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8-Bromoadenosine

CAT: 0804-HY-W013195-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-W013195-02Size:10 mM - 1 mL
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Description
8-Bromoadenosine is an adenosine analog. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression. 8-Bromoadenosine can quench the intrinsic fluorescence of human serum albumin (HSA) through static quenching procedure. 8-Bromoadenosine can be used to synthesize adenosine phosphate, such as Acadesine , Clofarabine (HY-A0005), Fludarabine phosphate (HY-B0028) and Vidarabine (HY-B0277)[2].
CAS Number
2946-39-6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Nucleoside Antimetabolite/Analog
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/8-bromoadenosine.html
Concentration
10mM
Purity
99.73
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O[C@H]1[C@@H](O)[C@H](N2C(Br)=NC3=C2N=CN=C3N)O[C@@H]1CO
Molecular Formula
C10H12BrN5O4
Molecular Weight
346.14
Precautions
H302, H315, H319, H335
References & Citations
[1]Man S, et al. Potential and promising anticancer drugs from adenosine and its analogs. Drug Discov Today. 2021 Jun;26 (6) :1490-1500.|[2]Cui, F., (2009) . Characterization of the interaction between 8-bromoadenosine with human serum albumin and its analytical application. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 74 (4), 964–971.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

8-Bromoadenosine

8-Bromoadenosine is a purine nucleoside.

CAS Number2946-39-6
PubChem CID96544
IUPAC Name(2R,3R,4S,5R)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular FormulaC10H12BrN5O4
Molecular Weight346.14
XLogP0
Topological Polar Surface Area140
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity367
SMILES
C1=NC(=C2C(=N1)N(C(=N2)Br)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI
InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChIKey
VJUPMOPLUQHMLE-UUOKFMHZSA-N
Chemical Structure
2D Structure
2D structure of 8-Bromoadenosine
CAS: 2946-39-6
CID: 96544
Formula: C10H12BrN5O4
MW: 346.14
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight346.14
XLogP30
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count2
Exact Mass345.00727
Monoisotopic Mass345.00727
Topological Polar Surface Area140 Ų
Heavy Atom Count20
Formal Charge0
Complexity367
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes