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Triciribine

Triciribine structure

CAS No:
35943-35-2
Formula:
C13H16N6O4
Chemical Name:
Triciribine
Synonyms:
1,4,5,6,8-Pentaazaacenaphthylen-3-amine,1,5-dihydro-5-methyl-1-β-D-ribofuranosyl-;1,5-Dihydro-5-methyl-1-β-D-ribofuranosyl-1,4,5,6,8-pentaazaacenaphthylen-3-amine;6-Amino-4-methyl-8-(β-D-ribofuranosyl)-4H,8H-pyrrolo[4,3,2-de]pyrimido[4,5-c]pyridazine;NSC 154020;Triciribine;TCN;API 2;AKT Inhibitor V;Triciribidine
Categories:
Biochemical Engineering > Inhibitors

Description

Triciribine is a DNA synthesis inhibitor, also inhibits Akt and HIV-1/2 with IC50 of 130 nM, and 0.02-0.46 μM, respectively.

Triciribine is a nucleoside analogue in which the nucleobase portion is a 1,4,5,6,8-pentaazaacenaphthylene ring system substituted with an amino group at position 3, and a methyl group at position 5 and is bound to the beta-D-ribofuranosyl moiety by an N(1)-glycosidic linkage. It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor.|Triciribine has been used in trials studying the treatment of Leukemia, Ovarian Cancer, HER2/Neu Negative, Breast Adenocarcinoma, and Stage IV Breast Cancer, among others.

Triciribine Basic Attributes

Molecular Weight：

320.3

Exact Mass：

320.30

UNII：

2421HMY9N6

DSSTox ID：

DTXSID6045743

Characteristics

PSA：

142

XLogP3：

-2.70

Appearance：

tan

Density：

2.0±0.1 g/cm3

Melting Point：

205 °C (decomp)

Boiling Point：

718.5±70.0 °C at 760 mmHg

Flash Point：

388.3±35.7 °C

Refractive Index：

1.928

Water Solubility：

DMSO: >10mg/mL

Storage Conditions：

Store at RT

Safety Information

wgk germany：

RTECS Number：

RY8455000

Drug Information

MeSH Entry Terms：

3-amino-1,5-dihydro-5-methyl-I-beta-D-ribofuranosyl-1,4,5,6,8- pentaazaacenaphthylene

Triciribine Use and Manufacturing

Triciribine is an antitumor tricyclic nucleoside. Triciribine acts as a potent, small-molecule inhibitor of AKT phosphorylation in subjects with solid tumors contining activated AKT. Triciribine is also a selective inhibitor of HIV-1 and HIV-2, including strains known to be resistant to AZT or TIBO.

Computed Properties

Molecular Weight:320.30
XLogP3:-1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:2
Exact Mass:320.12330301
Monoisotopic Mass:320.12330301
Topological Polar Surface Area:142
Heavy Atom Count:23
Complexity:507
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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