ContaminantDB: N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-27 01:58:58 UTC

Update Date

2016-11-09 01:22:39 UTC

Accession Number

CHEM042332

Identification

Common Name

N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate

Class

Small Molecule

Description

The N(6)-dimethylallyl derivative of adenosine 5'-monophosphate.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isopentenyl-AMP	ChEBI
Isopentenyladenosine riboside-5'-monophosphate	ChEBI
Isopentenyladenosine-5'-monophosphate	ChEBI
N-(3-Methyl-2-butenyl)-5'-adenylic acid	ChEBI
N6-(delta(2)-Isopentenyl)adenosine 5'-monophosphate	ChEBI
N6-(delta2-Isopentenyl)-adenosine 5'-monophosphate	ChEBI
N(6)-(Delta(2)-Isopentenyl)adenosine 5'-monophosphate	ChEBI
N(6)-(Dimethylallyl)adenosine 5'-(dihydrogen phosphate)	ChEBI
N6-(Dimethylallyl)adenosine 5'-phosphate	ChEBI
N(6)-(Dimethylallyl)adenosine 5'-phosphate	ChEBI
N(6)-Dimethylallyl-5'-adenylic acid	ChEBI
N(6)-Dimethylallyl-AMP	ChEBI
N(6)-Isopentenyladenosine-5'-monophosphate	ChEBI
Isopentenyladenosine riboside-5'-monophosphoric acid	Generator
Isopentenyladenosine-5'-monophosphoric acid	Generator
N-(3-Methyl-2-butenyl)-5'-adenylate	Generator
N6-(delta(2)-Isopentenyl)adenosine 5'-monophosphoric acid	Generator
N6-(Δ(2)-isopentenyl)adenosine 5'-monophosphate	Generator
N6-(Δ(2)-isopentenyl)adenosine 5'-monophosphoric acid	Generator
N6-(delta2-Isopentenyl)-adenosine 5'-monophosphoric acid	Generator
N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate	Generator
N6-(Δ2-isopentenyl)-adenosine 5'-monophosphoric acid	Generator
N(6)-(delta(2)-Isopentenyl)adenosine 5'-monophosphoric acid	Generator
N(6)-(Δ(2)-isopentenyl)adenosine 5'-monophosphate	Generator
N(6)-(Δ(2)-isopentenyl)adenosine 5'-monophosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-(dihydrogen phosphoric acid)	Generator
N6-(Dimethylallyl)adenosine 5'-phosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-phosphoric acid	Generator
N(6)-Dimethylallyl-5'-adenylate	Generator
N(6)-Isopentenyladenosine-5'-monophosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-monophosphoric acid	Generator

Chemical Formula

C₁₅H₂₂N₅O₇P

Average Molecular Mass

415.343 g/mol

Monoisotopic Mass

415.126 g/mol

CAS Registry Number

Not Available

IUPAC Name

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

Isopentenyl-AMP

SMILES

[H][C@]1(COP(O)(O)=O)O[C@@]([H])(N2C=NC3=C(NCC=C(C)C)N=CN=C23)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1

InChI Key

DUISZFLWBAPRBR-SDBHATRESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyridine nucleotides

Sub Class

Nicotinamide nucleotides

Direct Parent

Nicotinamide nucleotides

Alternative Parents

Substituents

Nicotinamide-nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
N-substituted nicotinamide
Pentose monosaccharide
Dihydropyridine
Hydropyridine
Monosaccharide
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Vinylogous amide
Tetrahydrofuran
Carboxamide group
1,2-diol
Secondary alcohol
Primary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Enamine
Oxacycle
Carboxylic acid derivative
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (NMNH )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.83 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	-2.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	39.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_4_4) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uxr-2092200000-3e5e9ed89d4634952818	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-5490000000-64cdb7f1346c310f4278	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-9460000000-7756e181923124ce7938	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0imi-7072900000-8c487afe2b1f0ad23088	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fb9-9150000000-98b5ddeab68e1c2ba149	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-f0eeff9a24fee8132a7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0032900000-e3ccb496083bab162c2d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0292200000-dad9466447a1d355b758	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-3690000000-c7104a4e07b640bb276f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-5000900000-c6824de257ee37577cd3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000200000-fa18e0ba1d6c68dca3e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-59070a00c7090c220975	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0304433

FooDB ID

FDB031049

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

CPD-4205

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

90571

ChEBI ID

15819

PubChem Compound ID

Not Available

Kegg Compound ID

C04713

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=6712260

N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate (CHEM042332)

Structure for CHEM042332: N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate