S-Adenosylmethionine

Athanor · official

C₁₅H₂₂N₆O₅S · 398.4 g/mol

IUPAC name: (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate

Also called SAM, SAMe, AdoMet, methyl donor, ademetionine

Vitamins Metabolites Amino acids

Open in Athanor

Drawn from its SMILES with RDKit

WarningHarmful if swallowed · Harmful in contact with skin · Causes serious eye irritation · Harmful if inhaled

Names and identifiers

IUPAC name: (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl-methylsulfonio]butanoate
Synonyms: SAM, SAMe, AdoMet
+ 36 more
methyl donor, ademetionine, Active methionine, S-adenosyl methionine, DTXSID6032019, Adenosine, 5'-((3-amino-3-carboxypropyl)methylsulfonio)-5'-deoxy-, inner salt, (3S)-, S-adenosyl-methionine, S Adenosylmethionine, RefChem:53996, S Adenosyl L Methionine, ((3R)-3-amino-3-carboxypropyl)((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl))methylsulfanium, ((3S)-3-amino-3-carboxypropyl)((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl))methylsulfanium, DTXCID4012019, FO1561, S Adenosylmethionine Sulfate Tosylate, FO 1561, 5'-((3-Amino-3-carboxypropyl)methylsulfonio)-5'-deoxyadenosine Hydroxide, Inner Salt, S-adenosyl-L-methionine, Ademetionine, SAM-e, adenosylmethionine, Methioninyladenylate, L-S-Adenosylmethionine, Ademetionine, (S)-, S Amet, L-Methionine, S-adenosyl-, Ademetionine, (R)-, R,S-adenosylmethionine, S,S-Adenosylmethionine, Transmetil, CCRIS 7130, S-adenosyl-L-methioninate, Methionine, S-adenosyl-, Ademetionine [INN], (2S)-2-Amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonio)butanoate, 7LP2MPO46S
Molecular formula: C₁₅H₂₂N₆O₅S
Empirical formula: C₁₅H₂₂N₆O₅S
Molecular weight: 398.4 g/mol
Exact mass: 398.13724
CAS number: 29908-03-0
PubChem CID: 34755
Canonical SMILES: C[S+](CCC(C(=O)[O-])N)CC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O
Isomeric SMILES: C[S+](CC[C@@H](C(=O)[O-])N)C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
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
InChIKey: MEFKEPWMEQBLKI-AIRLBKTGSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 27
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.6
H-bond donors: 4
H-bond acceptors: 10
Rotatable bonds: 7 computed here · PubChem 6
TPSA (Å²): 185.5 computed here · PubChem 186
Formal charge: 0
XLogP3: -2.8 PubChem
Complexity: 527 PubChem
Stereocenters: 5 defined, 1 undefinedCIP: S2: undefined · C5: S · C11: S · C13: R · C24: R · C26: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C45.22%
H5.57%
N21.09%
O20.08%
S8.05%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -3.26 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.04 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.76 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 398.45
log P ≤ 5 (Crippen): -3.26
H-bond donors ≤ 5: 4
H-bond acceptors ≤ 10: 10

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 5 company reports to ECHA. Source [1].

Harmful or irritant

H302Harmful if swallowed (20% of reports)
H312Harmful in contact with skin (20% of reports)
H319Causes serious eye irritation (20% of reports)
H332Harmful if inhaled (20% of reports)

Precautionary statements: P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P337+P317, P362+P364, P501

View all classifications (2)

[1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 80% (4 of 5) of all reports.
[1] European Chemicals Agency (ECHA) · 5 reports · WarningH302, H312, H319, H332

Safety data sheets on the supplier’s page: Activate Scientific, DC Chemicals, MuseChem.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[3]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.