CAS 18444-66-1

Cucurbitacin E

Description:

Cucurbitacin E is a triterpenoid compound primarily derived from various plants in the Cucurbitaceae family, such as cucumbers and gourds. It is known for its bitter taste and has been studied for its potential pharmacological properties, including anti-cancer, anti-inflammatory, and anti-diabetic effects. The molecular structure of Cucurbitacin E features a tetracyclic framework, which is characteristic of cucurbitacins, contributing to its biological activity. This compound exhibits a range of biological activities, including the ability to inhibit cell proliferation and induce apoptosis in certain cancer cell lines. Additionally, Cucurbitacin E has been investigated for its effects on various signaling pathways, such as the NF-κB and MAPK pathways, which are crucial in inflammation and cancer progression. Due to its potent biological effects, Cucurbitacin E is of interest in medicinal chemistry and natural product research, although its bitter taste and potential toxicity at high doses necessitate careful consideration in therapeutic applications.

Formula: C₃₂H₄₄O₈

InChI: InChI=1S/C32H44O8/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/h10,12-14,19,21-22,25,34-35,39H,11,15-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1

InChI key: InChIKey=NDYMQXYDSVBNLL-MUYMLXPFSA-N

SMILES: C[C@]12[C@@](C)([C@@]([C@@](C(/C=C/C(OC(C)=O)(C)C)=O)(C)O)([C@H](O)C1)[H])CC(=O)[C@]3(C)[C@]2(CC=C4[C@]3(C=C(O)C(=O)C4(C)C)[H])[H]

Synonyms:

• (23E)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trien-25-yl acetate
• (4R,9beta,16alpha,23E)-2,16,20-trihydroxy-9,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5,23-trien-25-yl acetate
• (9β,10α,16α,23E)-25-(Acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
• 18444-66-1
• 19-Nor-9β,10α-lanosta-1,5,23-triene-3,11,22-trione, 2,16α,20,25-tetrahydroxy-9-methyl-, 25-acetate
• 19-Norlanosta-1,5,23-triene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (9β,10α,16α,23E)-
• 2,16,20-Trihydroxy-9,10,14-Trimethyl-1,11,22-Trioxo-4,9-Cyclo-9,10-Secocholesta-2,5,23-Trien-25-Yl Acetate
• Cucurbitacine E
• NSC 106399
• NSC 521775
• [(E)-5-[(8S,9R,10R,13R,14S,16R,17R)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-5-hydroxy-1,1-dimethyl-4-oxo-hex-2-enyl] acetate
• cucurbitacin E
• α-Elaterin

Cucurbitacin E

CAS: 18444-66-1

Cucurbitacin E analytical standard provided with w/w absolute assay, to be used for quantitative titration.

Formula: C₃₂H₄₄O₈

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 556.7

Ref: 11-0020S

19-Norlanosta-1,5,23-triene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (9b,10a,16a,23E)-

CAS: 18444-66-1

Formula: C₃₂H₄₄O₈

Purity: %

Color and Shape: Solid

Molecular weight: 556.6870

Ref: IN-DA00I1GW

Cucurbitacin E

CAS: 18444-66-1

Cucurbitacin E

Purity: ≥98%

Molecular weight: 556.69g/mol

Ref: 54-BUP04604

Cucurbitacin E

CAS: 18444-66-1

Formula: C₃₂H₄₄O₈

Purity: 95%~99%

Molecular weight: 556.696

Ref: BP-BP0416

Cucurbitacin E

CAS: 18444-66-1

Cucurbitacin E, from Cucumic melo, inhibits cyclin B1/CDC2, and has neuroprotective, anti-proliferative, anti-cancer, and pain relief properties.

Formula: C₃₂H₄₄O₈

Purity: 98.88% - 99.87%

Color and Shape: Solid

Molecular weight: 556.69

Ref: TM-T5S1467

Cucurbitacin E

CAS: 18444-66-1

Formula: C₃₂H₄₄O₈

Molecular weight: 556.70

Ref: 4Z-C-266001

Cucurbitacin E

CAS: 18444-66-1

Formula: C₃₂H₄₄O₈

Purity: ≥ 98.0%

Color and Shape: White to beige powder

Molecular weight: 556.70

Ref: 7W-GY1460

Cucurbitacin e

CAS: 18444-66-1

Carboxylic acid with additional oxygen functions

Formula: C₃₂H₄₄O₈

Purity: ≥ 95.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 556.7

Ref: 5G-80013

Cucurbitacin E

Controlled Product

CAS: 18444-66-1

Cucurbitacin E is a triterpenoid compound, which is a natural product derived from plants in the Cucurbitaceae family. This bioactive compound exerts its effects primarily through the disruption of cytoskeletal integrity, inhibition of the JAK/STAT signaling pathway, and induction of apoptosis. These molecular activities make it a potent agent in research focusing on cellular proliferation and inflammation.

Formula: C₃₂H₄₄O₈

Purity: Min. 95%

Molecular weight: 556.69 g/mol

Ref: 3D-FC69737

Cucurbitacin E

Controlled Product

CAS: 18444-66-1

Applications Cucurbitacin E is a biochemical compound from the family of Cucurbitacins. Cucurbitacin E is a highly oxidated steroid consisting of a tetracyclic triterpene. Cucurbitacin E is known to possess broad spectrum of potential anti-inflammatory, antitumor andantioxidant effects. In the wild, watermelons, cucumbers, and muskmelons produce bitter Cucurbitacins to defend against preditors. Humans have bred these fruits to eliminate these compounds thereby yielding fruits that are more appealing to our palate.
References Abbas, S., et al.: Toxicol. Lett., 216, 189 (2013); Zhang, T., et al.: Breast. Cancer. Res. Treatment., 135, 445 (2012); C&E News p. 10, Dec. 5, 2016

Formula: C₃₂H₄₄O₈

Color and Shape: Neat

Molecular weight: 556.69

Ref: TR-C838800