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C4493

Sigma-Aldrich

Cucurbitacin I hydrate

≥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)
EC Number:
218-736-8
MDL number:
MFCD09971044
UNSPSC Code:
12352200
PubChem Substance ID:
329775065
NACRES:
NA.77

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

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

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 1 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000188982
0000128524
0000163953
0000163953
0000128524

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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
Patrick Innamarato et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 28(10), 2252-2270 (2020-07-03)
Adoptive T cell therapy (ACT) in combination with lymphodepleting chemotherapy is an effective strategy to induce the eradication of tumors, providing long-term regression in cancer patients. Despite that lymphodepleting regimens condition the host for optimal engraftment and expansion of adoptively transferred
J Wang et al.
Neuroscience, 202, 58-68 (2011-12-20)
Astrocyte activation plays important roles both in physiological and pathological process in the CNS. In the latter, the process is further aggravated by hyperglycemia, leading to diabetes complications of CNS. We report here that high glucose (HG) treatment stimulated astrocytic
Owen D Stechishin et al.
Neuro-oncology, 15(2), 198-207 (2012-12-25)
Glioblastoma multiforme (GBM) is characterized by an aggressive clinical course, therapeutic resistance, and striking molecular heterogeneity. GBM-derived brain tumor stem cells (BTSCs) closely model this molecular heterogeneity and likely have a key role in tumor recurrence and therapeutic resistance. Emerging
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
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