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35943-35-2,MFCD16879015
Catalog No.:AA00C08V

35943-35-2 | API-2

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1mg
≥98%
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$68.00   $47.00
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5mg
≥98%
in stock  
$153.00   $107.00
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10mg
≥98%
in stock  
$236.00   $165.00
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50mg
≥99%
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$943.00   $660.00
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100mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C08V
Chemical Name:
API-2
CAS Number:
35943-35-2
Molecular Formula:
C14H18N6O3
Molecular Weight:
318.3311
MDL Number:
MFCD16879015
SMILES:
OC[C@H]1C[C@H]([C@@H]([C@@H]1O)O)n1cc2c3c1ncnc3n(nc2N)C
Properties
Computed Properties
 
Complexity:
507  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-1.6  

Downstream Synthesis Route

[1]Porcari,AnthonyR.;Ptak,RogerG.;Borysko,KatherineZ.;Breitenbach,JulieM.;Vittori,Sauro;Wotring,LindaL.;Drach,JohnC.;Townsend,LeroyB.[JournalofMedicinalChemistry,2000,vol.43,#12,p.2438-2448]

[1]Hu,Chen;Ruan,Zhizhong;Ding,Haixin;Zhou,Yirong;Xiao,Qiang[Molecules,2017,vol.22,#4]

Literature

Title: Metformin and epothilone A treatment up regulate pro-apoptotic PARP-1, Casp-3 and H2AX genes and decrease of AKT kinase level to control cell death of human hepatocellular carcinoma and ovary adenocarcinoma cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20180301

Title: Why are most phospholipidosis inducers also hERG blockers?

Journal: Archives of toxicology 20171201

Title: Insulin attenuates arsenic-induced neurite outgrowth impairments by activating the PI3K/Akt/SIRT1 signaling pathway.

Journal: Toxicology letters 20150805

Title: Piceatannol suppresses the metastatic potential of MCF10A human breast epithelial cells harboring mutated H-ras by inhibiting MMP-2 expression.

Journal: International journal of molecular medicine 20131001

Title: A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.

Journal: The Biochemical journal 20130415

Title: Inhibitory roles of prohibitin and chemerin in FSH-induced rat granulosa cell steroidogenesis.

Journal: Endocrinology 20130201

Title: Akt or phosphoinositide-3-kinase inhibition reverses cardio-protection in Toll-like receptor 2 deficient mice.

Journal: Resuscitation 20121101

Title: Exercise training and PI3Kα-induced electrical remodeling is independent of cellular hypertrophy and Akt signaling.

Journal: Journal of molecular and cellular cardiology 20121001

Title: Concomitant targeting of tumor cells and induction of T-cell response synergizes to effectively inhibit trastuzumab-resistant breast cancer.

Journal: Cancer research 20120901

Title: The transcription factor ZNF217 is a prognostic biomarker and therapeutic target during breast cancer progression.

Journal: Cancer discovery 20120701

Title: Human umbilical cord blood mononuclear cells activate the survival protein Akt in cardiac myocytes and endothelial cells that limits apoptosis and necrosis during hypoxia.

Journal: Translational research : the journal of laboratory and clinical medicine 20120601

Title: AKT inhibition by triciribine alone or as combination therapy for growth control of gastroenteropancreatic neuroendocrine tumors.

Journal: International journal of oncology 20120301

Title: Ursodeoxycholic acid suppresses mitochondria-dependent programmed cell death induced by sodium nitroprusside in SH-SY5Y cells.

Journal: Toxicology 20120226

Title: FKBP5 as a selection biomarker for gemcitabine and Akt inhibitors in treatment of pancreatic cancer.

Journal: PloS one 20120101

Title: IKBKE protein activates Akt independent of phosphatidylinositol 3-kinase/PDK1/mTORC2 and the pleckstrin homology domain to sustain malignant transformation.

Journal: The Journal of biological chemistry 20111028

Title: AKT signaling pathway in the nucleus accumbens mediates excessive alcohol drinking behaviors.

Journal: Biological psychiatry 20110915

Title: Akt increases sox2 expression in adult hippocampal neural progenitor cells, but increased sox2 does not promote proliferation.

Journal: Stem cells and development 20110701

Title: JAM-A regulates epithelial proliferation through Akt/β-catenin signalling.

Journal: EMBO reports 20110401

Title: Preclinical testing of the Akt inhibitor triciribine in T-cell acute lymphoblastic leukemia.

Journal: Journal of cellular physiology 20110301

Title: Insulin up-regulates heme oxygenase-1 expression in 3T3-L1 adipocytes via PI3-kinase- and PKC-dependent pathways and heme oxygenase-1-associated microRNA downregulation.

Journal: Endocrinology 20110201

Title: 1,25-dihydroxyvitamin D(3) and PI3K/AKT inhibitors synergistically inhibit growth and induce senescence in prostate cancer cells.

Journal: The Prostate 20101101

Title: Inhibition of human immunodeficiency virus type 1 by triciribine involves the accessory protein nef.

Journal: Antimicrobial agents and chemotherapy 20100401

Title: Sensitivity of cardiac carnitine palmitoyltransferase to malonyl-CoA is regulated by leptin: similarities with a model of endogenous hyperleptinemia.

Journal: Endocrinology 20100301

Title: Involvement of cAMP/Epac/PI3K-dependent pathway in the antiproteolytic effect of epinephrine on rat skeletal muscle.

Journal: Molecular and cellular endocrinology 20100205

Title: Chronic hyperleptinemia induces resistance to acute natriuretic and NO-mimetic effects of leptin.

Journal: Peptides 20100101

Title: A gammaherpesvirus complement regulatory protein promotes initiation of infection by activation of protein kinase Akt/PKB.

Journal: PloS one 20100101

Title: 1-Nitropyrene stabilizes the mRNA of cytochrome P450 1a1, a carcinogen-metabolizing enzyme, via the Akt pathway.

Journal: Chemical research in toxicology 20091201

Title: Aberration of the PI3K/AKT/mTOR signaling in epithelial ovarian cancer and its implication in cisplatin-based chemotherapy.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20090901

Title: The Akt inhibitor triciribine sensitizes prostate carcinoma cells to TRAIL-induced apoptosis.

Journal: International journal of cancer 20090815

Title: Reduced proliferation of CD34(+) cells from patients with acute myeloid leukemia after gene transfer of INPP5D.

Journal: Gene therapy 20090401

Title: [Akt enzyme: new therapeutic target in cancer and diabetes?].

Journal: Orvosi hetilap 20090222

Title: High-throughput screening compatible cell-based assay for interrogating activated notch signaling.

Journal: Assay and drug development technologies 20090201

Title: Parallel RNAi and compound screens identify the PDK1 pathway as a target for tamoxifen sensitization.

Journal: The Biochemical journal 20090101

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry 20081113

Title: Age-related differences in insulin-like growth factor-1 receptor signaling regulates Akt/FOXO3a and ERK/Fos pathways in vascular smooth muscle cells.

Journal: Journal of cellular physiology 20081101

Title: The efficacy and selectivity of tumor cell killing by Akt inhibitors are substantially increased by chloroquine.

Journal: Bioorganic & medicinal chemistry 20080901

Title: Endosomal colocalization of melanocortin-3 receptor and beta-arrestins in CAD cells with altered modification of AKT/PKB.

Journal: Neuropeptides 20080601

Title: MicroRNA expression profiling in human ovarian cancer: miR-214 induces cell survival and cisplatin resistance by targeting PTEN.

Journal: Cancer research 20080115

Title: Resistin, an adipocytokine, offers protection against acute myocardial infarction.

Journal: Journal of molecular and cellular cardiology 20071101

Title: Preclinical testing of clinically applicable strategies for overcoming trastuzumab resistance caused by PTEN deficiency.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20071001

Title: Correlation of PIK3Ca mutations with gene expression and drug sensitivity in NCI-60 cell lines.

Journal: Biochemical and biophysical research communications 20060210

Title: Targeting the phosphatidylinositol-3 kinase/Akt pathway for the treatment of cancer.

Journal: Current opinion in investigational drugs (London, England : 2000) 20051201

Title: Design, synthesis and antiviral activity of novel 4,5-disubstituted 7-(beta-D-ribofuranosyl)pyrrolo[2,3-d][1,2,3]triazines and the novel 3-amino-5-methyl-1-(beta-D-ribofuranosyl)- and 3-amino-5-methyl-1-(2-deoxy-beta-D-ribofuranosyl)-1,5-dihydro-1,4,5,6,7,8-hexaazaacenaphthylene as analogues of triciribine.

Journal: Journal of medicinal chemistry 20050602

Title: Synthesis of new 2'-beta-C-methyl related triciribine analogues as anti-HCV agents.

Journal: Bioorganic & medicinal chemistry letters 20040705

Title: An improved total synthesis of triciribine: a tricyclic nucleoside with antineoplastic and antiviral properties.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: Synthesis and antiviral activity of 2-substituted analogs of triciribine.

Journal: Nucleosides, nucleotides & nucleic acids 20031201

Title: Synthesis of carbocyclic analogs of 2',3'-dideoxysangivamycin, 2',3'-dideoxytoyocamycin, and 2',3'-dideoxytriciribine.

Journal: Nucleosides, nucleotides & nucleic acids 20010101

Title: Deoxy sugar analogues of triciribine: correlation of antiviral and antiproliferative activity with intracellular phosphorylation.

Journal: Journal of medicinal chemistry 20000615

Title: Phosphorylation of triciribine is necessary for activity against HIV type 1.

Journal: AIDS research and human retroviruses 19981010

Title: Activity of triciribine and triciribine-5'-monophosphate against human immunodeficiency virus types 1 and 2.

Journal: AIDS research and human retroviruses 19930401

Title: Dual mechanisms of inhibition of DNA synthesis by triciribine.

Journal: Cancer research 19900815

Title: Dieterle A, et al. The Akt inhibitor triciribine sensitizes prostate carcinoma cells to TRAIL-induced apoptosis. Int J Cancer. 2009 Aug 15;125(4):932-41.

Title: Gürsel DB, et al. Control of proliferation in astrocytoma cells by the receptor tyrosine kinase/PI3K/AKT signaling axis and the use of PI-103 and TCN as potential anti-astrocytoma. Neuro Oncol. 2011 Jun;13(6):610-21

Title: Kucera LS, et al. Activity of triciribine and triciribine-5'-monophosphate against human immunodeficiency virus types 1 and 2. AIDS Res Hum Retroviruses. 1993 Apr;9(4):307-14.

Title: Abdalla M, et al. The Akt inhibitor, triciribine, ameliorates chronic hypoxia-induced vascular pruning and TGFβ-induced pulmonary fibrosis. Br J Pharmacol. 2015 Aug;172(16):4173-88.

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