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Showing Compound S-Adenosylmethionine (FDB022473)

Record Information
Version1.0
Creation date2011-09-21 00:14:35 UTC
Update date2015-07-21 06:57:14 UTC
Primary IDFDB022473
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameS-Adenosylmethionine
DescriptionS-Adenosylmethionine belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group. S-Adenosylmethionine is a very strong basic compound (based on its pKa).
CAS Number29908-03-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(3S)-5'-[(3-amino-3-carboxypropyl)methylsulfonio]-5'-deoxyadenosinehmdb
(3S)-5'-[(3-amino-3-Carboxypropyl)methylsulfonio]-5'-deoxyadenosine, inner saltChEBI
(3S)-5'-[(3-amino-3-Carboxypropyl)methylsulphonio]-5'-deoxyadenosine, inner saltGenerator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfoniumGenerator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphoniumGenerator
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfoniumChEBI
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphoniumGenerator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulfoniumGenerator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-amino-3-carboxypropyl](methyl)sulphoniumGenerator
2-S-adenosyl-L-methioninehmdb
5'-Deoxyadenosine-5'-L-methionine disulfate ditosylatehmdb
5'-Deoxyadenosine-5'-L-methionine disulphate ditosylateHMDB
Active methioninehmdb
AcylcarnitineChEBI
Ademetioninehmdb
adenosylmethioninehmdb
AdoMethmdb
Donamethmdb
L-S-Adenosylmethioninehmdb
S-(5'-Adenosyl)-L-methioninehmdb
S-(5'-deoxyadenosin-5'-yl)-L-methioninehmdb
S-adenosyl methioninehmdb
S-Adenosyl-L-methioninehmdb
S-Adenosyl-L-Methionine Disulfate Tosylatehmdb
S-Adenosyl-L-methionine disulphate tosylateHMDB
S-adenosyl-methioninehmdb
S-Adenosylmethioninehmdb
SAMChEBI
Predicted Properties
PropertyValueSource
Water Solubility1.19 g/LALOGPS
logP-2ALOGPS
logP-5.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area182.63 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity96.23 m³·mol⁻¹ChemAxon
Polarizability39.85 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC15H23N6O5S
IUPAC name[(3R)-3-amino-3-carboxypropyl]({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl})methylsulfanium
InChI IdentifierInChI=1S/C15H22N6O5S/c1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25)/p+1/t7-,8-,10-,11-,14-,27?/m1/s1
InChI KeyMEFKEPWMEQBLKI-XCPQSEKJSA-O
Isomeric SMILES[H][C@@](N)(CC[S+](C)C[C@@]1([H])O[C@@]([H])(N2C=NC3=C2N=CN=C3N)[C@]([H])(O)[C@]1([H])O)C(O)=O
Average Molecular Weight399.445
Monoisotopic Molecular Weight399.145063566
Classification
Description Belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
Class5'-deoxyribonucleosides
Sub Class5'-deoxy-5'-thionucleosides
Direct Parent5'-deoxy-5'-thionucleosides
Alternative Parents
Substituents
  • 5'-deoxy-5'-thionucleoside
  • Methionine or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Pentose monosaccharide
  • D-alpha-amino acid
  • Purine
  • Imidazopyrimidine
  • Aminopyrimidine
  • Thia fatty acid
  • Hydroxy fatty acid
  • Imidolactam
  • Monosaccharide
  • N-substituted imidazole
  • Fatty acyl
  • Pyrimidine
  • Heteroaromatic compound
  • Azole
  • Tetrahydrofuran
  • Imidazole
  • 1,2-diol
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid salt
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organic oxygen compound
  • Primary amine
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic salt
  • Primary aliphatic amine
  • Amine
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
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
SpectraNot Available
ChemSpider ID21169292
ChEMBL IDCHEMBL224120
KEGG Compound IDC00019
Pubchem Compound ID34756
Pubchem Substance IDNot Available
ChEBI ID15414
Phenol-Explorer IDNot Available
DrugBank IDDB00118
HMDB IDHMDB01185
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID33530
KNApSAcK IDNot Available
HET ID1CMC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDS-Adenosylmethionine
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
Enzymes
NameGene NameUniProt ID
Transmembrane O-methyltransferaseLRTOMTQ8WZ04
Leucine carboxyl methyltransferase 1LCMT1Q9UIC8
tRNA (uracil(54)-C(5))-methyltransferase homologTRMT2BQ96GJ1
Mitochondrial tRNA-specific 2-thiouridylase 1TRMUO75648
DNA (cytosine-5)-methyltransferase 3-likeDNMT3LQ9UJW3
Histone-lysine N-methyltransferase EZH1EZH1Q92800
S-adenosylmethionine mitochondrial carrier proteinSLC25A26Q70HW3
Pathways
NameSMPDB LinkKEGG Link
Betaine MetabolismSMP00123 map00260
Carnitine SynthesisSMP00465 Not Available
Catecholamine BiosynthesisSMP00012 map00350
Glycine and Serine MetabolismSMP00004 map00260
Methionine MetabolismSMP00033 map00270
Spermidine and Spermine BiosynthesisSMP00445 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference