Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2020-07-22 16:32:40 UTC |
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HMDB ID | HMDB0000988 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | S-Adenosylmethioninamine |
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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 is a very strong basic compound (based on its pKa). S-Adenosylmethioninamine exists in all living species, ranging from bacteria to humans. Within humans, S-adenosylmethioninamine participates in a number of enzymatic reactions. In particular, S-adenosylmethioninamine can be biosynthesized from S-adenosylmethionine; which is mediated by the enzyme S-adenosylmethionine decarboxylase proenzyme. In addition, S-adenosylmethioninamine and putrescine can be converted into 5'-methylthioadenosine and spermidine through its interaction with the enzyme spermidine synthase. In humans, S-adenosylmethioninamine is involved in the metabolic disorder called homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblg complementation type. The S-adenosyl derivative of methioninamine. |
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Structure | |
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Synonyms | Value | Source |
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(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--Adenosylmethioninamine | ChEBI, HMDB | S-Adenosyl-(5')-3-methylthiopropylamine | ChEBI | S-Adenosyl-3-methylthiopropylamine | ChEBI | (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 | (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 | MeSH, HMDB | S-Adenosyl(5')-3-methylthiopropylamine | MeSH, HMDB | S-Adenosyl 3-(methylthio)propylamine | KEGG | Decarboxy-AdoMet | KEGG | S-Adenosyl 3-(methylsulfanyl)propylamine | KEGG | S-Adenosyl 3-(methylsulphanyl)propylamine | Generator | (-)-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-Adenosylmethioninamine | HMDB | S-Methyl-S-adenosyl homocysteamine | HMDB | S-Methyl-S-adenosylhomocysteamine | HMDB | S-Methyladenosylhomocysteamine | HMDB |
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Chemical Formula | C14H23N6O3S |
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Average Molecular Weight | 355.436 |
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Monoisotopic Molecular Weight | 355.155234322 |
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IUPAC Name | {[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-aminopropyl)methylsulfanium |
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Traditional Name | decarboxylated sam |
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CAS Registry Number | 22365-13-5 |
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SMILES | C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N |
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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 |
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InChI Key | ZUNBITIXDCPNSD-LSRJEVITSA-N |
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Chemical Taxonomy |
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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. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | 5'-deoxyribonucleosides |
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Sub Class | 5'-deoxy-5'-thionucleosides |
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Direct Parent | 5'-deoxy-5'-thionucleosides |
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Alternative Parents | |
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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
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Source: Biological location: |
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Process | Naturally occurring process: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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