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(-)-INDOLACTAM V structure, CAS 90365-57-4

(-)-INDOLACTAM V

CAS Number90365-57-4

Synonyms(-)-indolactam; Indolactam V

Molecular FormulaC17H23N3O2

Molecular Weight301.38

Purity≥96 (HPLC)%

Density1.2±0.1 g/cm3

Boiling Point584.0±50.0 °C at 760 mmHg

Melting Point

Flash Point

Appearancepowder

EINECS

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Cat. No.: 2A-9091990 Purity: ≥96 (HPLC)%
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Quality Control of [ 90365-57-4 ] Purity: ≥96 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number90365-57-4
Catalog No.2A-9091990
Chinese Name(-)-吲哚美坦V
Synonyms(-)-indolactam; Indolactam V
Molecular FormulaC17H23N3O2
Molecular Weight301.38
Purity≥96 (HPLC)
Density1.2±0.1 g/cm3
Boiling Point584.0±50.0 °C at 760 mmHg
Appearancepowder
Storage ConditionSealed in a cool, dry environment at -20 ºC
Application(-)-Indolactam V is an activator of PKC, with Ki values of 3.36 nM and 1.03 μM for eta-CRD2 (PKCeta instead of peptide) and γ-CRD2 (PKCγ instead of peptide), respectively, and Kd values for PKC C1A an
PubChem ID329815323
MDL NumberMFCD00151197
SMILESCC(C)[C@@H]1N(C)c2cccc3[nH]cc(C[C@@H](CO)NC1=O)c23
InChI1S/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 KeyLUZOFMGZMUZSSK-LRDDRELGSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard Symbolstransportation
MSDSmsds/91990_1_90365_57_4.pdf
Bioactivity(-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), and has antitumor activity. Related Catalog Research Areas >> Cancer Target PKCη-CRD2:3.36 nM (Ki) PKCη-C1B:5.5 nM (Kd) PKCε-C1B:7.7 nM (Kd) PKCδ-C1B:8.3 nM (Kd) PKCθ-C1B:8.7 nM (Kd) PKCβ-C1A-long:18.9 nM (Kd) PKCα-C1A-long:20.8 nM (Kd) PKCβ-C1B:137 nM (Kd) PKCγ-C1A:138 nM (Kd) PKCγ-C1B:213 nM (Kd) PKCγ-CRD2:1030 nM (Ki) PKCδ-C1A:1900 nM (Kd) PKCη-C1A:3770 nM (Kd) PKCα-C1B-long:4000 nM (Kd) PKCε-C1A:4110 nM (Kd) In Vitro (-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and has antitumor activity[1]. (-)-Indolactam V shows Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), respectively[2]. (-)-Indolactam V (20 nM-5 μM) dose-dependently affects multiple hESC lines, such as HUES 2, 4 and 8. (-)-Indolactam V also increases the mRNA levels of Pdx1, HNF6, PTF1A, SOX9, HB9 and PROX1. In addition, (-)-Indolactam V (300 nM) functions in both mouse and human cells and confirms that some signals for pancreatic development[3]. Cell Assay For induced differentiation to endocrine or exocrine cells, the (-)-Indolactam V (300 nM)-treated populations are cultured in DMEM/F12 supplemented with 1 N2, 2 mg/mL albumin fraction V and 10 ng/mL bovine FGF for the first 4 d. 10 mM nicotinamide is then added and maintained for an additional 8 d, changing the medium every 3 d[3]. References [1]. Nakagawa Y, et al. Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (-)-indolactam-V. Biosci Biotechnol Biochem. 1997 Aug;61(8):1415-7. [2]. Masuda A, et al. Binding selectivity of conformationally restricted analogues of (-)-indolactam-V to the C1 domains of protein kinase C isozymes. Biosci Biotechnol Biochem. 2002 Jul;66(7):1615-7. [3]. Chen S, et al. A small molecule that directs differentiation of human ESCs into the pancreatic lineage. Nat Chem Biol. 2009 Apr;5(4):258-65. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 584.0±50.0 °C at 760 mmHg Molecular Formula C17H23N3O2 Molecular Weight 301.383 Flash Point 307.0±30.1 °C Exact Mass 301.179016 PSA 68.36000 LogP 0.75 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.590 InChIKey LUZOFMGZMUZSSK-LRDDRELGSA-N SMILES CC(C)C1C(=O)NC(CO)Cc2c[nH]c3cccc(c23)N1C
Use of(-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), and has antitumor activity. Properties Articles26 Name (-)-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 Synonym More Synonyms (-)-Indolactam V Biological Activity Description (-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), and has antitumor activity. Related Catalog Research Areas >> Cancer PKCη-CRD2:3.36 nM (Ki) PKCη-C1B:5.5 nM (Kd) PKCε-C1B:7.7 nM (Kd) PKCδ-C1B:8.3 nM (Kd) PKCθ-C1B:8.7 nM (Kd) PKCβ-C1A-long:18.9 nM (Kd) PKCα-C1A-long:20.8 nM (Kd) PKCβ-C1B:137 nM (Kd) PKCγ-C1A:138 nM (Kd) PKCγ-C1B:213 nM (Kd) PKCγ-CRD2:1030 nM (Ki) PKCδ-C1A:1900 nM (Kd) PKCη-C1A:3770 nM (Kd) PKCα-C1B-long:4000 nM (Kd) PKCε-C1A:4110 nM (Kd) In Vitro (-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and has antitumor activity[1]. (-)-Indolactam V shows Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), respectively[2]. (-)-Indolactam V (20 nM-5 μM) dose-dependently affects multiple hESC lines, such as HUES 2, 4 and 8. (-)-Indolactam V also increases the mRNA levels of Pdx1, HNF6, PTF1A, SOX9, HB9 and PROX1. In addition, (-)-Indolactam V (300 nM) functions in both mouse and human cells and confirms that some signals for pancreatic development[3]. References [1]. Nakagawa Y, et al. Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (-)-indolactam-V. Biosci Biotechnol Biochem. 1997 Aug;61(8):1415-7. [2]. Masuda A, et al. Binding selectivity of conformationally restricted analogues of (-)-indolactam-V to the C1 domains of protein kinase C isozymes. Biosci Biotechnol Biochem. 2002 Jul;66(7):1615-7. [3]. Chen S, et al. A small molecule that directs differentiation of human ESCs into the pancreatic lineage. Nat Chem Biol. 2009 Apr;5(4):258-65. Chemical & Physical Properties Molecular Formula C17H23N3O2 Exact Mass 301.179016 PSA 68.36000 Index of Refraction 1.590 InChIKey LUZOFMGZMUZSSK-LRDDRELGSA-N
Transport InfoProduct name: Purity: 97.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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