Showing Compound S-Adenosylmethioninamine (FDB022353)

Record Information

Version

1.0

Creation date

2011-09-21 00:12:38 UTC

Update date

2025-11-19 02:41:30 UTC

Primary ID

FDB022353

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

S-Adenosylmethioninamine

Description

S-Adenosylmethioninamine, also known as decarboxy-adomet or dadomet, 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-Adenosylmethioninamine exists in all living species, ranging from bacteria to plants to humans. S-Adenosylmethioninamine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make S-adenosylmethioninamine a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on S-Adenosylmethioninamine.

CAS Number

22365-13-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium	ChEBI
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation	ChEBI
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium salt	ChEBI
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	ChEBI
S-Adenosyl-(5')-3-methylthiopropylamine	ChEBI
S-Adenosyl-3-methylthiopropylamine	ChEBI
S-Adenosyl 3-(methylthio)propylamine	Kegg
S-Adenosyl 3-(methylsulfanyl)propylamine	Kegg
Decarboxy-adomet	Kegg
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium	Generator
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium cation	Generator
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium salt	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
S-Adenosyl 3-(methylsulphanyl)propylamine	Generator
S--Adenosylmethioninamine	HMDB
(5-Deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt	HMDB
DAdoMet	HMDB
Decarboxylated adomet	HMDB
Decarboxylated S-adenosylmethionine	HMDB
Decarboxylated sam	HMDB
S-Adenosyl-L-methioninamine	HMDB
S-5'-Deoxyadenosyl-(5')-3-methylthiopropylamine	HMDB
S-Adenosyl(5')-3-methylthiopropylamine	HMDB
(-)-S-Adenosyl-(5')-3-methylthiopropylamine	HMDB
(-)-S-Adenosyl-(5’)-3-methylthiopropylamine	HMDB
5'-[(3-Aminopropyl)methylsulfonio]-5'-deoxyadenosine	HMDB
5’-[(3-aminopropyl)methylsulfonio]-5’-deoxyadenosine	HMDB
S-Adenosyl-(5’)-3-methylthiopropylamine	HMDB
S-Adenosyl-L-methionamine	HMDB
S-Adenosylmethionamine	HMDB
S-Methyl-S-adenosyl homocysteamine	HMDB
S-Methyl-S-adenosylhomocysteamine	HMDB
S-Methyladenosylhomocysteamine	HMDB
S-Adenosylmethioninamine	HMDB
(5-deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt	hmdb
dAdoMet	hmdb
decarboxylated AdoMet	hmdb
decarboxylated S-adenosylmethionine	hmdb
decarboxylated SAM	hmdb
S-adenosylmethioninamine	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	1.27 g/L	ALOGPS
logP	0.28	ALOGPS
logP	-2.8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	10.09	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.33 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.4 m³·mol⁻¹	ChemAxon
Polarizability	36.97 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C14H23N6O3S

IUPAC name

{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-aminopropyl)methylsulfanium

InChI Identifier

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

InChI Key

ZUNBITIXDCPNSD-LSRJEVITSA-N

Isomeric SMILES

C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

Average Molecular Weight

355.436

Monoisotopic Molecular Weight

355.155234322

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.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

5'-deoxy-5'-thionucleosides

Direct Parent

5'-deoxy-5'-thionucleosides

Alternative Parents

Substituents

5'-deoxy-5'-thionucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Purine
Imidazopyrimidine
Aminopyrimidine
Imidolactam
Pyrimidine
Monosaccharide
N-substituted imidazole
Heteroaromatic compound
Tetrahydrofuran
Azole
Imidazole
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Amine
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonium compound (CHEBI:15625 )
adenosines (CHEBI:15625 )
Biogenic amines (C01137 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	S-Adenosylmethioninamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-06wi-7923000000-45e056b479c0e2cba364	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ai-8291700000-8e1b09746b1c704e209f	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	S-Adenosylmethioninamine, TBDMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0904000000-5a1b6a3a878c0630e6ea	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-70103a635ebc7c51a985	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-3900000000-65b9306b33b0ffc5e9fc	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0916000000-8fc88153f214f58b3dc2	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-8c8ee467ecf1a037a37b	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mx-7900000000-b79675da812011642f0b	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

388529

ChEMBL ID

Not Available

KEGG Compound ID

C01137

Pubchem Compound ID

439415

Pubchem Substance ID

Not Available

ChEBI ID

15625

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB00988

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

36895

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

S-Adenosylmethioninamine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Spermidine synthase	SRM	P19623
Spermine synthase	SMS	P52788

Pathways

Name	SMPDB Link	KEGG Link
Methionine Metabolism	SMP00033	map00270
Spermidine and Spermine Biosynthesis	SMP00445	Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound S-Adenosylmethioninamine (FDB022353)

Structure for FDB022353 (S-Adenosylmethioninamine)