Cucurbitacin B hydrate

SIGMA/C8499 - ≥97% (HPLC)

Synonym: (2β,9β,10α,16α,23E)-25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-Norlanosta-5,23-diene-3,11,22-trione

CAS Number: 6199-67-3 (anhydrous)
Empirical Formula (Hill Notation): C₃₂H₄₆O₈ · xH₂O
Molecular Weight: 558.70 (anhydrous basis)
MDL Number: MFCD07778083
Linear Formula: C₃₂H₄₆O₈ · xH₂O
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C8499-5MG	5 mg	$263.00 1/EA	Add To Favorites
45-C8499-25MG	25 mg	$1050.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
color	white to beige
form	powder
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
InChI key	IXQKXEUSCPEQRD-DKRGWESNSA-N
Quality Level	100
SMILES string	CC1(C)C([C@@H](O)C[C@]2([H])C1=CC[C@]([C@@](C[C@@H](O)[C@]3([H])[C@@](C)(O)C(/C=C/C(C)(C)OC(C)=O)=O)(C)[C@]3(C)C4)([H])[C@@]2(C)C4=O)=O
solubility	DMSO: 10 mg/mL, clear
storage temp.	2-8°C

Application:	Cucurbitacin B hydrate has been used: • as a signal transducer and activator of transcription 3 (stat3) inhibitor to determine its effect on the expression of human lysosomal acid lipase (hLAL) in myeloid-derived suppressor cells (MDSCs). • as an ecdysone receptor (EcR) antagonist injection to lower the levels of 20-hydoxyecdysone (20E) signaling in butterflies. • to determine its effect on the cell viability of pancreatic cancer cell lines.
Biochem/physiol Actions:	Cucurbitacin B also exhibits anti-cancer activity by inhibiting telomerase and c-Myc in breast cancer. It also exhibits anti- artherosclerotic activity. Cucurbitacin B also possesses anti-inflammatory and anti-microbial activity.
Biochem/physiol Actions:	Cucurbitacin B is a triterpenoid constituent of Cucurbitaceae plant species. Cucurbitacin B inhibits proliferation in a wide variety of tumor cell lines (IC50 15-30 nM) by inducing apoptosis and inducing cell cycle arrest at G2/M phase. Although the mechanism of action is unclear, Cucurbitacin B inhibits STAT 3 phosphorylation and expression levels and has been shown to block JAK2 activity. Curcubitacin B also inhibits the transcriptional activity of HIF1a and Nf-KB. Curcubitacin B is structurally similar to the JAK inhibitor Curcubitacin I.
Biochem/physiol Actions:	Cucurbitacin B is an inhibitor of the STAT 3 pathway.
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 .
Features and Benefits:	This compound is featured on the JAKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging:	5, 25 mg in glass bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H300
Precautionary statements	P264 - P301 + P310
Hazard Codes	T
Risk Statements	25
Safety Statements	45
RIDADR	UN 2811 6.1 / PGI
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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