Oncrasin-1

Modify Date: 2024-01-05 12:34:59

Oncrasin-1 Structure
Oncrasin-1 structure
Common Name Oncrasin-1
CAS Number 75629-57-1 Molecular Weight 269.72600
Density 1.21g/cm3 Boiling Point 465.5ºC at 760 mmHg
Molecular Formula C16H12ClNO Melting Point 117 °C
MSDS USA Flash Point 235.3ºC

 Use of Oncrasin-1


Oncrasin-1 is a potent and effective anticancer inhibitor that kills various human lung cancer cells with K-Ras mutations at low or submicromolar concentrations; also led to abnormal aggregationof PKCι in nucleus of sensitive cells but not in resistant cells.IC50 value: 1.0 μM(A549, K-ras 12H and p53 Wt) [1]Target: human lung cancer cells with K-Ras mutation; K-Ras/PKCiota pathway inhibitorin vitro: effectively kills various human lung cancer cells with K-Ras mutations at low or submicromolar concentrations. The cytotoxic effects correlated with apoptosis inductionas was evidenced by increase of apoptotic cells and activation of caspase-3 and caspase-8 upon the treatment of oncrasin-1 in sensitive cells.Treatment with oncrasin-1 also led to abnormal aggregationof PKCι in nucleus of sensitive cells but not in resistant cells. Furthermore, oncrasin-1 induced apoptosis was blocked by siRNA of K-Ras or PKCι suggesting that oncrasin-1 is targeted to a novel K-Ras/PKCι pathway [1]. oncrasin-1 treatment led to coaggregation of PKCiota and splicing factors into megaspliceosomes but had no obvious effects on the DNA repair molecule Rad51. Moreover, oncrasin-1 treatment suppressed the phosphorylation of the largest subunit of RNA polymerase II and the expression of intronless reporter genes in sensitive cells but not in resistant cells [2]. in vivo: The in vivo administration of oncrasin-1 suppressed the growth of K-ras mutant human lung tumor xenografts by >70% and prolonged the survival of nude mice bearing these tumors, without causing detectable toxicity [1].

 Names

Name 1-[(4-chlorophenyl)methyl]indole-3-carbaldehyde
Synonym More Synonyms

 Oncrasin-1 Biological Activity

Description Oncrasin-1 is a potent and effective anticancer inhibitor that kills various human lung cancer cells with K-Ras mutations at low or submicromolar concentrations; also led to abnormal aggregationof PKCι in nucleus of sensitive cells but not in resistant cells.IC50 value: 1.0 μM(A549, K-ras 12H and p53 Wt) [1]Target: human lung cancer cells with K-Ras mutation; K-Ras/PKCiota pathway inhibitorin vitro: effectively kills various human lung cancer cells with K-Ras mutations at low or submicromolar concentrations. The cytotoxic effects correlated with apoptosis inductionas was evidenced by increase of apoptotic cells and activation of caspase-3 and caspase-8 upon the treatment of oncrasin-1 in sensitive cells.Treatment with oncrasin-1 also led to abnormal aggregationof PKCι in nucleus of sensitive cells but not in resistant cells. Furthermore, oncrasin-1 induced apoptosis was blocked by siRNA of K-Ras or PKCι suggesting that oncrasin-1 is targeted to a novel K-Ras/PKCι pathway [1]. oncrasin-1 treatment led to coaggregation of PKCiota and splicing factors into megaspliceosomes but had no obvious effects on the DNA repair molecule Rad51. Moreover, oncrasin-1 treatment suppressed the phosphorylation of the largest subunit of RNA polymerase II and the expression of intronless reporter genes in sensitive cells but not in resistant cells [2]. in vivo: The in vivo administration of oncrasin-1 suppressed the growth of K-ras mutant human lung tumor xenografts by >70% and prolonged the survival of nude mice bearing these tumors, without causing detectable toxicity [1].
Related Catalog
References

[1]. Guo W, et al. Identification of a small molecule with synthetic lethality for K-ras and protein kinase C iota. Cancer Res. 2008 Sep 15;68(18):7403-8.

[2]. Guo W, et al. Interruption of RNA processing machinery by a small compound, 1-[(4-chlorophenyl)methyl]-1H-indole-3-carboxaldehyde (oncrasin-1). Mol Cancer Ther. 2009 Feb;8(2):441-8.

 Chemical & Physical Properties

Density 1.21g/cm3
Boiling Point 465.5ºC at 760 mmHg
Melting Point 117 °C
Molecular Formula C16H12ClNO
Molecular Weight 269.72600
Flash Point 235.3ºC
Exact Mass 269.06100
PSA 22.00000
LogP 4.15550
Index of Refraction 1.62

 Safety Information

Hazard Codes Xi
RIDADR NONH for all modes of transport
HS Code 2933990090

 Synthetic Route

~86%

Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Na, Young-Min; Le Borgne, Marc; Pagniez, Fabrice; Le Baut, Guillaume; Le Pape, Patrice European Journal of Medicinal Chemistry, 2003 , vol. 38, # 1 p. 75 - 87

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Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Chemical and Pharmaceutical Bulletin, , vol. 28, # 6 p. 1711 - 1721

~64%

Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Costi, Roberta; Cuzzucoli Crucitti, Giuliana; Pescatori, Luca; Messore, Antonella; Scipione, Luigi; Tortorella, Silvano; Amoroso, Alessandra; Crespan, Emmanuele; Campiglia, Pietro; Maresca, Bruno; Porta, Amalia; Granata, Ilaria; Novellino, Ettore; Gouge, Jeroime; Delarue, Marc; Maga, Giovanni; Di Santo, Roberto Journal of Medicinal Chemistry, 2013 , vol. 56, # 18 p. 7431 - 7441

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Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: US5229505 A1, ;

~86%

Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Moriya, Tamon; Hagio, Katsuaki; Yoneda, Naoto Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 6 p. 1711 - 1721

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Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Bulletin of the Korean Chemical Society, , vol. 32, # 1 p. 307 - 310

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Oncrasin-1 Structure

Oncrasin-1

CAS#:75629-57-1

Literature: Chemical and Pharmaceutical Bulletin, , vol. 28, # 6 p. 1711 - 1721

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Oncrasin 1
1-(4-Chlorobenzyl)-1H-indole-3-carbaldehyde
Oncrasin-1