(2R,3R,4S,5R)-2-{5-amino-7-methyl-2,6,7,9,11-pentaazatricyclo[6.3.1.04,12]dodeca-1(12),3,5,8,10-pentaen-2-yl}-5-(hydroxymethyl)oxolane-3,4-diol hydrate

• ChemBase ID: 154508
• Molecular Formular: C13H18N6O5
• Molecular Mass: 338.31922
• Monoisotopic Mass: 338.13386771
• SMILES: Cn1c2c3c(cn(c3ncn2)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)c(n1)N.O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc2c3c1ncnc3n(nc2N)C.O
• InChI: InChI=1S/C13H16N6O4.H2O/c1-18-11-7-5(10(14)17-18)2-19(12(7)16-4-15-11)13-9(22)8(21)6(3-20)23-13;/h2,4,6,8-9,13,20-22H,3H2,1H3,(H2,14,17);1H2/t6-,8-,9-,13-;/m1./s1
• InChIKey: SPGRLWCWHWRPHX-DOKXERMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-{5-amino-7-methyl-2,6,7,9,11-pentaazatricyclo[6.3.1.0^4,^1^2]dodeca-1(12),3,5,8,10-pentaen-2-yl}-5-(hydroxymethyl)oxolane-3,4-diol hydrate
• IUPAC Traditional name: (2R,3R,4S,5R)-2-{5-amino-7-methyl-2,6,7,9,11-pentaazatricyclo[6.3.1.0^4,^1^2]dodeca-1(12),3,5,8,10-pentaen-2-yl}-5-(hydroxymethyl)oxolane-3,4-diol hydrate
• Synonyms: API-2; Akt/PKB Signaling Inhibitor-2; Inhibitor V; NSC 154020; TCN; VD-0002; Triciribine hydrate

Database IDs

• CAS Number: 35943-35-2(anhydrous)
• MDL Number: MFCD16879015
• PubChem SID: 162248647
• PubChem CID: 24994886

CALCULATED PROPERTIES

• Acid pKa: 12.45568
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -4.271866
• LogD (pH = 7.4): -2.4411151
• Log P: -1.4642601
• Molar Refractivity: 90.5553 cm^3
• Polarizability: 30.775778 Å^3
• Polar Surface Area: 144.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: tan powder

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... AKT1(207)mouse ... AKT1(11651)rat ... AKT1(24185)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C13H16N6O4 · xH2O

DETAILS

Sigma Aldrich - T3830

Biochem/physiol Actions
Triciribine is a highly selective Akt/PKB inhibitor, that selectively inhibits the cellular phosphorylation/activation of Akt1/2/3.