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Nelarabine (Standard)

CAT: 0804-HY-13701R-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-13701R-01Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Nelarabine (Standard) is the analytical standard of Nelarabine. This product is intended for research and analytical applications. Nelarabine (506U78) is a nucleoside analogue and can be used for the research of T cell acute lymphoblastic leukemia (T-ALL) [1].
CAS Number
121032-29-9
Product Name Alternative
506U78 (Standard) ; GW 506U78 (Standard) ; Nelzarabine (Standard)
UNSPSC
12352005
Target
Apoptosis; Nucleoside Antimetabolite/Analog; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Cell Cycle/DNA Damage; Others
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/nelarabine-standard.html
Smiles
OC[C@@H]1[C@@H](O)[C@H](O)[C@H](N2C=NC3=C(OC)N=C(N)N=C23)O1
Molecular Formula
C11H15N5O5
Molecular Weight
297.27
References & Citations
[1]Lonetti A, et al. Improving nelarabine efficacy in T cell acute lymphoblastic leukemia by targeting aberrant PI3K/AKT/mTOR signaling pathway. J Hematol Oncol. 2016 Oct 24;9 (1) :114.|[2]Wang H, et al. Repurposing Nelarabine to Induce Differentiation of Acute Myeloid Leukemia. Blood, 2020, 136: 26.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Nelarabine

Nelarabine is a purine nucleoside in which O-methylguanine is attached to arabinofuranose via a beta-N9-glycosidic bond. Inhibits DNA synthesis and causes cell death; a prodrug of 9-beta-D-arabinofuranosylguanine (ara-G). It has a role as an antineoplastic agent, a prodrug and a DNA synthesis inhibitor. It is a purine nucleoside, a beta-D-arabinoside and a monosaccharide derivative. It is functionally related to a guanine and a 9-beta-D-arabinofuranosylguanine.

CAS Number121032-29-9
PubChem CID3011155
IUPAC Name(2R,3S,4S,5R)-2-(2-amino-6-methoxypurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular FormulaC11H15N5O5
Molecular Weight297.27
XLogP-0.7
Topological Polar Surface Area149
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Heavy Atom Count21
Formal Charge0
Complexity377
SMILES
COC1=NC(=NC2=C1N=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)O)N
InChI
InChI=1S/C11H15N5O5/c1-20-9-5-8(14-11(12)15-9)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14,15)/t4-,6-,7+,10-/m1/s1
InChIKey
IXOXBSCIXZEQEQ-UHTZMRCNSA-N
Chemical Structure
2D Structure
2D structure of Nelarabine
CAS: 121032-29-9
CID: 3011155
Formula: C11H15N5O5
MW: 297.27
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight297.27
XLogP3-0.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass297.10731860
Monoisotopic Mass297.10731860
Topological Polar Surface Area149 Ų
Heavy Atom Count21
Formal Charge0
Complexity377
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

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CatalogName
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