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(-)-INDOLACTAM V

Product Name
(-)-INDOLACTAM V
CAS No.
90365-57-4
Chemical Name
(-)-INDOLACTAM V
Synonyms
(-)-Ilv;IndolactaM;Brn 4711877;()-Indolactam V;(-)-INDOLACTAM V;(-)-Indolactam V;(-)-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
CBNumber
CB2244996
Molecular Formula
C17H23N3O2
Formula Weight
301.38
MOL File
90365-57-4.mol
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(-)-INDOLACTAM V Property

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)
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.
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Safety

WGK Germany 
3
RTECS 
UY8547000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I0661
Product name
(?)-Indolactam V
Purity
≥96% (HPLC)
Packaging
1mg
Price
$354
Updated
2024/03/01
Cayman Chemical
Product number
14647
Product name
(-)-Indolactam V
Purity
≥95%
Packaging
500μg
Price
$158
Updated
2024/03/01
Cayman Chemical
Product number
14647
Product name
(?)-Indolactam V
Purity
≥97%
Packaging
1mg
Price
$299
Updated
2024/03/01
Cayman Chemical
Product number
14647
Product name
(?)-Indolactam V
Purity
≥97%
Packaging
300μg
Price
$120
Updated
2021/12/16
TRC
Product number
I577325
Product name
(-)-IndolactamV
Packaging
10mg
Price
$4195
Updated
2021/12/16
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(-)-INDOLACTAM V Chemical Properties,Usage,Production

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

-20°C (desiccate)

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

(-)-INDOLACTAM V Preparation Products And Raw materials

Raw materials

Preparation Products

90365-57-4, (-)-INDOLACTAM VRelated Search:


  • (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
  • (-)-INDOLACTAM V
  • (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
  • (-)-Ilv
  • 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*))-
  • 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)-
  • Brn 4711877
  • IndolactaM
  • (-)-Indolactam V&nbsp
  • ()-Indolactam V
  • (-)-Indolactam V
  • ()Indolactam V,( ) Indolactam V
  • (2S,5S)-5-(Hydroxymethyl)-2-isopropyl-1-methyl-4,5,6,8-tetrahydro-1H-[1,4]diazonino[7,6,5-cd]indol-3(2H)-one
  • 90365-57-4