ChemFOnt: Showing chemical card for Propinol adenylate (CFc000002939)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:47:56 UTC

Chemfont ID

CFc000002939

Molecule Identification

Common Name

Propinol adenylate

Definition

Propinol adenylate is involved in the propanoate metabolism pathway. Propinol adenylate can be reversibly produced from propanoate or propanoyl-CoA by acetyl-CoA synthetase [EC:6.2.1.1] and propionyl-CoA synthetase [EC:6.2.1.17].

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5'-Adenylic acid propanoic acid anhydride	ChEBI
5'-Adenylic acid propionic acid anhydride	ChEBI
5'-O-[Hydroxy(propionyloxy)phosphoryl]adenosine	ChEBI
Propanoyl-adenosine monophosphate	ChEBI
Propionyl-adenosine monophosphate	ChEBI
Propionyl-AMP	ChEBI
Propionyladenylate	ChEBI
5'-Adenylate propanoate anhydride	Generator
5'-Adenylate propionate anhydride	Generator
Propanoyl-adenosine monophosphoric acid	Generator
Propionyl-adenosine monophosphoric acid	Generator
Propionyladenylic acid	Generator
Propinol adenylic acid	Generator

Chemical Formula

C₁₃H₁₈N₅O₈P

Average Molecular Weight

403.2845

Monoisotopic Molecular Weight

403.089299089

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(propanoyloxy)phosphinic acid

Traditional Name

propionyl-AMP

CAS Registry Number

298-02-2

SMILES

CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C13H18N5O8P/c1-2-7(19)26-27(22,23)24-3-6-9(20)10(21)13(25-6)18-5-17-8-11(14)15-4-16-12(8)18/h4-6,9-10,13,20-21H,2-3H2,1H3,(H,22,23)(H2,14,15,16)/t6-,9-,10-,13-/m1/s1

InChI Key

ZGNGGJLVZZHLQM-ZRFIDHNTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

5'-acylphosphoadenosines

Alternative Parents

Substituents

5'-acylphosphoadenosine
Pentose phosphate
Pentose-5-phosphate
N-glycosyl compound
Glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Imidazopyrimidine
Purine
Acyl phosphate
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Monosaccharide
Pyrimidine
N-substituted imidazole
Phosphoric acid ester
Organic phosphoric acid derivative
Imidazole
Tetrahydrofuran
Heteroaromatic compound
Azole
1,2-diol
Amino acid or derivatives
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic salt
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Amine
Alcohol
Primary amine
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 5'-monophosphate (CHEBI:62415 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0006806)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Propanoate Metabolism (PathBank: SMP0087480)
Propanoate Metabolism (HMDB: HMDB0006806)

Disease pathway

Methylmalonic Aciduria Due to Cobalamin-Related Disorders (PathBank: SMP0120748)
Malonic Aciduria (PathBank: SMP0120734)
Malonyl-CoA Decarboxylase Deficiency (PathBank: SMP0120786)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.99 g/L	ALOGPS
logP	-2	ALOGPS
logP	-4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	192.14 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.85 m³·mol⁻¹	ChemAxon
Polarizability	35.81 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

External Links

HMDB ID

HMDB0006806

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024092

KNApSAcK ID

Not Available

Chemspider ID

389700

KEGG Compound ID

C05983

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440863

PDB ID

Not Available

ChEBI ID

62415

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Propinol adenylate (CFc000002939)

MOL for CFc000002939 (Propinol adenylate)

3D MOL for CFc000002939 (Propinol adenylate)

3D SDF for CFc000002939 (Propinol adenylate)

3D-SDF for CFc000002939 (Propinol adenylate)

PDB for CFc000002939 (Propinol adenylate)

3D PDB for CFc000002939 (Propinol adenylate)

SMILES for CFc000002939 (Propinol adenylate)

INCHI for CFc000002939 (Propinol adenylate)

Structure for CFc000002939 (Propinol adenylate)

3D Structure for CFc000002939 (Propinol adenylate)