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C4493

Sigma-Aldrich

Cucurbitacin I

≥95% (HPLC), solid

Synonyme(s) :

2,16α,20,25-tetrahydroxy-9-methyl-19-Nor-9β,10α-lanosta-1,5,23-triene-3,11,22-trione, Elatericin B, JSI-124, NSC 521777

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About This Item

Formule empirique (notation de Hill):
C30H42O7 · xH2O
Numéro CAS:
2222-07-3
Poids moléculaire :
514.65 (anhydrous basis)
Numéro CE :
218-736-8
Code UNSPSC :
12352200
ID de substance PubChem :
329775065
Nomenclature NACRES :
NA.77

Pureté

≥95% (HPLC)

Forme

solid

Couleur

white to off-white

Solubilité

DMSO: >5 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

O.CC(C)(O)\C=C\C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C=C(O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C

InChI

1S/C30H42O7.H2O/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6;/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3;1H2/b12-11+;/t17-,19-,20+,23+,27+,28-,29+,30+;/m1./s1

Clé InChI

ZKDSPEWKSJCXQE-NEBRQAMTSA-N

Actions biochimiques/physiologiques

Cucurbitacin I (JSI-124) is a novel selective inhibitor of the janus kinase 2/signal transducer and activator of transcription 3 (JAK2/STAT3) signaling pathway with anti-proliferative and anti-tumor properties.

Caractéristiques et avantages

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the JAKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Classification des risques

Acute Tox. 1 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Abdullah Mahmud et al.
Biomacromolecules, 10(3), 471-478 (2009-01-30)
An increase in the degree of chemical compatibility between drug and polymeric structure in the core has been shown to raise the encapsulation efficiency and lower the rate of drug release from polymeric micelles. In this study, to achieve an
Yi-Wei Chen et al.
Molecular cancer therapeutics, 9(11), 2879-2892 (2010-11-11)
Head and neck squamous cell carcinoma (HNSCC) is a prevalent cancer worldwide. Signal transducers and activators of transcription 3 (STAT3) signaling is reported to promote tumor malignancy and recurrence in HNSCC. Cucurbitacins, triterpenoid derivatives, are strong STAT3 inhibitors with anticancer
Han-Shui Hsu et al.
Cancer, 117(13), 2970-2985 (2011-01-13)
Signal transducer and activator of transcription 3 (STAT3) signaling reportedly promotes tumor malignancy and recurrence in nonsmall cell lung cancer (NSCLC). It was demonstrated previously that the STAT3 pathway maintains the tumorigenicity and therapeutic resistance of malignant tumors as well
Vivian W Y Lui et al.
Carcinogenesis, 30(12), 2085-2094 (2009-10-22)
Nasopharyngeal carcinoma (NPC) is an Asian-prevalent head and neck cancer with high invasiveness. Although several important risk factors for NPC development have been identified, there is currently no preventive strategy for NPC, even in endemic regions. Signal transducer and activator
Ommoleila Molavi et al.
Molecular pharmaceutics, 7(2), 364-374 (2009-12-25)
Constitutively activated signal transducer and activator of transcription-3 (STAT3) in tumor and dendritic cells (DCs) plays a critical role in tumor-induced immunosuppression. This is considered a major challenge in effective immunotherapy of cancer. Herein we describe the development of a
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