| Identification | Back Directory | [Name]
(-)-INDOLACTAM V | [CAS]
90365-57-4 | [Synonyms]
(-)-Ilv
IndolactaM
Brn 4711877
()-Indolactam V
(-)-INDOLACTAM V
(-)-Indolactam V
(2s-(2r*,5r*))-ethyl)-1-methyl-2-(1-methylethyl)
3h-pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one,1,2,4,5,6,8-hexahydro-5-(hydroxym
(2S,5S)-1,2,4,5,6,8-Hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one
3H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-, (2S,5S)-
3H-Pyrrolo(4,3,2-gh)-1,4-benzodiazonin-3-one, 1,2,4,5,6,8-hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-, (2S-(2R*,5R*))- | [Molecular Formula]
C17H23N3O2 | [MDL Number]
MFCD00151197 | [MOL File]
90365-57-4.mol | [Molecular Weight]
301.38 |
| Chemical Properties | Back Directory | [Boiling point ]
584.0±50.0 °C(Predicted) | [density ]
1.166±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: >10mg/mL, clear | [form ]
white powder | [pka]
14.39±0.10(Predicted) | [color ]
White to light yellow | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months. |
| Hazard Information | Back Directory | [Description]
Indolactam V (-) (90365-57-4) is a PKC activator acting at the phorbol ester binding site.1,2?Directs differentiation of human and mouse ESCs to pancreatic cells.3?? May be used, along with other agents, to differentiate human iPS cells into glucose-responsive insulin-secreting progeny.4?Increases regulator of G protein signaling 2 (RGS2) protein levels, a protein that regulates GPCR signaling.5 | [Uses]
(-)-Indolactam V is an indole alkaloid compound which activates protein kinase C (PKC). Weak tumor promoter. Also directs differentiation of human embryonic stem cells, potentially into pancreatic lineage allowing for an effective diabetes therapy. | [Definition]
ChEBI: (-)-indolactam V is a 9-membered ring that is a potent protein kinase C activator | [Biological Activity]
Protein kinase C activator. Exhibits tumor promoting activity. Directs differentiation of human embryonic stem cells (ESCs) into pancreatic progenitors. | [Biochem/physiol Actions]
(-)-Indolactam V is a PKC activator shown to effect differentiation in embryonic stem cells leading to development of pancreatic precursors. It is active in the mouse model. | [storage]
Desiccate at -20°C | [References]
1) Fujiki?et al.?(1984),?Structure-activity studies on synthetic analogues (indolactams) of the tumor promoter teleocidin; Gan., 75?866
2) Heikkila and Ackerman (1989),?(-)-Indolactam V activates protein kinase C and induces changes in muscarinic receptor functions in SH-SY5Y human neuroblastoma cells; Biochem. Biophys. Res. Commun,?162?1207
3) Chen?et al.?(2009),?A small molecule that directs differentiation of human ESCs into the pancreatic lineage; Nat. Chem. Biol.,?5?258
4) Thalava?et al. (2011),?Indolactam V/GLP-1-mediated differentiation of human iPS cells into glucose-responsive insulin-secretin progeny; Gene Ther.,?18?283
5) Raveh (2014),?Identification of protein kinase C activation as a novel mechanism for RGS2 protein upregulation through phenotypic screening of natural product extracts; Mol. Pharmacol.,?86?406 |
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