S-Adenosylhomocysteine (C14H20N6O5S): structure, properties and hazards

Names and identifiers

IUPAC name: (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
Synonyms: SAH, AdoHcy, methylation product
+ 37 more
S-adenosyl-L-homocysteine, adenosylhomocysteine, S-(5'-adenosyl)-L-homocysteine, S-(5'-deoxyadenosin-5'-yl)-L-homocysteine, Adenosyl-L-homocysteine, 2-S-adenosyl-L-homocysteine, L-Homocysteine, S-(5'-deoxyadenosin-5'-yl)-, adenosylhomo-cys, adenosyl-homo-cys, CHEBI:16680, 8K31Q2S66S, (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid, DTXSID30895860, (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid, (2S)-2-amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl)sulfanyl)butanoic acid, (2S)-2-amino-4-(((2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl)methylsulfanyl)butanoic acid, S Adenosylhomocysteine, Adenosylhomocysteine, S, (2S)-4-(((2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl)methylsulfanyl)-2-azaniumylbutanoate, RefChem:884196, DTXCID701325357, 213-560-8, (2R,3R,4R)-2-adenin-9-yltetrahydrofuran-3,4-diol, Formycinylhomocysteine, L-S-Adenosylhomocysteine, 5'-Deoxy-S-adenosyl-L-homocysteine, MFCD00037388, BRN 5166233, (S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine, S-adenosyl-homocysteine, C14H20N6O5S, CHEMBL418052, S-(5-Adenosyl)-L-Homocysteine, (S)-2-Amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)butanoic acid, D-Ribitol, 5-S-(3-amino-3-carboxypropyl)-1-C-(7-amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhydro-5-thio-, (1S,5(S))-, S-(5'-Deoxyadenosine-5')-L-homocysteine, S-[1-(adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl]-L-homocysteine
Molecular formula: C₁₄H₂₀N₆O₅S
Empirical formula: C₁₄H₂₀N₆O₅S
Molecular weight: 384.41 g/mol
Exact mass: 384.12159
CAS number: 979-92-0
PubChem CID: 439155
Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N
Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N
InChI: InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
InChIKey: ZJUKTBDSGOFHSH-WFMPWKQPSA-N
Molfile

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

Calculated

Heavy atoms: 26
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.57
H-bond donors: 5
H-bond acceptors: 10 computed here · PubChem 11
Rotatable bonds: 7
TPSA (Å²): 182.6 computed here · PubChem 208
Formal charge: 0
XLogP3: -3.5 PubChem
Complexity: 504 PubChem
Stereocenters: 5 definedCIP: C2: S · C7: S · C9: R · C20: R · C22: 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

C43.74%
H5.24%
N21.86%
O20.81%
S8.34%

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: -1.44 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.11 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.99 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 384.42
log P ≤ 5 (Crippen): -1.44
H-bond donors ≤ 5: 5
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

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Activate Scientific, CATO Research Chemicals Inc., 10X CHEM.

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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]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.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.