S-Adenosylmethioninamine

S-Adenosylmethioninamine is a substrate that is required for the biosynthesis of polyamines including spermidine, spermine, and thermospermine. It is produced by decarboxylation of S-adenosyl methionine.

S-Adenosylmethioninamine

Names
IUPAC name S-(3-Aminopropyl)-S-methyl-5′-thioadenosin-5′-ium
Systematic IUPAC name (3-Aminopropyl){[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}methylsulfanium
Other names S-Adenosyl-(5′)-3-methylthiopropylamine decarboxylated S-adenosyl methionine decarboxy-S-adenosyl methionine (5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation
Identifiers
CAS Number	22365-13-5 N
3D model (JSmol)	Interactive image
Abbreviations	dAdoMet, dc-SAM
ChEBI	CHEBI:15625 Y
ChemSpider	388529 N
KEGG	C01137 Y
PubChem CID	439415
UNII	Y283L4G9XM Y
CompTox Dashboard (EPA)	DTXSID701029264
InChI InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1 N Key: ZUNBITIXDCPNSD-LSRJEVITSA-N N InChI=1/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1 Key: ZUNBITIXDCPNSD-LSRJEVITBK
SMILES C[S+](CCCN)C[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O
Properties
Chemical formula	C14H23N6O3S+
Molar mass	355.43582 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

See also

• Adenosylmethionine decarboxylase (AMD1)
• Spermidine synthase
• Spermine synthase
• Thermospermine synthase (ACAULIS5)