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Triciribine phosphate

CAT: 0572-TRC-T779400-25MGSize: 25 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-T779400-25MGSize:25 mg
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CAS Number
61966-08-3
Synonyms
Triciribine phosphate
Hazard Statement
No Data Available
Smiles
CN1N=C(N)c2cn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c4ncnc1c24
Molecular Formula
C13 H17 N6 O7 P
Molecular Weight
400.284
InChI
InChI=1S/C13H17N6O7P/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(21)8(20)6(26-13)3-25-27(22,23)24/h2,4,6,8-9,13,20-21H,3H2,1H3,(H2,14,17)(H2,22,23,24)/t6-,8-,9-,13-/m1/s1
Shipping Conditions
Room Temperature

Chemical Information

Triciribine Phosphate

Triciribine Phosphate is the phosphate salt of the synthetic, cell-permeable tricyclic nucleoside triciribine with potential antineoplastic activity. Triciribine inhibits the phosphorylation, activation, and signalling of Akt-1, -2, and -3, which may result in the inhibition of Akt-expressing tumor cell proliferation. Akts are anti-apoptotic serine/threonine-specific protein kinases that phosphorylate and inactivate components of the apoptotic machinery, including Bcl-xL/Bcl-2-associated death promoter (BAD) and caspase 9.

CAS Number61966-08-3
PubChem CID43860
IUPAC Name[(2R,3S,4R,5R)-5-(5-amino-7-methyl-2,6,7,9,11-pentazatricyclo[6.3.1.04,12]dodeca-1(12),3,5,8,10-pentaen-2-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Molecular FormulaC13H17N6O7P
Molecular Weight400.28
XLogP-3.3
Topological Polar Surface Area189
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count27
Formal Charge0
Complexity663
SMILES
CN1C2=NC=NC3=C2C(=CN3[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)C(=N1)N
InChI
InChI=1S/C13H17N6O7P/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(21)8(20)6(26-13)3-25-27(22,23)24/h2,4,6,8-9,13,20-21H,3H2,1H3,(H2,14,17)(H2,22,23,24)/t6-,8-,9-,13-/m1/s1
InChIKey
URLYINUFLXOMHP-HTVVRFAVSA-N
Chemical Structure
2D Structure
2D structure of Triciribine Phosphate
CAS: 61966-08-3
CID: 43860
Formula: C13H17N6O7P
MW: 400.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight400.28
XLogP3-3.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass400.08963390
Monoisotopic Mass400.08963390
Topological Polar Surface Area189 Ų
Heavy Atom Count27
Formal Charge0
Complexity663
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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