Hederagenin

Alias: Astrantiagenin E; Hederagenin; Hederagenol; NSC 24954; Caulosapogenin
Cat No.:V14077 Purity: ≥98%
Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation.
Hederagenin Chemical Structure CAS No.: 465-99-6
Product category: NF-κB
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Hederagenin is a triterpenoid saponin that can inhibit the expression of iNOS, COX-2, and NF-κB in cells caused by LPS stimulation.
Biological Activity I Assay Protocols (From Reference)
Targets
iNOS; COX-2; NF-κB
ln Vitro
Hederagenin could induce apoptosis of LoVo cells through the mitochondrial apoptotic pathway. Hederagenin may cause procaspase-9, procaspase-3, and proPARP cleavage in addition to the up-regulation of Bax and the down-regulation of Bcl-2, Bcl-xL, and Survivin[1]. In LPS-induced RAW264.7 cells, hederagenin inhibits the pathways of NF-B, which results in a decrease in the production of pro-inflammatory mediators (NO, PGE2, TNF-α, IL-1β, and IL-6)[2].
ln Vivo
In NCI-H1299 xenograft mice, hederin alone (25 mg/kg; p.o.; 11 days) had no effect on tumor growth. When combined with cisplatin (1 mg/kg), it inhibits tumor growth in a synergistic manner [4]. In mice, hederagenin (50 mg/kg; oral; once daily for 21 days) decreases 25% ethanol-induced liver damage and has anti-inflammatory and anti-apoptotic effects [5].
Cell Assay
At a density of 10,000 cells per well, LoVo cells are seeded into 96-well plates. The medium is discarded and then treated with 20 μl MTT (5 mg/ml) after having been exposed to 0.25, 0.5, 1.0, 2.0, and 4.0 M hederagenin for 24 or 48 hours. The 100 μl DMSO is added to each well after the incubation period of 4 h at 37°C in order to dissolve the formed formazan crystals. At 490 nm, absorption is discovered.
References
[1]. Su-Hong Lu et al. Experimental Study of Antiatherosclerosis Effects with Hederagenin in Rats. Evid Based Complement Alternat Med, 2015, Oct 19
[2]. Diego Rodríguez-Hernández et al. Hederagenin as a triterpene template for the development of new antitumor compounds. Eur J Med Chem, 2015 Nov 13, 105:57-62
[3]. Chul Won Lee et al. Hederagenin, a major component of Clematis mandshurica Ruprecht root, attenuates inflammatory responses in RAW 264.7 cells and in mice. Int Immunopharmacol, 2015 Dec, 29(2):528-37.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H48O4
Molecular Weight
472.71
Exact Mass
472.3553
Elemental Analysis
C, 76.23; H, 10.24; O, 13.54
CAS #
465-99-6
Related CAS #
465-99-6
Appearance
Solid powder
SMILES
C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O
InChi Key
PGOYMURMZNDHNS-MYPRUECHSA-N
InChi Code
InChI=1S/C30H48O4/c1-25(2)13-15-30(24(33)34)16-14-28(5)19(20(30)17-25)7-8-22-26(3)11-10-23(32)27(4,18-31)21(26)9-12-29(22,28)6/h7,20-23,31-32H,8-18H2,1-6H3,(H,33,34)/t20-,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
Chemical Name
(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms
Astrantiagenin E; Hederagenin; Hederagenol; NSC 24954; Caulosapogenin
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 50~94 mg/mL (105.8~198.9 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.29 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.29 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1155 mL 10.5773 mL 21.1546 mL
5 mM 0.4231 mL 2.1155 mL 4.2309 mL
10 mM 0.2115 mL 1.0577 mL 2.1155 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • The chemical structure of hederagenin (C 30 H 48 O 4 , molecular weight = 472.70). BMC Complement Altern Med . 2014 Oct 24:14:412.
  • The effect of hederagenin on cell proliferation of LoVo cells. BMC Complement Altern Med . 2014 Oct 24:14:412.
  • Hederagenin-induced apoptosis. BMC Complement Altern Med . 2014 Oct 24:14:412.
  • Effects of hederagenin on mRNA levels of Bcl-2, Bcl-xL, Bax and Survivin. BMC Complement Altern Med . 2014 Oct 24:14:412.
  • The effects of hederagenin on the expressions of apoptosis-related proteins. BMC Complement Altern Med . 2014 Oct 24:14:412.
  • The effects of hederagenin on the expressions of caspase-9, caspase-3 and caspase-8. BMC Complement Altern Med . 2014 Oct 24:14:412.
  • The effects of hederagenin on the activities of LDH in LoVo cells. BMC Complement Altern Med . 2014 Oct 24:14:412.
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