Human Metabolome Database: Showing metabocard for 3'-AMP (HMDB03540)

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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

3.6

Creation Date

2006-08-12 23:23:28 UTC

Update Date

2017-03-02 21:27:20 UTC

HMDB ID

HMDB03540

Secondary Accession Numbers

HMDB06550

Metabolite Identification

Common Name

3'-AMP

Description

Adenylic acid. Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.

Structure

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

Synonyms

Value	Source
3'-Adenosine monophosphate	ChEBI
3'-Adenylic acid	ChEBI
Adenosine 3'-monophosphate	ChEBI
Adenosine 3'-phosphate	ChEBI
Adenosine-3'-monophosphate	ChEBI
AMP 3'-Phosphate	ChEBI
Synadenylic acid	ChEBI
3'-Adenosine monophosphoric acid	Generator
3'-Adenylate	Generator
Adenosine 3'-monophosphoric acid	Generator
Adenosine 3'-phosphoric acid	Generator
Adenosine-3'-monophosphoric acid	Generator
AMP 3'-Phosphoric acid	Generator
Synadenylate	Generator
Adenosine-3'-phosphate	HMDB
Yeast adenylic acid	HMDB
2' Adenylic acid	MeSH
5' Adenylic acid	MeSH
Phosphate dipotassium, adenosine	MeSH
5'-Adenylic acid	MeSH
Adenylic acid	MeSH
5'-Phosphate, adenosine	MeSH
Adenosine 2'-phosphate	MeSH
Dipotassium, adenosine phosphate	MeSH
Phosphate disodium, adenosine	MeSH
Monophosphate, 2'-adenosine	MeSH
2'-AMP	MeSH
2'-Adenosine monophosphate	MeSH
Adenosine 2' phosphate	MeSH
Adenosine phosphate dipotassium	MeSH
Adenosine 3' phosphate	MeSH
Disodium, adenosine phosphate	MeSH
Phosphaden	MeSH
2'-Adenylic acid	MeSH
AMP	MeSH
Adenosine monophosphate	MeSH
Adenosine phosphate disodium	MeSH
2' Adenosine monophosphate	MeSH
Acid, 2'-adenylic	MeSH
Acid, 5'-adenylic	MeSH
Adenosine 5' phosphate	MeSH
Adenosine 5'-phosphate	MeSH

Chemical Formula

C₁₀H₁₄N₅O₇P

Average Molecular Weight

347.2212

Monoisotopic Molecular Weight

347.063084339

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

adenosine-3'-phosphate

CAS Registry Number

84-21-9

SMILES

NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI Key

LNQVTSROQXJCDD-KQYNXXCUSA-N

Chemical Taxonomy

Description

This compound belongs to the class of chemical entities known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Nucleosides, nucleotides, and analogues

Sub Class

Ribonucleoside 3'-phosphates

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Substituents

Ribonucleoside 3'-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Primary aromatic amine
Pyrimidine
Alkyl phosphate
Imidolactam
Oxolane
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Primary alcohol
Primary amine
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 3'-monophosphate (CHEBI:28931 )
adenosine 3'-phosphate (CHEBI:28931 )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Biofunction

Enzyme cofactor

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	197 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	500 mg/L at 15 °C	Not Available
LogP	-1.453	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	3.48 mg/mL	ALOGPS
logP	-3.1	ALOGPS
logP	-4.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.87	ChemAxon
pKa (Strongest Basic)	4.94	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.07 m³·mol^-1	ChemAxon
Polarizability	29.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , negative	splash10-03di-2093000000-f9389aa723f687dcb780	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-01u1-9463000000-deedf4a3a159267bf008	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-1900000000-3070b457af9f8caf95ae	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-000i-0901000000-01666f7ac8779350ae53	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-2913000000-583726ba8cf3132ced34	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-3743b8381504a528e937	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-3900000000-674aca6f0bee774491a7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0032-4709000000-0e304c018489ee824b4e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-28c48abec776120de260	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9500000000-64e6e28bb636afabd554	View in MoNA

Biological Properties

Cellular Locations

Not Available

Biofluid Locations

Saliva

Tissue Location

Not Available

Pathways

Name	SMPDB Link	KEGG Link
27-Hydroxylase Deficiency	SMP00720	Not Available
Beta Ureidopropionase Deficiency	SMP00172	Not Available
Bile Acid Biosynthesis	SMP00035	map00120
Cerebrotendinous Xanthomatosis (CTX)	SMP00315	Not Available
Congenital Bile Acid Synthesis Defect Type II	SMP00314	Not Available
Congenital Bile Acid Synthesis Defect Type III	SMP00318	Not Available
Dihydropyrimidinase Deficiency	SMP00178	Not Available
Familial Hypercholanemia (FHCA)	SMP00317	Not Available
MNGIE (Mitochondrial Neurogastrointestinal Encephalopathy)	SMP00202	Not Available
Pyrimidine Metabolism	SMP00046	map00240
Tryptophan Metabolism	SMP00063	map00380
UMP Synthase Deiciency (Orotic Aciduria)	SMP00219	Not Available
Zellweger Syndrome	SMP00316	Not Available

Normal Concentrations

Biofluid	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected and Quantified	0.137 +/- 0.204 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.269 +/- 0.162 uM	Adult (>18 years old)	Both	Normal	Sugimoto et al. (...	details