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2222-07-3,MFCD09971044
Catalog No.:AA019FRQ

2222-07-3 | Cucurbitacin I

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1mg
≥98%
in stock  
$138.00   $96.00
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5mg
≥98%
in stock  
$340.00   $238.00
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10mg
≥98%
in stock  
$409.00   $286.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA019FRQ
Chemical Name:
Cucurbitacin I
CAS Number:
2222-07-3
Molecular Formula:
C30H42O7
Molecular Weight:
514.6503
MDL Number:
MFCD09971044
SMILES:
OC1=C[C@@H]2C(=CC[C@@H]3[C@@]2(C)C(=O)C[C@]2([C@@]3(C)C[C@H]([C@@H]2[C@](C(=O)/C=C/C(O)(C)C)(O)C)O)C)C(C1=O)(C)C
Properties
Computed Properties
 
Complexity:
1160  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
4  
XLogP3:
2.7  

Literature

Title: Cucurbitacin-I induces hypertrophy in H9c2 cardiomyoblasts through activation of autophagy via MEK/ERK1/2 signaling pathway.

Journal: Toxicology letters 20161215

Title: STAT3-dependent VEGF production from keratinocytes abrogates dendritic cell activation and migration by arsenic: a plausible regional mechanism of immunosuppression in arsenical cancers.

Journal: Chemico-biological interactions 20150205

Title: Cucurbitacin-I, a natural cell-permeable triterpenoid isolated from Cucurbitaceae, exerts potent anticancer effect in colon cancer.

Journal: Chemico-biological interactions 20140805

Title: Cucurbitacin B and cucurbitacin I suppress adipocyte differentiation through inhibition of STAT3 signaling.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140201

Title: The cucurbitacins E, D and I: investigation of their cytotoxicity toward human chondrosarcoma SW 1353 cell line and their biotransformation in man liver.

Journal: Toxicology letters 20130204

Title: Signal transducer and activator of transcription-5 mediates neuronal apoptosis induced by inhibition of Rac GTPase activity.

Journal: The Journal of biological chemistry 20120511

Title: Cucurbitacin induces autophagy through mitochondrial ROS production which counteracts to limit caspase-dependent apoptosis.

Journal: Autophagy 20120401

Title: In vitro and in vivo study of cucurbitacins-type triterpene glucoside from Citrullus colocynthis growing in Saudi Arabia against hepatocellular carcinoma.

Journal: Environmental toxicology and pharmacology 20120301

Title: High glucose-induced expression of inflammatory cytokines and reactive oxygen species in cultured astrocytes.

Journal: Neuroscience 20120127

Title: Cucurbitacin-I (JSI-124) activates the JNK/c-Jun signaling pathway independent of apoptosis and cell cycle arrest in B leukemic cells.

Journal: BMC cancer 20110101

Title: Inhibition of constitutive activation of STAT3 by curcurbitacin-I (JSI-124) sensitized human B-leukemia cells to apoptosis.

Journal: Molecular cancer therapeutics 20101201

Title: Cucurbitacin I suppressed stem-like property and enhanced radiation-induced apoptosis in head and neck squamous carcinoma--derived CD44(+)ALDH1(+) cells.

Journal: Molecular cancer therapeutics 20101101

Title: The anti-inflammatory effects of adiponectin are mediated via a heme oxygenase-1-dependent pathway in rat Kupffer cells.

Journal: Hepatology (Baltimore, Md.) 20100401

Title: The neurofibromatosis type 1 tumor suppressor controls cell growth by regulating signal transducer and activator of transcription-3 activity in vitro and in vivo.

Journal: Cancer research 20100215

Title: Cucurbitacin I inhibits cell motility by indirectly interfering with actin dynamics.

Journal: PloS one 20100101

Title: Interaction of cucurbitacins with human serum albumin: Thermodynamic characteristics and influence on the binding of site specific ligands.

Journal: Journal of photochemistry and photobiology. B, Biology 20090603

Title: Glycine-extended gastrin inhibits apoptosis in Barrett's oesophageal and oesophageal adenocarcinoma cells through JAK2/STAT3 activation.

Journal: Journal of molecular endocrinology 20090401

Title: Self-associating poly(ethylene oxide)-b-poly(alpha-cholesteryl carboxylate-epsilon-caprolactone) block copolymer for the solubilization of STAT-3 inhibitor cucurbitacin I.

Journal: Biomacromolecules 20090309

Title: Curcuminoid-phospholipid complex induces apoptosis in mammary epithelial cells by STAT-3 signaling.

Journal: Experimental & molecular medicine 20081231

Title: Development of a STAT3 reporter prostate cancer cell line for high throughput screening of STAT3 activators and inhibitors.

Journal: Biochemical and biophysical research communications 20081212

Title: Green tea polyphenol epigallocatechin-3-gallate suppresses collagen production and proliferation in keloid fibroblasts via inhibition of the STAT3-signaling pathway.

Journal: The Journal of investigative dermatology 20081001

Title: Essential role for Stat5 in the neurotrophic but not in the neuroprotective effect of erythropoietin.

Journal: Cell death and differentiation 20080401

Title: Polymeric micelles for the solubilization and delivery of STAT3 inhibitor cucurbitacins in solid tumors.

Journal: International journal of pharmaceutics 20080122

Title: Octanorcucurbitane and cucurbitane triterpenoids from the tubers of Hemsleya endecaphylla with HIV-1 inhibitory activity.

Journal: Journal of natural products 20080101

Title: STAT3-dependent mouse embryonic stem cell differentiation into cardiomyocytes: analysis of molecular signaling and therapeutic efficacy of cardiomyocyte precommitted mES transplantation in a mouse model of myocardial infarction.

Journal: Circulation research 20071026

Title: Effect of cucurbitacins on bilirubin-albumin binding in human plasma.

Journal: Life sciences 20070116

Title: Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20061201

Title: JSI-124 (cucurbitacin I) inhibits Janus kinase-3/signal transducer and activator of transcription-3 signalling, downregulates nucleophosmin-anaplastic lymphoma kinase (ALK), and induces apoptosis in ALK-positive anaplastic large cell lymphoma cells.

Journal: British journal of haematology 20061001

Title: STAT3-independent inhibition of lysophosphatidic acid-mediated upregulation of connective tissue growth factor (CTGF) by cucurbitacin I.

Journal: Biochemical pharmacology 20060628

Title: Development of a sensitive and specific liquid chromatography/mass spectrometry method for the quantification of cucurbitacin I (JSI-124) in rat plasma.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20060101

Title: Targeting Stat3 in cancer therapy.

Journal: Anti-cancer drugs 20050701

Title: Virtual screening of human 5-aminoimidazole-4-carboxamide ribonucleotide transformylase against the NCI diversity set by use of AutoDock to identify novel nonfolate inhibitors.

Journal: Journal of medicinal chemistry 20041230

Title: An analysis of cytotoxic botanical formulations used in the traditional medicine of ancient Persia as abortifacients.

Journal: Journal of natural products 20040801

Title: Discovery of JSI-124 (cucurbitacin I), a selective Janus kinase/signal transducer and activator of transcription 3 signaling pathway inhibitor with potent antitumor activity against human and murine cancer cells in mice.

Journal: Cancer research 20030315

Title: Song J, et al. Cucurbitacin I inhibits cell migration and invasion and enhances chemosensitivity in colon cancer. Oncol Rep. 2015 Apr;33(4):1867-71.

Title: van Kester MS, et al. Cucurbitacin I inhibits Stat3 and induces apoptosis in Sézary cells. J Invest Dermatol. 2008 Jul;128(7):1691-5.

Title: Jeong MH, et al. Cucurbitacin I Attenuates Cardiomyocyte Hypertrophy via Inhibition of Connective Tissue Growth Factor (CCN2) and TGF- β/Smads Signalings. PLoS One. 2015 Aug 21;10(8):e0136236.

Title: Yuan G, et al. Cucurbitacin I induces protective autophagy in glioblastoma in vitro and in vivo. J Biol Chem. 2014 Apr 11;289(15):10607-19.

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