Basic information
- CAS
35943-35-2- Standard SMILES
CN1N=C(N)c2cn(C3OC(CO)C(O)C3O)c3ncnc1c23- InChIKey
HOGVTUZUJGHKPL-UHFFFAOYSA-N- Molecular formula
- C13H16N6O4
- Average molar mass
- 320.3 g/mol
- Monoisotopic mass
- 320.12330301
Overview
LSM-1546 is a N-glycosyl compound.
Names & identifiers
- Preferred name
- Akt Inhibitor V, Triciribine
- IUPAC
- 2-(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)-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- API-2
- Molecular formula
- C13H16N6O4
- Molecular weight
- 320.3
Names & synonyms
API-2NSC154020MLS002702033Akt Inhibitor V, TriciribineTCNAkt inhibitor VAPI-2;NSC 154020;TCNTriciribine (API-2)tricyclic nucleoside (TCN)SCHEMBL61269GTPL5920CHEMBL1892348
Show more names
TRICIRIBINEIAP1MIHCMYHLBBMIBIRC3
CHEBI:91697HMS3229A09HMS3268N05HMS3654C06(2S,3S,4S,5S)-2-(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)-5-(hydroxymethyl)oxolane-3,4-diolHSCI1_000386s1117CCG-206732
Database identifiers
- CAS
35943-35-2- PubChem CID
- 290486
- ChEMBL
CHEMBL1892348- ChEBI
CHEBI:91697
Properties
Computed structural properties
- XLogP
- -1.6
- Topological polar surface area
- 142 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 2
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 507
Physicochemical properties
- Melting point
- 207 °C · 207 °C (decomp)
- Boiling point
- 459.21 °C · 459.21°C (rough estimate)
- Density
- 1.2633 · 1.2633 (rough estimate)
- refractive index
- 1.7 · 1.7000 (estimate)
- storage temp.
- Store at RT
- solubility
- 10 mg/mL · DMSO: >10mg/mL
- form
- powder
- pka
- 12.35 · 12.35±0.70(Predicted)
- color
- tan
- biological source
- rabbit
- InChI
- InChI=1/C13H16N6O4/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)/t6-,8-,9-,13-/s3
- InChIKey
- HOGVTUZUJGHKPL-HTVVRFAVSA-N
- SMILES
- C12C3=NC=NC=1N(C=C2C(N)=NN3C)[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 |&1:14,15,17,19,r|
- FDA UNII
- 2421 HMY9N6 · 2421HMY9N6
- UNSPSC Code
- 12352203 · 12352203
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- RY8455000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H319
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
UsesTriciribine 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.
UsesTriciribine hydrate has been used to study the effect of diethyldithiocarbamate (DDC) on matrix metalloproteinase-1 (MMP-1) in hepatic stellate cells1. It has also been used to analyze ADAM 10 activation by (-)-epigallocatechin-3-gallate (EGCG) in N2a cells overexpressing Swedish mutant APP (SweAPP N2a cells)2.
Suppliers100 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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