Identification
NameAdemetionine
Accession NumberDB00118  (NUTR00052)
TypeSmall Molecule
GroupsApproved, Nutraceutical
Description

Physiologic methyl radical donor involved in enzymatic transmethylation reactions and present in all living organisms. It possesses anti-inflammatory activity and has been used in treatment of chronic liver disease. (From Merck, 11th ed)

Structure
Thumb
Synonyms
AdoMet
S-Adenosylmethionine
SAM
SAM-e
SAMe
External IDs Not Available
Product Ingredients
IngredientUNIICASInChI KeyDetails
Ademetionine butanedisulfonateC5BTS0548U Not AvailableNot applicableDetails
Ademetionine disulfate ditosylateNot AvailableNot AvailableNot applicableDetails
Ademetionine disulfate monotosylateNot AvailableNot AvailableNot applicableDetails
Ademetionine disulfate tosylate564ROC9U09 97540-22-2XDCFCHNAIMYBAZ-XQVUROGGSA-NDetails
Ademetionine tosylateNot AvailableNot AvailableNot applicableDetails
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
Sam-SulfateNatrol
SAMeNot Available
SAMe Rx-MoodNature's Plus
Brand mixturesNot Available
Categories
UNII7LP2MPO46S
CAS number29908-03-0
WeightAverage: 398.44
Monoisotopic: 398.137239006
Chemical FormulaC15H22N6O5S
InChI KeyMEFKEPWMEQBLKI-AIRLBKTGSA-N
InChI
InChI=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)/t7-,8+,10+,11+,14+,27?/m0/s1
IUPAC Name
(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)butanoate
SMILES
[H][C@](N)(CC[S+](C)C[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])O)C([O-])=O
Pharmacology
Indication

S-Adenosylmethionine (SAMe) is used as a drug in Europe for the treatment of depression, liver disorders, fibromyalgia, and osteoarthritis. It has also been introduced into the United States market as a dietary supplement for the support of bone and joint health, as well as mood and emotional well being.

Structured Indications Not Available
Pharmacodynamics

S-adenosylmethionine is an intermediate metabolite of methionine. Its involvement in methylation assists in cellular growth and repair, maintains the phospho-bilipid layer in cell membranes. It also helps in the maintenance of the action of several hormones and neurotransmitters that affect mood. Highest concentration are found in the brain and the liver.

Mechanism of action

S-Adenosylmethionine (SAMe) is a natural substance present in the cells of the body. It is a direct metabolite of the essential amino acid L-methionine. SAMe plays a crucial biochemical role in the body by donating a one-carbon methyl group in a process called transmethylation. SAMe, formed from the reaction of L-methionine and adenosine triphosphate catalyzed by the enzyme S-adenosylmethionine synthetase, is the methyl-group donor in the biosynthesis of both DNA and RNA nucleic acids, phospholipids, proteins, epinephrine, melatonin, creatine and other molecules.

TargetKindPharmacological actionActionsOrganismUniProt ID
Glycine N-methyltransferaseProteinunknown
cofactor
HumanQ14749 details
S-adenosylmethionine decarboxylase proenzymeProteinunknown
cofactor
HumanP17707 details
S-adenosylmethionine synthase isoform type-2Proteinunknown
cofactor
HumanP31153 details
Cystathionine beta-synthaseProteinunknown
activator
HumanP35520 details
S-adenosylmethionine synthase isoform type-1Proteinunknown
cofactor
HumanQ00266 details
Catechol O-methyltransferaseProteinunknown
cofactor
HumanP21964 details
Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase 1ProteinunknownNot AvailableHumanQ8N1G2 details
Arsenite methyltransferaseProteinunknownNot AvailableHumanQ9HBK9 details
Related Articles
Absorption

S-Adenosylmethionine is absorbed from the small intestine following oral intake. As absorption is affected by food, it is best to take on an empty stomach. Bioavailability is low following oral intake.

Volume of distributionNot Available
Protein bindingNot Available
Metabolism

Significant first-pass metabolism in the liver. Approximately 50% of S-Adenosylmethionine (SAMe) is metabolized in the liver. SAMe is metabolized to S-adenosylhomocysteine, which is then metabolized to homocysteine. Homocysteine can either be metabolized to cystathionine and then cysteine or to methionine. The cofactor in the metabolism of homocysteine to cysteine is vitamin B6. Cofactors for the metabolism of homocysteine to methionine are folic acid, vitamin B12 and betaine.

SubstrateEnzymesProduct
Ademetionine
Not Available
CystathionineDetails
Ademetionine
Not Available
CysteineDetails
Ademetionine
Not Available
MethionineDetails
Ademetionine
Not Available
HomocysteineDetails
Ademetionine
Not Available
S-AdenosylhomocysteineDetails
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
Toxicity

Irritating to mucus membranes and upper respiratory tract. Can cause CNS depression.

Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Methionine MetabolismMetabolicSMP00033
AlkaptonuriaDiseaseSMP00169
HawkinsinuriaDiseaseSMP00190
Methionine Adenosyltransferase DeficiencyDiseaseSMP00221
HypermethioninemiaDiseaseSMP00341
Ornithine Aminotransferase Deficiency (OAT Deficiency)DiseaseSMP00363
Dopamine beta-hydroxylase deficiencyDiseaseSMP00498
Monoamine oxidase-a deficiency (MAO-A)DiseaseSMP00533
Tryptophan MetabolismMetabolicSMP00063
HistidinemiaDiseaseSMP00191
S-Adenosylhomocysteine (SAH) Hydrolase DeficiencyDiseaseSMP00214
Tyrosinemia Type IDiseaseSMP00218
Glycine N-methyltransferase DeficiencyDiseaseSMP00222
Non Ketotic HyperglycinemiaDiseaseSMP00223
Disulfiram Action PathwayDrug actionSMP00429
Carnitine SynthesisMetabolicSMP00465
Dimethylglycine Dehydrogenase DeficiencyDiseaseSMP00484
Tyrosine hydroxylase deficiencyDiseaseSMP00497
sarcosine oncometabolite pathway DiseaseSMP02313
Glycine and Serine MetabolismMetabolicSMP00004
Arginine and Proline MetabolismMetabolicSMP00020
Aromatic L-Aminoacid Decarboxylase DeficiencyDiseaseSMP00170
Dihydropyrimidine Dehydrogenase Deficiency (DHPD)DiseaseSMP00179
Prolinemia Type IIDiseaseSMP00208
Dimethylglycine Dehydrogenase DeficiencyDiseaseSMP00242
SarcosinemiaDiseaseSMP00244
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)DiseaseSMP00340
Hyperprolinemia Type IDiseaseSMP00361
Spermidine and Spermine BiosynthesisMetabolicSMP00445
Methylhistidine MetabolismMetabolicSMP00715
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis Reference

Takayasu Tsuchida, Fumihiro Yoshinaga, Shinji Okumura, "Method for producing S-adenosylmethionine or methylthioadenosine by yeast." U.S. Patent US3962034, issued November, 1971.

US3962034
General References
  1. Finkelstein JD, Martin JJ: Homocysteine. Int J Biochem Cell Biol. 2000 Apr;32(4):385-9. [PubMed:10762063 ]
  2. Fodinger M, Horl WH, Sunder-Plassmann G: Molecular biology of 5,10-methylenetetrahydrofolate reductase. J Nephrol. 2000 Jan-Feb;13(1):20-33. [PubMed:10720211 ]
  3. Roje S: S-Adenosyl-L-methionine: beyond the universal methyl group donor. Phytochemistry. 2006 Aug;67(15):1686-98. [PubMed:16766004 ]
  4. Loenen WA: S-adenosylmethionine: jack of all trades and master of everything? Biochem Soc Trans. 2006 Apr;34(Pt 2):330-3. [PubMed:16545107 ]
  5. Chiang PK, Gordon RK, Tal J, Zeng GC, Doctor BP, Pardhasaradhi K, McCann PP: S-Adenosylmethionine and methylation. FASEB J. 1996 Mar;10(4):471-80. [PubMed:8647346 ]
External Links
ATC CodesA16AA02 — Ademetionine
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSDownload (35.5 KB)
Clinical Trials
Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentDepressive State1
2TerminatedTreatmentLiver Cirrhosis, Biliary1
2, 3CompletedTreatmentChronic Hepatitis C Infection1
2, 3CompletedTreatmentDepressive State / Parkinson's Disease (PD)1
2, 3CompletedTreatmentTobacco Dependence1
3CompletedTreatmentHepatitis1
3CompletedTreatmentIntrahepatic Cholestasis Associated With Alcoholic Liver Disease1
3CompletedTreatmentLiver Diseases, Alcoholic1
3CompletedTreatmentNon Alcoholic Fatty Liver Diseases (NAFLD)1
Not AvailableCompletedTreatmentAbdominal Pain (AP)1
Not AvailableCompletedTreatmentBipolar Disorder (BD) / Depression, Bipolar / Depressive State1
Not AvailableCompletedTreatmentDepressive State1
Not AvailableNot Yet RecruitingPreventionPrimary Liver Cancers1
Not AvailableUnknown StatusTreatmentNon-Alcoholic Steatohepatitis1
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage formsNot Available
Prices
Unit descriptionCostUnit
Sam-e 400 mg tablet0.86USD tablet
CVS Pharmacy sam-e 400 mg tablet0.79USD tablet
Sam-e 200 mg tablet0.59USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
boiling point (°C)78 °CNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.62 mg/mLALOGPS
logP0.05ALOGPS
logP-5.3ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.41ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area185.46 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity107.07 m3·mol-1ChemAxon
Polarizability39.26 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8102
Blood Brain Barrier-0.8894
Caco-2 permeable-0.7307
P-glycoprotein substrateSubstrate0.7584
P-glycoprotein inhibitor INon-inhibitor0.9664
P-glycoprotein inhibitor IINon-inhibitor0.993
Renal organic cation transporterNon-inhibitor0.9295
CYP450 2C9 substrateNon-substrate0.8308
CYP450 2D6 substrateNon-substrate0.8224
CYP450 3A4 substrateSubstrate0.5753
CYP450 1A2 substrateNon-inhibitor0.8308
CYP450 2C9 inhibitorNon-inhibitor0.8396
CYP450 2D6 inhibitorNon-inhibitor0.9192
CYP450 2C19 inhibitorNon-inhibitor0.8457
CYP450 3A4 inhibitorNon-inhibitor0.9731
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9647
Ames testNon AMES toxic0.6899
CarcinogenicityNon-carcinogens0.9417
BiodegradationNot ready biodegradable0.9486
Rat acute toxicity2.5758 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9755
hERG inhibition (predictor II)Non-inhibitor0.7962
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound 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 ParentsMethionine and derivatives / Glycosylamines / Pentoses / 6-aminopurines / L-alpha-amino acids / Thia fatty acids / Aminopyrimidines and derivatives / Hydroxy fatty acids / N-substituted imidazoles / Imidolactams
Substituents5'-deoxy-5'-thionucleoside / Methionine or derivatives / Glycosyl compound / N-glycosyl compound / 6-aminopurine / Alpha-amino acid / Alpha-amino acid or derivatives / Pentose monosaccharide / L-alpha-amino acid / Purine
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorssulfonium betaine (CHEBI:67040 ) / Coenzymes (C00019 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
cofactor
General Function:
Glycine n-methyltransferase activity
Specific Function:
Catalyzes the methylation of glycine by using S-adenosylmethionine (AdoMet) to form N-methylglycine (sarcosine) with the concomitant production of S-adenosylhomocysteine (AdoHcy). Possible crucial role in the regulation of tissue concentration of AdoMet and of metabolism of methionine.
Gene Name:
GNMT
Uniprot ID:
Q14749
Uniprot Name:
Glycine N-methyltransferase
Molecular Weight:
32742.0 Da
References
  1. Rowling MJ, Schalinske KL: Retinoid compounds activate and induce hepatic glycine N-methyltransferase in rats. J Nutr. 2001 Jul;131(7):1914-7. [PubMed:11435507 ]
  2. Luka Z, Cerone R, Phillips JA 3rd, Mudd HS, Wagner C: Mutations in human glycine N-methyltransferase give insights into its role in methionine metabolism. Hum Genet. 2002 Jan;110(1):68-74. Epub 2001 Dec 7. [PubMed:11810299 ]
  3. Rowling MJ, McMullen MH, Chipman DC, Schalinske KL: Hepatic glycine N-methyltransferase is up-regulated by excess dietary methionine in rats. J Nutr. 2002 Sep;132(9):2545-50. [PubMed:12221207 ]
  4. Moller MT, Samari HR, Fengsrud M, Stromhaug PE, oStvold AC, Seglen PO: Okadaic acid-induced, naringin-sensitive phosphorylation of glycine N-methyltransferase in isolated rat hepatocytes. Biochem J. 2003 Jul 15;373(Pt 2):505-13. [PubMed:12697024 ]
  5. Uthus EO, Brown-Borg HM: Altered methionine metabolism in long living Ames dwarf mice. Exp Gerontol. 2003 May;38(5):491-8. [PubMed:12742526 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
cofactor
General Function:
Putrescine binding
Specific Function:
Essential for biosynthesis of the polyamines spermidine and spermine. Promotes maintenance and self-renewal of embryonic stem cells, by maintaining spermine levels (By similarity).
Gene Name:
AMD1
Uniprot ID:
P17707
Uniprot Name:
S-adenosylmethionine decarboxylase proenzyme
Molecular Weight:
38339.335 Da
References
  1. Dudkowska M, Stachurska A, Grzelakowska-Sztabert B, Manteuffel-Cymborowska M: Up-regulation of spermidine/spermine N1-acetyltransferase (SSAT) expression is a part of proliferative but not anabolic response of mouse kidney. Acta Biochim Pol. 2002;49(4):969-77. [PubMed:12545203 ]
  2. Ndjonka D, Zou Y, Bi X, Woster P, Walter RD, Luersen K: The activator-binding site of Onchocerca volvulus S-adenosylmethionine decarboxylase, a potential drug target. Biol Chem. 2003 Aug;384(8):1195-201. [PubMed:12974388 ]
  3. Notari S, Lucchi R, Traversa U, Fabbri E, Poli A: Reversible changes in goldfish brain polyamine concentrations and synthetic enzymes after cold exposure. Brain Res. 2004 May 1;1006(2):241-7. [PubMed:15051528 ]
  4. Yerlikaya A, Stanley BA: Structural basis for the inactivation of AdoMetDC K12R mutant. Protein Pept Lett. 2006;13(3):313-7. [PubMed:16515461 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
cofactor
General Function:
Methionine adenosyltransferase activity
Specific Function:
Catalyzes the formation of S-adenosylmethionine from methionine and ATP.
Gene Name:
MAT2A
Uniprot ID:
P31153
Uniprot Name:
S-adenosylmethionine synthase isoform type-2
Molecular Weight:
43660.37 Da
References
  1. Mudd SH, Cerone R, Schiaffino MC, Fantasia AR, Minniti G, Caruso U, Lorini R, Watkins D, Matiaszuk N, Rosenblatt DS, Schwahn B, Rozen R, LeGros L, Kotb M, Capdevila A, Luka Z, Finkelstein JD, Tangerman A, Stabler SP, Allen RH, Wagner C: Glycine N-methyltransferase deficiency: a novel inborn error causing persistent isolated hypermethioninaemia. J Inherit Metab Dis. 2001 Aug;24(4):448-64. [PubMed:11596649 ]
  2. Farrar C, Clarke S: Altered levels of S-adenosylmethionine and S-adenosylhomocysteine in the brains of L-isoaspartyl (D-Aspartyl) O-methyltransferase-deficient mice. J Biol Chem. 2002 Aug 2;277(31):27856-63. Epub 2002 May 22. [PubMed:12023972 ]
  3. Martinez-Chantar ML, Latasa MU, Varela-Rey M, Lu SC, Garcia-Trevijano ER, Mato JM, Avila MA: L-methionine availability regulates expression of the methionine adenosyltransferase 2A gene in human hepatocarcinoma cells: role of S-adenosylmethionine. J Biol Chem. 2003 May 30;278(22):19885-90. Epub 2003 Mar 26. [PubMed:12660248 ]
  4. Martinez-Chantar ML, Garcia-Trevijano ER, Latasa MU, Martin-Duce A, Fortes P, Caballeria J, Avila MA, Mato JM: Methionine adenosyltransferase II beta subunit gene expression provides a proliferative advantage in human hepatoma. Gastroenterology. 2003 Apr;124(4):940-8. [PubMed:12671891 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
activator
General Function:
Ubiquitin protein ligase binding
Specific Function:
Hydro-lyase catalyzing the first step of the transsulfuration pathway, where the hydroxyl group of L-serine is displaced by L-homocysteine in a beta-replacement reaction to form L-cystathionine, the precursor of L-cysteine. This catabolic route allows the elimination of L-methionine and the toxic metabolite L-homocysteine (PubMed:23981774, PubMed:20506325, PubMed:23974653). Also involved in the...
Gene Name:
CBS
Uniprot ID:
P35520
Uniprot Name:
Cystathionine beta-synthase
Molecular Weight:
60586.05 Da
References
  1. Janosik M, Kery V, Gaustadnes M, Maclean KN, Kraus JP: Regulation of human cystathionine beta-synthase by S-adenosyl-L-methionine: evidence for two catalytically active conformations involving an autoinhibitory domain in the C-terminal region. Biochemistry. 2001 Sep 4;40(35):10625-33. [PubMed:11524006 ]
  2. Jacobs RL, Stead LM, Brosnan ME, Brosnan JT: Hyperglucagonemia in rats results in decreased plasma homocysteine and increased flux through the transsulfuration pathway in liver. J Biol Chem. 2001 Nov 23;276(47):43740-7. Epub 2001 Sep 14. [PubMed:11559709 ]
  3. Choumenkovitch SF, Selhub J, Bagley PJ, Maeda N, Nadeau MR, Smith DE, Choi SW: In the cystathionine beta-synthase knockout mouse, elevations in total plasma homocysteine increase tissue S-adenosylhomocysteine, but responses of S-adenosylmethionine and DNA methylation are tissue specific. J Nutr. 2002 Aug;132(8):2157-60. [PubMed:12163655 ]
  4. Evande R, Blom H, Boers GH, Banerjee R: Alleviation of intrasteric inhibition by the pathogenic activation domain mutation, D444N, in human cystathionine beta-synthase. Biochemistry. 2002 Oct 1;41(39):11832-7. [PubMed:12269827 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
cofactor
General Function:
Methionine adenosyltransferase activity
Specific Function:
Catalyzes the formation of S-adenosylmethionine from methionine and ATP.
Gene Name:
MAT1A
Uniprot ID:
Q00266
Uniprot Name:
S-adenosylmethionine synthase isoform type-1
Molecular Weight:
43647.6 Da
References
  1. Carretero MV, Latasa MU, Garcia-Trevijano ER, Corrales FJ, Wagner C, Mato JM, Avila MA: Inhibition of liver methionine adenosyltransferase gene expression by 3-methylcolanthrene: protective effect of S-adenosylmethionine. Biochem Pharmacol. 2001 May 1;61(9):1119-28. [PubMed:11301045 ]
  2. Martinez-Chantar ML, Corrales FJ, Martinez-Cruz LA, Garcia-Trevijano ER, Huang ZZ, Chen L, Kanel G, Avila MA, Mato JM, Lu SC: Spontaneous oxidative stress and liver tumors in mice lacking methionine adenosyltransferase 1A. FASEB J. 2002 Aug;16(10):1292-4. Epub 2002 Jun 7. [PubMed:12060674 ]
  3. Santamaria E, Avila MA, Latasa MU, Rubio A, Martin-Duce A, Lu SC, Mato JM, Corrales FJ: Functional proteomics of nonalcoholic steatohepatitis: mitochondrial proteins as targets of S-adenosylmethionine. Proc Natl Acad Sci U S A. 2003 Mar 18;100(6):3065-70. Epub 2003 Mar 11. [PubMed:12631701 ]
  4. Martinez-Chantar ML, Latasa MU, Varela-Rey M, Lu SC, Garcia-Trevijano ER, Mato JM, Avila MA: L-methionine availability regulates expression of the methionine adenosyltransferase 2A gene in human hepatocarcinoma cells: role of S-adenosylmethionine. J Biol Chem. 2003 May 30;278(22):19885-90. Epub 2003 Mar 26. [PubMed:12660248 ]
  5. Martinez-Chantar ML, Garcia-Trevijano ER, Latasa MU, Martin-Duce A, Fortes P, Caballeria J, Avila MA, Mato JM: Methionine adenosyltransferase II beta subunit gene expression provides a proliferative advantage in human hepatoma. Gastroenterology. 2003 Apr;124(4):940-8. [PubMed:12671891 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
cofactor
General Function:
O-methyltransferase activity
Specific Function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:
COMT
Uniprot ID:
P21964
Uniprot Name:
Catechol O-methyltransferase
Molecular Weight:
30036.77 Da
References
  1. Lee BW, Sun HG, Zang T, Kim BJ, Alfaro JF, Zhou ZS: Enzyme-catalyzed transfer of a ketone group from an S-adenosylmethionine analogue: a tool for the functional analysis of methyltransferases. J Am Chem Soc. 2010 Mar 24;132(11):3642-3. doi: 10.1021/ja908995p. [PubMed:20196537 ]
  2. Rutherford K, Le Trong I, Stenkamp RE, Parson WW: Crystal structures of human 108V and 108M catechol O-methyltransferase. J Mol Biol. 2008 Jun 27;380(1):120-30. doi: 10.1016/j.jmb.2008.04.040. Epub 2008 Apr 23. [PubMed:18486144 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
S-adenosyl-L-methionine-dependent methyltransferase that mediates mRNA cap1 2'-O-ribose methylation to the 5'-cap structure of mRNAs. Methylates the ribose of the first nucleotide of a m(7)GpppG-capped mRNA and small nuclear RNA (snRNA) to produce m(7)GpppRm (cap1). Displays a preference for cap0 transcripts. Cap1 modification is linked to higher levels of translation. May be involved in the interferon response pathway.
Specific Function:
Mrna (nucleoside-2'-o-)-methyltransferase activity
Gene Name:
CMTR1
Uniprot ID:
Q8N1G2
Uniprot Name:
Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase 1
Molecular Weight:
95319.96 Da
References
  1. Haline-Vaz T, Silva TC, Zanchin NI: The human interferon-regulated ISG95 protein interacts with RNA polymerase II and shows methyltransferase activity. Biochem Biophys Res Commun. 2008 Aug 8;372(4):719-24. doi: 10.1016/j.bbrc.2008.05.137. Epub 2008 Jun 3. [PubMed:18533109 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
S-adenosylmethionine-dependent methyltransferase activity
Specific Function:
Catalyzes the transfer of a methyl group from AdoMet to trivalent arsenicals producing methylated and dimethylated arsenicals. It methylates arsenite to form methylarsonate, Me-AsO(3)H(2), which is reduced by methylarsonate reductase to methylarsonite, Me-As(OH)2. Methylarsonite is also a substrate and it is converted into the much less toxic compound dimethylarsinate (cacodylate), Me(2)As(O)-O...
Gene Name:
AS3MT
Uniprot ID:
Q9HBK9
Uniprot Name:
Arsenite methyltransferase
Molecular Weight:
41747.49 Da
References
  1. Wang S, Li X, Song X, Geng Z, Hu X, Wang Z: Rapid equilibrium kinetic analysis of arsenite methylation catalyzed by recombinant human arsenic (+3 oxidation state) methyltransferase (hAS3MT). J Biol Chem. 2012 Nov 9;287(46):38790-9. doi: 10.1074/jbc.M112.368050. Epub 2012 Sep 6. [PubMed:22955273 ]
  2. Wang S, Geng Z, Shi N, Li X, Wang Z: The functions of crucial cysteine residues in the arsenite methylation catalyzed by recombinant human arsenic (III) methyltransferase. PLoS One. 2014 Oct 28;9(10):e110924. doi: 10.1371/journal.pone.0110924. eCollection 2014. [PubMed:25349987 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Uniprot Name:
Cytochrome P450 2E1
Molecular Weight:
56848.42 Da
References
  1. Caro AA, Cederbaum AI: Inhibition of CYP2E1 catalytic activity in vitro by S-adenosyl-L-methionine. Biochem Pharmacol. 2005 Apr 1;69(7):1081-93. [PubMed:15763544 ]
  2. Cederbaum AI: Hepatoprotective effects of S-adenosyl-L-methionine against alcohol- and cytochrome P450 2E1-induced liver injury. World J Gastroenterol. 2010 Mar 21;16(11):1366-76. [PubMed:20238404 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Spermidine synthase activity
Specific Function:
Catalyzes the production of spermidine from putrescine and decarboxylated S-adenosylmethionine (dcSAM). Has a strong preference for putrescine as substrate, and has very low activity towards 1,3-diaminopropane. Has extremely low activity towards spermidine.
Gene Name:
SRM
Uniprot ID:
P19623
Uniprot Name:
Spermidine synthase
Molecular Weight:
33824.455 Da
References
  1. Cyriac J, Haleem R, Cai X, Wang Z: Androgen regulation of spermidine synthase expression in the rat prostate. Prostate. 2002 Mar 1;50(4):252-61. [PubMed:11870804 ]
  2. Dejima H, Kobayashi M, Takasaki H, Takeda N, Shirahata A, Samejima K: Synthetic decarboxylated S-adenosyl-L-methionine as a substrate for aminopropyl transferases. Biol Pharm Bull. 2003 Jul;26(7):1005-8. [PubMed:12843627 ]
  3. Franceschetti M, Fornale S, Tassonia A, Zuccherelli K, Mayer MJ, Bagni N: Effects of spermidine synthase overexpression on polyamine biosynthetic pathway in tobacco plants. J Plant Physiol. 2004 Sep;161(9):989-1001. [PubMed:15499902 ]
Drug created on June 13, 2005 07:24 / Updated on August 02, 2017 16:20