Sarsagenin
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MedKoo CAT#: 527419

CAS#: 126-19-2

Description: Sarsagenin, also known as PYM-50018 and Myogane, is a neurotrophic agent potentially for the treatment of amyotrophic lateral sclerosis (ALS) and glaucoma.


Chemical Structure

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Sarsagenin
CAS# 126-19-2

Theoretical Analysis

MedKoo Cat#: 527419
Name: Sarsagenin
CAS#: 126-19-2
Chemical Formula: C27H44O3
Exact Mass: 416.33
Molecular Weight: 416.650
Elemental Analysis: C, 77.84; H, 10.65; O, 11.52

Price and Availability

Size Price Availability Quantity
25mg USD 190
50mg USD 350
100mg USD 650
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Synonym: Sarsagenin; PYM-50018; PYM 50018; PYM50018; Myogane; Sarsasapogenin

IUPAC/Chemical Name: (2aR,4S,5'S,6aS,6bS,8aS,8bR,9S,10R,11aS,12aS,12bR)-5',6a,8a,9-tetramethyldocosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-ol

InChi Key: GMBQZIIUCVWOCD-WWASVFFGSA-N

InChi Code: InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1

SMILES Code: [H][C@]1(O[C@@]2(OC[C@@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC[C@]6([H])C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H]

Appearance: Solid powder

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

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Sarsagenin inhibits proliferation of HeLa cervical, MCF-7 breast, HepG2 liver, A549 lung, A375.S2 melanoma, and HT-1080 fibrosarcoma cells (IC50s = 31.36-48.79 μM) and dose-dependently induces apoptosis of HeLa cells.
In vitro activity: Sarsagenin treatment reduces STIM1 expression, hindering aggressive behaviors in vascular smooth muscle cells exposed to oxidized low-density lipoprotein (ox-LDL). This treatment protects against ox-LDL-induced cell proliferation, migration, and invasion. Sarsagenin also decreases the heightened STIM1 and Orai levels in ox-LDL-treated cells. Importantly, elevated STIM1 partly reverses Sarsagenin’s effects on cell behavior in ox-LDL-challenged cells. Reference: Cardiovasc Diagn Ther. 2023 Jun 30;13(3):441-452. https://pubmed.ncbi.nlm.nih.gov/37405015/
In vivo activity: The findings of this study suggest that Sarsagenin ameliorates insulin resistance and alleviates the adipose inflammatory state in high-fat diet mice. Sarsagenin may be a potential agent for the treatment of insulin resistance and obesity-related metabolic diseases. Reference: Acta Pharmacol Sin. 2021 Feb;42(2):272-281. https://pubmed.ncbi.nlm.nih.gov/32699264/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 2.0 4.80
DMSO 0.2 0.48
Ethanol 2.0 4.80

Preparing Stock Solutions

The following data is based on the product molecular weight 416.65 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Zhai H, Liu H, Shang B, Zou X. Sarsasapogenin blocks ox-LDL-stimulated vascular smooth muscle cell proliferation, migration, and invasion through suppressing STIM1 expression. Cardiovasc Diagn Ther. 2023 Jun 30;13(3):441-452. doi: 10.21037/cdt-23-111. Epub 2023 Jun 2. PMID: 37405015; PMCID: PMC10315424. 2. Wang W, Wang D, Wang Z, Yao G, Li X, Gao P, Li L, Zhang Y, Wang S, Song S. Synthesis of new sarsasapogenin derivatives with cytotoxicity and apoptosis-inducing activities in human breast cancer MCF-7 cells. Eur J Med Chem. 2017 Feb 15;127:62-71. doi: 10.1016/j.ejmech.2016.12.011. Epub 2016 Dec 20. PMID: 28038327. 3. Kong L, Liu Y, Zhang YM, Li Y, Gou LS, Ma TF, Liu YW. Sarsasapogenin ameliorates diabetes-associated memory impairment and neuroinflammation through down-regulation of PAR-1 receptor. Phytother Res. 2021 Jun;35(6):3167-3180. doi: 10.1002/ptr.7005. Epub 2021 Apr 22. PMID: 33885189. 4. Yu YY, Cui SC, Zheng TN, Ma HJ, Xie ZF, Jiang HW, Li YF, Zhu KX, Huang CG, Li J, Li JY. Sarsasapogenin improves adipose tissue inflammation and ameliorates insulin resistance in high-fat diet-fed C57BL/6J mice. Acta Pharmacol Sin. 2021 Feb;42(2):272-281. doi: 10.1038/s41401-020-0427-1. Epub 2020 Jul 22. PMID: 32699264; PMCID: PMC8027656.
In vitro protocol: 1. Zhai H, Liu H, Shang B, Zou X. Sarsasapogenin blocks ox-LDL-stimulated vascular smooth muscle cell proliferation, migration, and invasion through suppressing STIM1 expression. Cardiovasc Diagn Ther. 2023 Jun 30;13(3):441-452. doi: 10.21037/cdt-23-111. Epub 2023 Jun 2. PMID: 37405015; PMCID: PMC10315424. 2. Wang W, Wang D, Wang Z, Yao G, Li X, Gao P, Li L, Zhang Y, Wang S, Song S. Synthesis of new sarsasapogenin derivatives with cytotoxicity and apoptosis-inducing activities in human breast cancer MCF-7 cells. Eur J Med Chem. 2017 Feb 15;127:62-71. doi: 10.1016/j.ejmech.2016.12.011. Epub 2016 Dec 20. PMID: 28038327.
In vivo protocol: 1. Kong L, Liu Y, Zhang YM, Li Y, Gou LS, Ma TF, Liu YW. Sarsasapogenin ameliorates diabetes-associated memory impairment and neuroinflammation through down-regulation of PAR-1 receptor. Phytother Res. 2021 Jun;35(6):3167-3180. doi: 10.1002/ptr.7005. Epub 2021 Apr 22. PMID: 33885189. 2. Yu YY, Cui SC, Zheng TN, Ma HJ, Xie ZF, Jiang HW, Li YF, Zhu KX, Huang CG, Li J, Li JY. Sarsasapogenin improves adipose tissue inflammation and ameliorates insulin resistance in high-fat diet-fed C57BL/6J mice. Acta Pharmacol Sin. 2021 Feb;42(2):272-281. doi: 10.1038/s41401-020-0427-1. Epub 2020 Jul 22. PMID: 32699264; PMCID: PMC8027656.

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1: Harvey A. Natural Products in Drug Discovery and Development. 27-28 June 2005, London, UK. IDrugs. 2005 Sep;8(9):719-21. PubMed PMID: 16118691.