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Adenosine monophosphate

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Identification
Molecular formula
C10H14N5O7P
CAS number
61-19-8
IUPAC name
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
State
State

At room temperature, adenosine monophosphate is typically a solid. It may form crystals or be in powder form, depending on its storage and handling.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
100.00
Boiling point (Kelvin)
373.15
General information
Molecular weight
347.22g/mol
Molar mass
347.2210g/mol
Density
1.9000g/cm3
Appearence

Adenosine monophosphate usually appears as a white crystalline powder in its pure form. It is a nucleotide that can also exist in solution as part of biochemical processes.

Comment on solubility

Solubility of [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

The solubility of [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, with the chemical formula C10H14N5O7P, can be characterized by several important factors:

  • Hydrophilicity: Due to the presence of multiple hydroxyl (-OH) groups and the phosphate group, this compound is likely to exhibit significant hydrophilic properties, enhancing its interaction with water.
  • Organic Solvents: It may have limited solubility in organic solvents due to its polar nature. However, compounds with amino and hydroxyl groups often show variable solubility depending on solvent polarity.
  • pH Dependence: The solubility may vary with pH, as the protonation state of amino and phosphate groups can influence the overall solubility in aqueous solutions.

Generally, compounds with similar structures are known to be soluble in water, and their solubility can be expressed as:

  • High solubility: Often observed for polar compounds.
  • Low solubility: Common for non-polar or hydrophobic derivatives.

In conclusion, for [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate, one might expect a favorable solubility profile in aqueous environments due to its polar functional groups, which may allow for effective dissolution.

Interesting facts

Interesting Facts about the Compound: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate

This compound is a fascinating example of a nucleoside analog and has significance in the field of biochemistry and molecular biology. Here are some noteworthy points:

  • Structure and Function: The presence of a 6-aminopurine moiety suggests its relationship to purines, which are essential components in nucleic acids like DNA and RNA. Its unique tetrahydrofuran structure contributes to its biological activity.
  • Biochemical Importance: Nucleoside analogs are crucial in drug development, especially for antiviral and anticancer therapies. They often mimic natural substrates, leading to the inhibition of critical enzymes in nucleic acid synthesis.
  • Potential Applications: Due to its potential to interfere with the replication of viruses and cancer cells, this compound may pave the way for novel therapeutic interventions.
  • Research Significance: Scientists are continually exploring nucleoside analogs like this one to understand their mechanisms of action, enhancing drug efficacy while minimizing side effects.
  • Chirality: The compound features multiple chiral centers, which complicates its synthesis and affects its biological interactions. The chirality can lead to different pharmacokinetics and pharmacodynamics, highlighting the importance of stereochemistry in medicinal chemistry.

Quote from Research: "Understanding the intricacies of nucleoside analogs offers deeper insights into the control of genetic information and potential breakthroughs in therapeutic strategies." This reflects the compound's noteworthy role in ongoing research and development.

In summary, the complex structure and potential therapeutic applications of this compound make it an exciting topic of study within the realm of chemical sciences, particularly in understanding how molecular modifications can lead to enhanced biological activity.

Synonyms
5'-adenylic acid
adenosine 5'-monophosphate
Adenosine monophosphate
adenosine phosphate
61-19-8
adenylic acid
adenosine 5'-phosphate
5'-AMP
adenylate
Phosphentaside
Adenovite
Cardiomone
Phosaden
Phosphaden
Lycedan
AMP
Adenosine-5'-monophosphate
Vitamin B8
My-B-Den
Myoston
Monophosphadenine
Muskeladenylsaeure
AMP (nucleotide)
5'-adenosine monophosphate
Ergadenylic acid
Fosfato de adenosina
Muscle adenylic acid
a-5mp
Phosphate d'adenosine
Adenosini phosphas
Adenosine 5'-(dihydrogen phosphate)
Adenyl
Adenosine-5'-monophosphoric acid
Adenosine 5'-phosphoric acid
PAdo
adenosine-monophosphate
adenosine-5'P
Adenosine-5-monophosphoric acid
Muskeladenosin-phosphorsaeure
Adenylic acid (VAN)
Ado5'P
Adenosine 5'-monophosphoric acid
adenosine-phosphate
5'-O-phosphonoadenosine
A5MP
AMP (VAN)
NSC-20264
Adenosini phosphas [INN-Latin]
Adenosine, mono(dihydrogen phosphate) (ester)
HSDB 3281
A 5MP
Fosfato de adenosina [INN-Spanish]
Phosphate d'adenosine [INN-French]
CHEBI:16027
BRN 0054612
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
EINECS 200-500-0
NSC 20264
UNII-415SHH325A
DTXSID5022560
415SHH325A
((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
Adenosine phosphate [USAN:BAN:INN]
Adenosine 5' monophosphate
CHEMBL752
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
DTXCID002560
Adenosine 5-Monophosphate
4-26-00-03615 (Beilstein Handbook Reference)
NCGC00163319-01
NCGC00163319-03
ADENOSINE 5'-(DIHYDROGEN PHOSPHATE).
MFCD00005750
136920-07-5
122768-03-0
Adenosini phosphas (INN-Latin)
Adenosine-5-phosphate
ADENOSINE PHOSPHATE (MART.)
ADENOSINE PHOSPHATE [MART.]
NSC20264
5'-ADENYLIC ACID (USP-RS)
5'-ADENYLIC ACID [USP-RS]
Fosfato de adenosina (INN-Spanish)
Phosphate d'adenosine (INN-French)
67583-85-1
7gpb
8gpb
CAS-61-19-8
Adenosine phosphate [USAN:INN:BAN]
adenosin-5'-monophosphat
Adenyl (TN)
MFCD00149360
Adenosine 5' Phosphate
Adenosine5'-monophosphate
5'-Phosphate, Adenosine
Adenosine Monophosphate (Amp)
Muscle adenylate
adenosina fosfato
5'adenylic acid
Adenosine phosphate (USAN/INN)
1pyg
2gsu
5'-adenylate
My-beta-Den
5'-AMP free acid
T-ADENYLIC
1ua4
1z6s
Adenosine 5monophosphate
adenosine 5'-phosphates
Adenosine 5'-phosphorate
Prestwick0_000356
Prestwick1_000356
Prestwick2_000356
Prestwick3_000356
Adenosine 5 -monophosphate
bmse000005
bmse000873
bmse000992
Epitope ID:137353
Adenosine-5-monophosphorate
SCHEMBL5588
5-AMP
Adenosine-5'-monophosphorate
BSPBio_000451
SPBio_002372
BPBio1_000497
GTPL2455
[3h]adenosine 5'-monophosphate
Adenosine phosphate(Vitamin B8)
SCHEMBL18287224
5'-ADENYLIC ACID [MI]
BDBM18137
CHEBI:22256
CHEBI:37096
HY-A0181R
5'-ADENYLIC ACID [FCC]
ADENOSINE PHOSPHATE [INN]
C01EB10
[(2R,3S,4R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-2-oxolanyl]methyl dihydrogen phosphate
Adenosine monophosphate (Standard)
ADENOSINE PHOSPHATE [HSDB]
ADENOSINE PHOSPHATE [USAN]
ADENOSINE PHOSPHATE [VANDF]
7A8E6D15-9136-44C1-88C9-E1A224638E56
HY-A0181
Tox21_112046
ADENOSINE PHOSPHATE [WHO-DD]
s9366
AKOS015833068
AKOS015888563
Tox21_112046_1
CCG-267996
DB00131
NA06318
NCGC00163319-02
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate
AS-11783
BP-58695
DB-022416
A0158
CS-0017523
C00020
D02769
F20323
EN300-1700412
Adenosine-3(+2')-monophosphoric acid monohydrate*
Q318369
Adenosine 5'-monophosphate-Agarose, lyophilized powder
Z2216887941
9H-Purin-6-amine, 9-(5-O-phosphono-.beta.-D-ribofuranosyl)-
9H-purin-6-amine, 9-(5-O-phosphono-beta-D-ribofuranosyl)-
[(2R,3S,4R,5R)-5-adenin-9-yl-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate;hydrate
200-500-0
53624-78-5
Adenosine 5'-monophosphate-Agarose, lyophilized powder, Contains lactose stabilizers that must be removed prior to use.