Cucurbitacin B
| Code | Size | Price |
|---|
| AG-CN2-0472-M001 | 1 mg | £40.00 |
Quantity:
| AG-CN2-0472-M005 | 5 mg | £100.00 |
Quantity:
| AG-CN2-0472-M025 | 25 mg | £370.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
Short term: +4°C, Long Term: -20°C
Documents
Further Information
Alternate Names/Synonyms:
Cuc B; 1,2-Dihydro-alpha-elaterin; Amarine; NSC 49451; NSC 144154
Appearance:
Off-white powder.
CAS:
6199-67-3
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Keep cool and dry.Protect from light.
Hazards:
H3010
InChi:
InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1
InChiKey:
IXQKXEUSCPEQRD-DKRGWESNSA-N
Long Description:
Chemical. CAS: 6199-67-3. Formula: C32H46O8. MW: 558.7. Isolated from Cucumis melo L. Microtubule polymerization inhibitor. Disrupts F-actin and induces nucleophosmin/B23 translocation. Immunomodulator with antimicrobial, anti-inflammatory and antitumorigenic properties. Induces apoptosis, autophagy and cell cycle arrest at G2/M phase in a range of cancer cell lines. Shown to inhibit STAT 3 phosphorylation and expression levels and blocks JAK2 activity, as well as the transcriptional activity of HIF1alpha and NF-kappaB. Antioxidant. Serves as an ecdysteroid receptor antagonist in Drosophila.
MDL:
MFCD07778083
Molecular Formula:
C32H46O8
Molecular Weight:
558.7
Package Type:
Vial
PG:
I
Precautions:
P264, P301, P310, P405
Product Description:
Microtubule polymerization inhibitor. Disrupts F-actin and induces nucleophosmin/B23 translocation. Immunomodulator with antimicrobial, anti-inflammatory and antitumorigenic properties. Induces apoptosis, autophagy and cell cycle arrest at G2/M phase in a range of cancer cell lines. Shown to inhibit STAT 3 phosphorylation and expression levels and blocks JAK2 activity, as well as the transcriptional activity of HIF1alpha and NF-kappaB. Antioxidant. Serves as an ecdysteroid receptor antagonist in Drosophila.
Purity:
>98% (HPLC)
Signal word:
Danger
SMILES:
[H][C@@]1([C@H](O)C[C@@]2(C)[C@]3([H])CC=C4[C@@]([H])(C[C@H](O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C)[C@@](C)(O)C(=O)C=CC(C)(C)OC(C)=O
Solubility Chemicals:
Soluble in DMSO.
Source / Host:
Isolated from Cucumis melo L.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352211
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Cucurbitacins are insect steroid hormone antagonists acting at the ecdysteroid receptor: L. Dinan, et al.; Biochem. J. 327, 643 (1997) | Cucurbitacin glucosides: antioxidant and free-radical scavenging activities: T. Tannin-Spitz, et al.; BBRC 364, 181 (2007) | Cucurbitacin B induces differentiation, cell cycle arrest, and actin cytoskeletal alterations in myeloid leukemia cells: T. Haritunians, et al.; Leuk. Res. 32, 1366 (2008) | Cucurbitacin B markedly inhibits growth and rapidly affects the cytoskeleton in glioblastoma multiforme: D. Yin, et al.; Int. J. Cancer 123, 1364 (2008) | Cucurbitacin B has a potent antiproliferative effect on breast cancer cells in vitro and in vivo: N. Wakimoto, et al.; Cancer Sci. 99, 1793 (2008) | Cucurbitacin B inhibits STAT3 and the Raf/MEK/ERK pathway in leukemia cell line K562: K.T. Chan, et al.; Cancer Lett. 289, 46 (2010) | Cucurbitacin B induces rapid depletion of the G-actin pool through reactive oxygen species-dependent actin aggregation in melanoma cells: Y. Zhang, et al.; Acta Biochim. Biophys. Sin. (Shanghai) 43, 556 (2011) | Inhibition of Wnt signaling by cucurbitacin B in breast cancer cells: reduction of Wnt-associated proteins and reduced translocation of galectin-3-mediated beta-catenin to the nucleus: S. Dakeng, et al.; J. Cell Biochem. 113, 49 (2012) | Cucurbitacin induces autophagy through mitochondrial ROS production which counteracts to limit caspase-dependent apoptosis: T. Zhang, et al.; Autophagy 8, 559 (2012) | Cucurbitacin B inhibits human breast cancer cell proliferation through disruption of microtubule polymerization and nucleophosmin/B23 translocation: S. Duangmano, et al.; BMC Complement. Altern. Med. 12, 185 (2012) | Cucurbitacin B inhibits the translational expression of hypoxia-inducible factor-1alpha: J. Ma, et al.; Eur. J. Pharmacol. 723, 46 (2014) | Cucurbitacin B induces DNA damage, G2/M phase arrest, and apoptosis mediated by reactive oxygen species (ROS) in leukemia K562 cells: J. Guo, et al.; Anticancer Agents Med. Chem. 14, 1146 (2014) | Cucurbitacin B inhibits proliferation and induces apoptosis via STAT3 pathway inhibition in A549 lung cancer cells: M. Zhang, et al.; Mol. Med. Rep. 10, 2905 (2014) | Inhibitory effect of cucurbitacin B on imiquimod-induced skin inflammation: Z.J. Li, et al.; BBRC 459, 673 (2015) | Cucurbitacin B inhibits immunomodulatory function and the inflammatory response in macrophages: M. Kim, et al.; Immunopharmacol. Immunotoxicol. 37, 473 (2015)
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