A PKC activator
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(−)-Indolactam V

Item No. 14647

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(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
CAS Number
90365-57-4
Molecular Formula
C17H23N3O2
Formula Weight
301.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: Soluble
λmax
203, 229, 301 nm
SMILES
O=C([C@H](C(C)C)N1C)N[C@H](CO)CC2=CNC3=CC=CC1=C23
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    (−)-Indolactam V is a tumor-promoting teleocidin compound that activates protein kinase C (PKC). It binds to PKC regulatory domains of mouse skin PKCη and rat brain PKCγ with Ki values of 3.4 nM and 1 μM, respectively.1,2 At 1 μM, (−)-indolactam V induces differentiation of human embryonic stem cells into pancreatic progenitors through activation of PKC signaling.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakagawa, Y., Irie, K., Nakamura, Y., et al. Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (−)-indolactam-V. Biosci. Biotechnol. Biochem. 61(8), 1415-1417 (1997).

    2. Masuda, A., Irie, K., Nakagawa, Y., et al. Binding selectivity of conformationally restricted analogues of (−)-indolactam-V to the C1 domains of protein kinase C isozymes. Biosci. Biotechnol. Biochem. 66(7), 1615-1617 (2002).

    3. Chen, S., Borowiak, M., Fox, J.L., et al. A small molecule that directs differentiation of human ESCs into the pancreatic lineage. Nat. Chem. Biol. 5(4), 258-265 (2009).