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C4493

Cucurbitacin I hydrate

Name: Cucurbitacin I hydrate
Brand: SIGMA

≥95% (HPLC), solid

Synonym(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

Empirical Formula (Hill Notation):

C₃₀H₄₂O₇ · xH₂O

CAS Number:

2222-07-3

Molecular Weight:

514.65 (anhydrous basis)

MDL number:

MFCD09971044

UNSPSC Code:

12352200

PubChem Substance ID:

329775065

EC Number:

218-736-8

NACRES:

NA.77

Assay:

≥95% (HPLC)

Form:

solid

Quality level:

100

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Properties

Quality Level

100

assay

≥95% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >5 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

ZKDSPEWKSJCXQE-NEBRQAMTSA-N

Description

Biochem/physiol Actions

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.

Cucurbitacin I is a novel selective JAK/STAT3 inhibitor.

Features and Benefits

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.

pictograms

GHS06

signalword

Danger

hcodes

H300

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 1 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

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

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

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

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

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

Trisha R Stankiewicz et al.

The Journal of biological chemistry, 287(20), 16835-16848 (2012-03-02)

In several neuronal cell types, the small GTPase Rac is essential for survival. We have shown previously that the Rho family GTPase inhibitor Clostridium difficile toxin B (ToxB) induces apoptosis in primary rat cerebellar granule neurons (CGNs) principally via inhibition

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Global Trade Item Number

SKU	GTIN
C4493-1MG	04061833492246