Content Reference