Skip to main content

2′-Deoxyadenosine

ADVERTISEMENT
Identification
Molecular formula
C10H13N5O3
CAS number
958-09-8
IUPAC name
(2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
State
State

At room temperature, it is typically in a solid state, appearing as crystalline powder.

Melting point (Celsius)
224.00
Melting point (Kelvin)
497.15
Boiling point (Celsius)
800.00
Boiling point (Kelvin)
1 073.15
General information
Molecular weight
267.27g/mol
Molar mass
267.2650g/mol
Density
1.8300g/cm3
Appearence

The compound typically appears as a white to off-white crystalline powder. It is often found in its pure form in laboratory settings.

Comment on solubility

Solubility of (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

This compound exhibits interesting solubility characteristics that are influenced by its molecular structure. The presence of various functional groups, such as amino and hydroxymethyl, plays a significant role in determining how well this compound can dissolve in different solvents.

Key Points on Solubility:

  • Polar Solvents: The hydroxymethyl group and the amino group can increase the compound's ability to interact with polar solvents, such as water and alcohols. Thus, it is likely to have a higher solubility in these solvents.
  • Non-Polar Solvents: Given the polar nature of the functional groups, solubility in non-polar solvents (like hexane or benzene) is expected to be low, as polar compounds tend to avoid associating with non-polar environments.
  • Temperature Dependence: Like many compounds, solubility may increase with temperature, which can aid in dissolution processes.
  • pH Sensitivity: The compound may exhibit different solubility behaviors at varying pH levels, especially due to the presence of the amino group that can accept protons, potentially affecting its overall charge and solubility.

In conclusion, the solubility of (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol is substantially influenced by its functional groups, and it demonstrates a propensity for solubility in polar environments while remaining less soluble in non-polar settings. Understanding these properties can be crucial for various applications where the solubility of compounds is a key factor.

Interesting facts

Interesting Facts about (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

The compound (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol represents a fascinating intersection of organic chemistry and biochemistry. This compound is particularly notable for its structural complexity and its implications in biological systems.

Key Highlights:

  • Structural Composition: The presence of a tetrahydrofuran ring and multiple hydroxyl groups exhibits its potential for engaging in various biochemical reactions.
  • Biological Significance: The compound’s derivation from purine—specifically the 6-aminopurine moiety—suggests a role in genetic material processes and cellular metabolism.
  • Potential Applications: Given its structural characteristics, it may be investigated for potentials in pharmaceuticals, especially as an antiviral agent due to its relation to nucleic acids.

Additionally, its stereochemistry—denoted by the R and S configurations—underlines the importance of chirality in biological systems. As exemplified by the saying, "The structure dictates function," this compound’s specific three-dimensional arrangement might be crucial for receptor binding or enzymatic activity.

In conclusion, the study of (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol is a reminder of the intricate designs present in nature at a molecular level. Its exploration not only enhances our understanding of chemical compounds but also opens doors to innovative therapeutic approaches.

Synonyms
Vidarabine
5536-17-4
Adenine arabinoside
Vira-A
Arabinosyladenine
Ara-A
Spongoadenosine
Araadenosine
Arasena-A
9-beta-D-Arabinofuranosyladenine
Vidarabin
Vidarabine anhydrous
Arabinosyl adenine
Arabinoside adenine
Vidarabina
Vira ATM
Vidarabinum
Vidarabina [DCIT]
Vidarabine [INN]
9-beta-Arabinoadenosine
beta-D-Arabinosyladenine
9beta-D-Arabinofuranosyladenine
Adenine-beta-D-arabinofuranoside
NSC-404241
Vidarabinum [INN-Latin]
Vira A
Vidarabine (JAN)
9-BETA-D-ARABINOFURANOSYL-ADENINE
9-Arabinosyladenine
Armes (TN)
Vidarabine, anhydrous
beta-D-Arabinofuranosyladenine
9-beta-D-arabinofuranosyl-9H-purin-6-amine
CCRIS 3383
Adenine beta-D-arabinofuranoside
HSDB 6514
Adenine-9-beta-D-arabinofuranoside
Adenine, 9beta-D-arabinofuranosyl-
EINECS 226-893-9
3XQD2MEW34
Adenine, 9-beta-D-arabinofuranosyl-
CI-673
9H-Purin-6-amine, 9-beta-D-arabinofuranosyl-
NSC 247519
BRN 0624881
6-Amino-9-beta-D-arabinofuranosylpurine
CHEBI:45327
2-(6-Amino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
AI3-52821
VIDARABINE [MI]
(2R,3S,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
9H-Purin-6-amine, 9beta-D-arabinofuranosyl-
CI 673
VIDARABINE [HSDB]
9H-Purin-6-amine, 9-.beta.-D-arabinofuranosyl-
Arabinofuranosyladenine
NSC-247519
NSC-757383
VIDARABINE [WHO-DD]
(2R,3S,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
alpha-Ara A
beta-Ara A
Ara A
9-(beta-D-arabinofuranosyl)-9H-adenine
9H-adenin-9-yl beta-D-arabinofuranoside
9--D-arabinofuranosyl-9H-purin-6-amine
Armes
VIDARABINE [JAN]
Vidarabinum (INN-Latin)
9-.beta.-D-Arabinofuranosyl-9H-purin-6-amine
Vira-A (TN)
VIDARABINE [VANDF]
VIDARABINE (MART.)
VIDARABINE [MART.]
ViraA
CHEBI:9978
alpha Ara A
beta Ara A
VIDARABINE [ORANGE BOOK]
VIDARABINE (USP IMPURITY)
VIDARABINE [USP IMPURITY]
9-beta-Arabinofuranosyladenine
VIDARABINE MONOHYDRATE [MI]
Arabinoside, Adenine
9-beta-D-Arabinofuranosyladenine monohydrate
9-beta-D-Arabino furanosyl adenine monohydrate
9 beta Arabinofuranosyladenine
alpha D Arabinofuranosyladenine
9 beta D Arabinofuranosyladenine
9-.BETA.-D-ARABINOFURANOSYLADENINE MONOHYDRATE
NSC 404241
9H-Purin-6-amine, 9-beta-D-arabinofuranosyl-, monohydrate
Beta Ara-A
9H-Purin-6-amine, 9-.beta.-D-arabinofuranosyl-, monohydrate
BETA-ARA-A
Adenine Arabinoside Anhydrous
9-BETA-D-ARABINOADENOSINE
J05AB03
S01AD06
9-beta-D-arabinofuranosyladenine Anyhydrous
9-beta-D-Arabinofuranosyl-9H-purin-6-amine (9CI)
226-893-9
678-339-4
(2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Adenine 9-beta-D-arabinofuranoside
araA
6-Amino-9-b-D-arabinofuranosylpurine
Vidarabine (Vira-A)
Adenine 9-beta;-D-arabinofuranoside
CHEMBL1090
9-(beta-D-Arabinofuranosyl)adenine
RAB
Vidarabine (monohydrate)
MFCD00065471
(+)-Cyclaradine
SMR000471872
UNII-3XQD2MEW34
Vidarabine (Standard)
Spectrum_001894
Spectrum2_001336
Spectrum3_000580
Spectrum4_000782
Spectrum5_001429
BSPBio_002000
KBioGR_001224
KBioSS_002424
MLS001066352
MLS001333133
MLS001333134
DivK1c_000191
SCHEMBL110914
SPECTRUM1500609
SPBio_001491
9-ss-D-Arabinofuranosyladenine
GTPL4806
9-ss -D-Arabinofuranosyladenine
9-(b-D-Arabinofuranosyl)adenine
HMS500J13
HY-B0277R
KBio1_000191
KBio2_002418
KBio2_004986
KBio2_007554
KBio3_001500
Adenine 9-ss-D-arabinofuranoside
DTXSID80873976
9-beta-D-arabinofuranosyl adenine
Adenine 9-|A-D-arabinofuranoside
NINDS_000191
Adenine 9-ss -D-arabinofuranoside
HMS1921K05
HMS2090F06
HMS2092C16
HMS2230N24
HMS3259I08
HMS3714I18
Pharmakon1600-01500609
BCP27778
HY-B0277
BDBM50144936
CCG-39634
HG1001
NSC757383
PDSP1_001036
PDSP2_001020
s1784
AKOS015919711
DB00194
DS-1755
NA06007
NC00547
IDI1_000191
SMP1_000312
NCGC00023673-08
NCGC00178869-01
NCGC00178869-02
NCGC00178869-10
6-amino-9-(beta-D-arabinofuranosyl)purine
SBI-0051555.P002
Adenine 9-beta-D-arabinofuranoside, >=99%
NS00124064
SW199234-2
V0098
V0175
D06298
9-.beta.-D-Arabinofuranosyl-9H-purine-6-amine
AB00430250-08
AB00430250-09
AB00430250_11
AB00430250_12
EN300-6477965
Q415107
SR-01000765435
SR-05000001737
SR-01000765435-2
SR-05000001737-1
BRD-K72093121-001-16-3
BRD-K72093121-001-17-1
(2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Vidarabine;Ara-A;(2R,3S,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol