I0661
(−)-Indolactam V
≥96% (HPLC)
Synonym(s):
(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
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About This Item
Empirical Formula (Hill Notation):
C17H23N3O2
CAS Number:
Molecular Weight:
301.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥96% (HPLC)
form
powder
color
white
storage temp.
−20°C
SMILES string
CC(C)[C@@H]1N(C)c2cccc3[nH]cc(C[C@@H](CO)NC1=O)c23
InChI
1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1
InChI key
LUZOFMGZMUZSSK-LRDDRELGSA-N
Biochem/physiol Actions
(−)-Indolactam V is naturally present in Streptoverticillium blastmyceticum. It serves as a precursor to the teleocidin class which are alkaloids. It is a the pharmacophore of lyngbyatoxin and teleocidins.
(-)-Indolactam V is a PKC activator shown to effect differentiation in embryonic stem cells leading to development of pancreatic precursors.
(-)-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.
Features and Benefits
This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.
Ryo C Yanagita et al.
Journal of medicinal chemistry, 51(1), 46-56 (2007-12-13)
Conventional and novel protein kinase C (PKC) isozymes are the main targets of tumor promoters. We developed 1-hexylindolactam-V10 ( 5) as a selective activator for novel PKC isozymes that play important roles in various cellular processes related to tumor promotion
Yu Nakagawa et al.
Journal of the American Chemical Society, 127(16), 5746-5747 (2005-04-21)
The CH/pi interaction between the indole ring of indolactam-V (IL-V) and the hydrogen atom at position 4 of Pro-11 of the PKCdelta C1B domain was evaluated using the mutant peptide of the PKCdelta C1B domain, in which the CH/pi interaction
Kazuhiro Irie et al.
Chemical record (New York, N.Y.), 5(4), 185-195 (2005-07-26)
Tumor promoters such as phorbol esters bind strongly to protein kinase C (PKC) isozymes to induce their activation. Since each PKC isozyme is involved in diverse biological events in addition to tumor promotion, the isozymes serve as promising therapeutic targets.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| I0661-1MG | 04061833838297 |