Euscaphic Acid | CAS#53155-25-2 | Inhibitor

MedKoo Cat#: 112163 | Name: Euscaphic Acid

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Description:

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

Euscaphic acid is a triterpene that inhibits the proliferation of CNE-1 and C666-1 nasopharyngeal carcinoma cells.

Chemical Structure

Euscaphic Acid

CAS#53155-25-2

Theoretical Analysis

MedKoo Cat#: 112163

Name: Euscaphic Acid

CAS#: 53155-25-2

Chemical Formula: C30H48O5

Exact Mass: 488.3502

Molecular Weight: 488.71

Elemental Analysis: C, 73.73; H, 9.90; O, 16.37

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 550.00	2 Weeks
10mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Euscaphic Acid; Acuminatic acid; Jacarandic acid; NSC-733507; NSC733507; NSC 733507;

IUPAC/Chemical Name

(1R,2R,4aS,6aS,6bR,8aR,10S,11R,12aR,12bR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

InChi Key

OXVUXGFZHDKYLS-QUFHAEKXSA-N

InChi Code

InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1

SMILES Code

C[C@@H]1CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@H](O)[C@H](O)C[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])[C@]1(C)O

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 488.71 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.

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

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Euscaphic acid and Tormentic acid protect vascular endothelial cells against hypoxia-induced apoptosis via PI3K/AKT or ERK 1/2 signaling pathway. Life Sci. 2020 Jul 1;252:117666. doi: 10.1016/j.lfs.2020.117666. Epub 2020 Apr 13. PMID: 32298737. 5: Chen J, Li WL, Wu JL, Ren BR, Zhang HQ. Euscaphic acid, a new hypoglycemic natural product from Folium Eriobotryae. Pharmazie. 2008 Oct;63(10):765-7. PMID: 18972842. 6: Kim IT, Ryu S, Shin JS, Choi JH, Park HJ, Lee KT. Euscaphic acid isolated from roots of Rosa rugosa inhibits LPS-induced inflammatory responses via TLR4-mediated NF-κB inactivation in RAW 264.7 macrophages. J Cell Biochem. 2012 Jun;113(6):1936-46. doi: 10.1002/jcb.24062. PMID: 22234926. 7: Li JJ, Li Y, Bai M, Tan JF, Wang Q, Yang J. Simultaneous determination of corosolic acid and euscaphic acid in the plasma of normal and diabetic rat after oral administration of extract of Potentilla discolor Bunge by high-performance liquid chromatography/electrospray ionization mass spectrometry. Biomed Chromatogr. 2014 May;28(5):717-24. doi: 10.1002/bmc.3098. Epub 2013 Dec 6. PMID: 24311372. 8: Tao Y, Bao J, Zhu F, Pan M, Liu Q, Wang P. Ethnopharmacology of Rubus idaeus Linnaeus: A critical review on ethnobotany, processing methods, phytochemicals, pharmacology and quality control. J Ethnopharmacol. 2023 Feb 10;302(Pt A):115870. doi: 10.1016/j.jep.2022.115870. Epub 2022 Oct 29. PMID: 36341819. 9: Ouyang XL, Qin F, Huang RZ, Liang D, Wang CG, Wang HS, Liao ZX. NF-κB inhibitory and cytotoxic activities of hexacyclic triterpene acid constituents from Glechoma longituba. Phytomedicine. 2019 Oct;63:153037. doi: 10.1016/j.phymed.2019.153037. Epub 2019 Jul 20. PMID: 31357075. 10: Hoenke S, Serbian I, Deigner HP, Csuk R. 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PMID: 30453560; PMCID: PMC6278274. 14: Zhang X, Zhu ZX, Wang J, Yang WQ, Su C, Li J, Zhang Y, Zheng J, Shi SP, Tu PF. Triterpenoids from the roots of Rubus parvifolius. Chin J Nat Med. 2016 May;14(5):377-81. doi: 10.3724/SP.J.1009.2016.00377. PMID: 27478101. 15: Ohata Y, Tetsumoto Y, Morita S, Mori N, Ishiguri Y, Yoshinaga N. Triterpenes induced by young apple fruits in response to herbivore attack. Biosci Biotechnol Biochem. 2021 Jun 24;85(7):1594-1601. doi: 10.1093/bbb/zbab077. PMID: 33942881. 16: Csuk R, Siewert B, Dressel C, Schäfer R. Tormentic acid derivatives: synthesis and apoptotic activity. Eur J Med Chem. 2012 Oct;56:237-45. doi: 10.1016/j.ejmech.2012.08.032. Epub 2012 Aug 31. PMID: 22995818. 17: Ado MA, Maulidiani M, Ismail IS, Ghazali HM, Shaari K, Abas F. Acetylcholinesterase and α-glucosidase inhibitory compounds from Callicarpa maingayi. Nat Prod Res. 2021 Sep;35(17):2992-2996. doi: 10.1080/14786419.2019.1679138. Epub 2019 Oct 21. PMID: 31631709. 18: Ali MS, Ibrahim SA, Jalil S, Choudhary MI. Ursolic acid: a potent inhibitor of superoxides produced in the cellular system. Phytother Res. 2007 Jun;21(6):558-61. doi: 10.1002/ptr.2108. PMID: 17295383. 19: Zhai BW, Zhao H, Zhu HL, Huang H, Zhang MY, Fu YJ. Triterpene acids from Rosa roxburghii Tratt fruits exert anti-hepatocellular carcinoma activity via ROS/JNK signaling pathway-mediated cell cycle arrest and mitochondrial apoptosis. Phytomedicine. 2023 Oct;119:154960. doi: 10.1016/j.phymed.2023.154960. Epub 2023 Jul 8. PMID: 37531905. 20: Yang Y, Wang Y, Wang Y, Zhao M, Jia H, Li B, Xing D. Tormentic Acid Inhibits IL-1β-Induced Inflammatory Response in Human Osteoarthritic Chondrocytes. Inflammation. 2016 Jun;39(3):1151-9. doi: 10.1007/s10753-016-0349-8. PMID: 27102898.