Identification | Back Directory | [Name]
CUCURBITACIN B | [CAS]
6199-67-3 | [Synonyms]
Cuc B AMARINE HSDB 3476 DATISCACIN NSC-144154 heMsecin A Cucurbitacin cucurbitacineb CUCURBITACIN B BCucurbitacin B CUCURBITACIN B(P) CUCURBITACIN B(RG) Cucurbitacin B ,97% Cucurbitacin B, >99% Cucurbitacin B hydrate CUCURBITACIN B USP/EP/BP 1,2-DIHYDRO-ALPHA-ELATERIN Dihydrocucurbitacin F-25-acetate Cucurbitacin B, froM CucuMis Melo Cucurbitacin B, 98%, from Cucumis melo (2beta,9beta,10alpha,16alpha,23e)-thyl Cucurbitacin B, 98%, from Cucumis melo L. CAS?6199-67-3?Combretastatin A4 (Z) -Combretastatin A4 CAS 117048-59-6 (23E)-25-(Acetyloxy)-2β,16α,20-trihydroxycucurbita-5,23-diene-3,11,22-trione 19-nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione,2-beta,16-alpha,20,25 19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione,2beta,16alpha,20,25-tet 19-norlanosta-5,23-diene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-me 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-tr (9β,10α,23E)-25-(Acetyloxy)-2β,16α,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione (2β,9β,10α,16α,23E)-25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-Norlanosta-5,23-diene-3,11,22-trione 19-Norlanosta-5,23-diene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (2β,9β,10α,16α,23E)- | [Molecular Formula]
C32H46O8 | [MDL Number]
MFCD07778083 | [MOL File]
6199-67-3.mol | [Molecular Weight]
558.7 |
Chemical Properties | Back Directory | [Melting point ]
184-186° | [alpha ]
D25 +88° (c = 1.55 in ethanol) | [Boiling point ]
546.74°C (rough estimate) | [density ]
1.0953 (rough estimate) | [refractive index ]
1.4900 (estimate) | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble10mg/mL, clear | [form ]
powder | [pka]
12.60±0.29(Predicted) | [color ]
white to beige | [λmax]
290nm(EtOH)(lit.) | [Merck ]
14,2614 | [Stability:]
Hygroscopic | [InChIKey]
IXQKXEUSCPEQRD-ALLWXVAWSA-N |
Hazard Information | Back Directory | [Description]
Cucurbitacin B is a tetracyclic triterpenoid that has been shown to have a strong antitumor activity. | [Chemical Properties]
White solid | [Uses]
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.
| [Definition]
ChEBI: A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated. | [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. |
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