MedKoo Cat#: 558721 | Name: Gypenoside L
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Gypenoside L is a natural inhibitor of proliferation of liver and esophageal cancer cells by inducing senescence.

Chemical Structure

Gypenoside L
Gypenoside L
CAS#94987-09-4

Theoretical Analysis

MedKoo Cat#: 558721

Name: Gypenoside L

CAS#: 94987-09-4

Chemical Formula: C40H68O14

Exact Mass: 772.4609

Molecular Weight: 772.97

Elemental Analysis: C, 62.16; H, 8.87; O, 28.98

Price and Availability

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10mg USD 685.00 2 Weeks
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Synonym
Gypenoside L
IUPAC/Chemical Name
(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(2R,3R,5R,8R,9R,10R,12R,13R,14R,17S)-2,12-dihydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
InChi Key
LTJZMSTVPKBWKB-HGZKDYFJSA-N
InChi Code
InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,52)21-11-14-41(7)28(21)22(45)16-27-39(5)17-23(46)35(38(3,4)26(39)12-15-40(27,41)6)56-37-34(32(50)30(48)25(19-44)54-37)55-36-33(51)31(49)29(47)24(18-43)53-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23+,24+,25+,26-,27+,28-,29+,30+,31-,32-,33+,34+,35-,36-,37-,39-,40+,41+,42-/m0/s1
SMILES Code
O[C@H]1[C@H](O[C@H]2[C@H](O[C@H]3[C@H](O)C[C@]4(C)[C@@]5([H])C[C@@H](O)[C@]6([H])[C@@H]([C@](CC/C=C(C)\C)(O)C)CC[C@@]6(C)[C@]5(C)CC[C@@]4([H])C3(C)C)O[C@H](CO)[C@@H](O)[C@@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O
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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 772.97 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
1: Ma J, Hu X, Liao C, Xiao H, Zhu Q, Li Y, Liu Z, Tao A, He Z, Xu C, Zheng K. Gypenoside L Inhibits Proliferation of Liver and Esophageal Cancer Cells by Inducing Senescence. Molecules. 2019 Mar 18;24(6). pii: E1054. doi: 10.3390/molecules24061054. PubMed PMID: 30889805; PubMed Central PMCID: PMC6471500. 2: Shen CY, Jiang JG, Shi MM, Yang HL, Wei H, Zhu W. Comparison of the Effects and Inhibitory Pathways of the Constituents from Gynostemma pentaphyllum against LPS-Induced Inflammatory Response. J Agric Food Chem. 2018 Oct 31;66(43):11337-11346. doi: 10.1021/acs.jafc.8b03903. Epub 2018 Oct 18. PubMed PMID: 30301351. 3: Xing SF, Liu LH, Zu ML, Ding XF, Cui WY, Chang T, Piao XL. The inhibitory effect of gypenoside stereoisomers, gypenoside L and gypenoside LI, isolated from Gynostemma pentaphyllum on the growth of human lung cancer A549 cells. J Ethnopharmacol. 2018 Jun 12;219:161-172. doi: 10.1016/j.jep.2018.03.012. Epub 2018 Mar 12. PubMed PMID: 29545210. 4: Zheng K, Jiang Y, Liao C, Hu X, Li Y, Zeng Y, Zhang J, Wu X, Wu H, Liu L, Wang Y, He Z. NOX2-Mediated TFEB Activation and Vacuolization Regulate Lysosome-Associated Cell Death Induced by Gypenoside L, a Saponin Isolated from Gynostemma pentaphyllum. J Agric Food Chem. 2017 Aug 9;65(31):6625-6637. doi: 10.1021/acs.jafc.7b02296. Epub 2017 Jul 28. PubMed PMID: 28697598. 5: Liao C, Zheng K, Li Y, Xu H, Kang Q, Fan L, Hu X, Jin Z, Zeng Y, Kong X, Zhang J, Wu X, Wu H, Liu L, Xiao X, Wang Y, He Z. Gypenoside L inhibits autophagic flux and induces cell death in human esophageal cancer cells through endoplasm reticulum stress-mediated Ca2+ release. Oncotarget. 2016 Jul 26;7(30):47387-47402. doi: 10.18632/oncotarget.10159. PubMed PMID: 27329722; PubMed Central PMCID: PMC5216949. 6: Zheng K, Liao C, Li Y, Fan X, Fan L, Xu H, Kang Q, Zeng Y, Wu X, Wu H, Liu L, Xiao X, Zhang J, Wang Y, He Z. Gypenoside L, Isolated from Gynostemma pentaphyllum, Induces Cytoplasmic Vacuolation Death in Hepatocellular Carcinoma Cells through Reactive-Oxygen-Species-Mediated Unfolded Protein Response. J Agric Food Chem. 2016 Mar 2;64(8):1702-11. doi: 10.1021/acs.jafc.5b05668. Epub 2016 Feb 22. PubMed PMID: 26870999.