alpha-Hederin

alpha-Hederin (α-Hederin), a monodesmosidic triterpenoid saponin, exhibits promising antitumor potential against a variety of human cancer cell lines. alpha-Hederin could inhibit the proliferation and induce apoptosis of gastric cancer accompanied by glutathione decrement and reactive oxygen species generation via activating mitochondrial dependent pathway.

Product information

CAS Number: 27013-91-8

Molecular Weight: 750.96

Formula: C41H66O12

Synonym:

α-Hederin

Chemical Name: (4aS, 6aS, 6bR, 8aR, 9R, 10S, 12aR, 12bR, 14bS)-10-{[(2S, 3R, 4S, 5S)-4, 5-dihydroxy-3-{[(2S, 3R, 4R, 5R, 6S)-3, 4, 5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-9-(hydroxymethyl)-2, 2, 6a, 6b, 9, 12a-hexamethyl-1, 2, 3, 4, 4a, 5, 6, 6a, 6b, 7, 8, 8a, 9, 10, 11, 12, 12a, 12b, 13, 14b-icosahydropicene-4a-carboxylic acid

Smiles: CC1(C)C[C@H]2C3=CC[C@H]4[C@@](C)(CC[C@H]5[C@](C)(CO)[C@H](CC[C@@]54C)O[C@@H]4OC[C@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@]3(C)CC[C@]2(CC1)C(O)=O

InChiKey: KEOITPILCOILGM-LLJOFIFVSA-N

InChi: InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : ≥ 100 mg/mL (133.16 mM) H2O : < 0.1 mg/mL (insoluble)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

alpha-Hederin (α-Hederin) is cytotoxic and inhibits proliferation in both cel lines at rather low concentrations. alpha-Hederin (α-Hederin)reduces the mitotic activity in treated cells.

In Vivo:

alpha-Hederin (α-Hederin) has preventive effect on sensitized rats like thymoquinone. It may intervene in miRNA-126 expression, which consequently could interfere with IL-13 secretion pathway leading to a reduction in inflammatory responses.

References:

1. Wang J, et al. α-Hederin induces the apoptosis of gastric cancer cells accompanied by glutathione decrement and reactive oxygen species generation via activating mitochondrial dependent pathway. Phytother Res. 2020;34(3):601-611.
2. Danloy S et al. Effects of alpha-hederin, a saponin extracted from Hedera helix, on cells cultured in vitro. Planta Med, 1994 Feb, 60(1):45-9.
3. Maryam Fallahi et al. Effect of Alpha-Hederin, the active constituent of Nigella sativa, on miRNA-126, IL-13 mRNA levels and inflammation of lungs in ovalbumin-sensitized male rats. Planta Med, 1994 Feb, 60(1):45-9.

Products are for research use only. Not for human use.