CAS 2753-30-2

Gedunin

Description:

Gedunin is a naturally occurring chemical compound classified as a limonoid, primarily derived from the seeds of the neem tree (Azadirachta indica). It is known for its diverse biological activities, including antimalarial, antifungal, and anticancer properties. Gedunin exhibits a complex molecular structure characterized by multiple rings and functional groups, which contribute to its pharmacological effects. The compound has garnered interest in medicinal chemistry due to its potential therapeutic applications, particularly in the development of new antimalarial agents. Additionally, gedunin's mechanism of action involves the inhibition of certain enzymes and pathways critical for the survival of pathogens, making it a subject of research in the field of drug discovery. Its solubility and stability in various solvents can vary, influencing its bioavailability and efficacy. Overall, gedunin represents a significant area of study for researchers exploring natural products as sources of novel therapeutic compounds.

Formula: C₂₈H₃₄O₇

InChI: InChI=1S/C28H34O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h8-10,12,14,17-18,20-22H,7,11,13H2,1-6H3/t17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1

InChI key: InChIKey=YJXDGWUNRYLINJ-BHAPSIHVSA-N

SMILES: C[C@]12[C@]34[C@](C)([C@@H](OC(=O)[C@]3(O4)[H])C=5C=COC5)CC[C@@]1([C@]6(C)[C@@](C[C@H]2OC(C)=O)(C(C)(C)C(=O)C=C6)[H])[H]

Synonyms:

• Gedunin
• 16,17-Seco-24-nor-5α,13α,14β,17α-chola-1,20,22-trien-16-oic acid, 14,15β:21,23-diepoxy-7α,17-dihydroxy-4,4,8-trimethyl-3-oxo-, 16,17-lactone, acetate
• Oxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-, (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-
• D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-, (5α,7α,13α,14β,15β,17aα)-
• (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyloxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione

Gedunin

CAS: 2753-30-2

Formula: C₂₈H₃₄O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 482.5654

Ref: IN-DA00C4IP

Gedunin

CAS: 2753-30-2

Gedunin

Purity: ≥98%

Molecular weight: 482.57g/mol

Ref: 54-BUP07233

Gedunin

CAS: 2753-30-2

Gedunin, a Meliaceae seed limonoid, inhibits Hsp90 and ovarian cancer growth.

Formula: C₂₈H₃₄O₇

Purity: 99.64% - 99.68%

Color and Shape: Solid

Molecular weight: 482.57

Ref: TM-T21883

Gedunin

CAS: 2753-30-2

Oxygen-heterocyclic compound

Formula: C₂₈H₃₄O₇

Purity: ≥ 90.0 % (HPLC)

Molecular weight: 482.57

Ref: 5G-82370

Gedunin

Controlled Product

CAS: 2753-30-2

Stability Hygroscopic
Applications Gedunin is a naturally occurring Hsp90 inhibitor. In vitro, Gedunin induces Hsp90-dependent client protein degradation and displays antiproliferative activity (IC50 values are 3.22, 8.84 and 16.8 μM in SKBr3, MCF-7 and CaCo-2 cancer cell lines respectively). Gedunin exhibits antimalarial activity against P. falciparum (IC50 values are 0.14 and 3.1 μM in parasite development and [3H]-hypoxanthine uptake assays respectively).
References 1. Uddin, Shaikh J., et al., 2007. Gedunin, a limonoid from Xylocarpus granatum, inhibits the growth of CaCo-2 colon cancer cell line in vitro. Phytotherapy research : PTR. 21(8): 757-61. PMID: 174505092. Lee, Sung-Eun., et al., 2008. Antimalarial activity of anthothecol derived from Khaya anthotheca (Meliaceae). Phytomedicine : international journal of phytotherapy and phytopharmacology. 15(6-7): 533-5. PMID: 179134823. Brandt, Gary E L., et al., 2008. Gedunin, a novel hsp90 inhibitor: semisynthesis of derivatives and preliminary structure-activity relationships. Journal of medicinal chemistry. 51(20): 6495-502. PMID: 18816111

Formula: C₂₈H₃₄O₇

Color and Shape: Neat

Molecular weight: 482.56

Ref: TR-G303503

Gedunin

CAS: 2753-30-2

Gedunin is a pentacyclic triterpenoid compound which is primarily found in the neem tree (Azadirachta indica) and other plants in the Meliaceae family.Gedunin works by inhibiting heat shock proteins (Hsp), which are involved in protein folding and stress responses in cells. It also triggers apoptosis in cancer cells and modulates inflammatory pathways to reduce inflammation.Gedunin is used for its anticancer, antimalarial, antibacterial, antifungal, anti-inflammatory, and neuroprotective properties. It has shown promise in inducing apoptosis in cancer cells, effectively combating malaria parasites, exhibiting antimicrobial properties, reducing inflammation, and potentially benefiting neurodegenerative diseases like Parkinson's.

Formula: C₂₈H₃₄O₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 482.57 g/mol

Ref: 3D-XG161760