FComEx: Deoxyadenosine monophosphate (PC000197)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:10 UTC

Update date

2017-01-19 02:36:16 UTC

FoodComEx ID

PC000197

FoodDB Record

FDB022311

Chemical Information

Name

Deoxyadenosine monophosphate

Description

Deoxyadenosine monophosphate, also known as deoxyadenylic acid or 2'-dAMP, belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Deoxyadenosine monophosphate is a strong basic compound (based on its pKa). Deoxyadenosine monophosphate exists in all living species, ranging from bacteria to humans. Within humans, deoxyadenosine monophosphate participates in a number of enzymatic reactions. In particular, deoxyadenosine monophosphate can be converted into dADP through the action of the enzyme adenylate kinase isoenzyme 1. In addition, deoxyadenosine monophosphate can be converted into deoxyadenosine; which is mediated by the enzyme cytosolic purine 5'-nucleotidase. In humans, deoxyadenosine monophosphate is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway. A purine 2'-deoxyribonucleoside 5'-monophosphate having adenine as the nucleobase.

CAS Number

653-63-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2'-dAMP	hmdb
2'-Deoxy-5'-adenosine monoate	ChEBI
2'-Deoxy-5'-adenosine monoic acid	Generator
2'-Deoxy-5'-adenylate	hmdb
2'-Deoxy-5'-adenylic acid	hmdb
2'-Deoxy-adenosine 5'-orate	HMDB
2'-Deoxy-adenosine 5'-oric acid	HMDB
2'-deoxy-Adenosine 5'-phosphorate	hmdb
2'-deoxy-Adenosine 5'-phosphoric acid	hmdb
2'-Deoxy-AMP	hmdb
2'-Deoxyadenosine 5'-(dihydrogen ate)	ChEBI
2'-Deoxyadenosine 5'-(dihydrogen ic acid)	Generator
2'-Deoxyadenosine 5'-ate	ChEBI
2'-Deoxyadenosine 5'-ic acid	Generator
2'-Deoxyadenosine 5'-monoate	ChEBI
2'-Deoxyadenosine 5'-monoic acid	Generator
2'-Deoxyadenosine 5'-monophosphate	hmdb
2'-Deoxyadenosine 5'-phosphate	hmdb
2'-Deoxyadenosine monoate	ChEBI
2'-Deoxyadenosine monoic acid	Generator
2'-Deoxyadenosine monophosphate	hmdb
2'-Deoxyadenosine-5'-ate	HMDB
2'-DEOXYADENOSINE-5'-monoATE	ChEBI
2'-DEOXYADENOSINE-5'-monoic acid	Generator
2'-deoxyadenosine-5'-monophosphate	hmdb
2'-deoxyadenosine-5'-phosphate	hmdb
2'-Deoxyadenylate	hmdb
2'-Deoxyadenylic acid	hmdb
DAMP	hmdb
Deoxy-5'-adenylate	hmdb
Deoxy-5'-adenylic acid	hmdb
Deoxy-AMP	hmdb
Deoxyadenosine 5'-ate	ChEBI
Deoxyadenosine 5'-ic acid	Generator
Deoxyadenosine 5'-monoate	ChEBI
Deoxyadenosine 5'-monoic acid	Generator
Deoxyadenosine 5'-monophosphate	hmdb
Deoxyadenosine 5'-phosphate	hmdb
Deoxyadenosine monoate	ChEBI
Deoxyadenosine monoic acid	Generator
Deoxyadenosine monophosphate	hmdb
Deoxyadenosine-ate	HMDB
deoxyadenosine-phosphate	hmdb
Deoxyadenylate	hmdb
Deoxyadenylic acid	hmdb
PdA	hmdb

Chemical Formula

C10H14N5O6P

IUPAC name

{[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

InChI Identifier

InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1

InChI Key

KHWCHTKSEGGWEX-RRKCRQDMSA-N

Isomeric SMILES

NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1

Average Molecular Weight

331.2218

Monoisotopic Molecular Weight

331.068169717

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine deoxyribonucleotides

Direct Parent

Purine 2'-deoxyribonucleoside monophosphates

Alternative Parents