MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 558991 | Name: Pteryxin
Featured

Description:

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

Pteryxin is a coumarin that has been found in A.furcijuga and has diverse biological activities. It inhibits LPS-induced nitric oxide production in mouse peritoneal macrophages (IC50 = 20 µM). Pteryxin (100 µg/ml) completely inhibits collagen-induced aggregation of isolated rabbit platelets. It inhibits butyrylcholinesterase (BChE; IC50 = 12.96 µg/ml). Pteryxin reduces triacylglycerol levels and expression of the genes encoding sterol regulatory element binding protein 1c (SREBP-1c), fatty acid synthase (FASN), and acetyl-coenzyme A carboxylase 1 (ACC1) in 3T3-L1 adipocytes and HepG2 cells.

Chemical Structure

Pteryxin
Pteryxin
CAS#13161-75-6

Theoretical Analysis

MedKoo Cat#: 558991

Name: Pteryxin

CAS#: 13161-75-6

Chemical Formula: C21H22O7

Exact Mass: 386.1366

Molecular Weight: 386.40

Elemental Analysis: C, 65.28; H, 5.74; O, 28.98

Price and Availability

Size Price Availability Quantity
10mg USD 330.00 2 Weeks
25mg USD 540.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
IUPAC/Chemical Name
(2Z)-2-methyl-2-butenoic acid, (9R,10R)-9-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b′]dipyran-10-yl ester
InChi Key
LYUZYPKZQDYMEE-YRCPKEQFSA-N
InChi Code
InChI=1S/C21H22O7/c1-6-11(2)20(24)27-18-16-14(28-21(4,5)19(18)25-12(3)22)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m1/s1
SMILES Code
C/C=C(C)\C(O[C@@H]1C2=C3C(C=CC(O3)=O)=CC=C2OC(C)(C)[C@@H]1OC(C)=O)=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
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 386.40 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: Iwasaki D, Kanazawa M, Kawamoto F, Araho D, Murakami T, Nishizaki Y, Masumoto N, Sugimoto N. A new single-reference quantitative method using liquid chromatography with relative molar sensitivity based on 1H-qNMR for khellactone esters from Peucedanum japonicum root extract. Food Chem. 2023 Nov 30;427:136647. doi: 10.1016/j.foodchem.2023.136647. Epub 2023 Jun 26. PMID: 37379748. 2: Sun R, Hai N, Yang B, Chen J, Li J, Li Q, Zhao J, Xu J, Liu Q, Zhou B. Pteryxin suppresses osteoclastogenesis and prevents bone loss via inhibiting the MAPK/Ca2+ signaling pathways mediated by ROS. Biomed Pharmacother. 2023 Sep;165:114898. doi: 10.1016/j.biopha.2023.114898. Epub 2023 Jun 21. PMID: 37352699. 3: Skiba A, Pellegata D, Morozova V, Kozioł E, Budzyńska B, Lee SM, Gertsch J, Skalicka-Woźniak K. Pharmacometabolic Effects of Pteryxin and Valproate on Pentylenetetrazole-Induced Seizures in Zebrafish Reveal Vagus Nerve Stimulation. Cells. 2023 Jun 4;12(11):1540. doi: 10.3390/cells12111540. PMID: 37296660; PMCID: PMC10252891. 4: Taira J, Tsuda R, Miyagi-Shiohira C, Noguchi H, Ogi T. Cytoprotective Effect of Pteryxin on Insulinoma MIN6 Cells Due to Antioxidant Enzymes Expression via Nrf2/ARE Activation. Antioxidants (Basel). 2023 Mar 10;12(3):693. doi: 10.3390/antiox12030693. PMID: 36978941; PMCID: PMC10045797. 5: Xuan TQ, Gong G, Du H, Liu C, Wu Y, Bao G, Ma Q, Zhen D. Protective effect of pteryxin on LPS-induced acute lung injury via modulating MAPK/NF-κB pathway and NLRP3 inflammasome activation. J Ethnopharmacol. 2022 Mar 25;286:114924. doi: 10.1016/j.jep.2021.114924. Epub 2021 Dec 21. PMID: 34942323. 6: Zhen D, Xuan TQ, Hu B, Bai X, Fu DN, Wang Y, Wu Y, Yang J, Ma Q. Pteryxin attenuates LPS-induced inflammatory responses and inhibits NLRP3 inflammasome activation in RAW264.7 cells. J Ethnopharmacol. 2022 Feb 10;284:114753. doi: 10.1016/j.jep.2021.114753. Epub 2021 Oct 15. PMID: 34662667. 7: Kiris I, Skalicka-Wozniak K, Basar MK, Sahin B, Gurel B, Baykal AT. Molecular Effects of Pteryxin and Scopoletin in the 5xFAD Alzheimer's Disease Mouse Model. Curr Med Chem. 2022;29(16):2937-2950. doi: 10.2174/0929867328666210827152914. PMID: 34455957. 8: Xu X, Li T, Jia J, Tang H, Li J, Zhao Y, Song Y. [Analysis of chemical components of Chinese medicine Ligustici Radix by achiral-chiral liquid chromatography-predictive multiple reaction monitoring]. Se Pu. 2021 Jun;39(6):642-651. Chinese. doi: 10.3724/SP.J.1123.2020.08024. PMID: 34227325; PMCID: PMC9404100. 9: Mashraqi MM, Chaturvedi N, Alam Q, Alshamrani S, Bahnass MM, Ahmad K, Alqosaibi AI, Alnamshan MM, Ahmad SS, Beg MMA, Mishra A, Shaikh S, Rizvi SMD. Biocomputational Prediction Approach Targeting FimH by Natural SGLT2 Inhibitors: A Possible Way to Overcome the Uropathogenic Effect of SGLT2 Inhibitor Drugs. Molecules. 2021 Jan 22;26(3):582. doi: 10.3390/molecules26030582. PMID: 33499241; PMCID: PMC7866138. 10: Chidambaram S, El-Sheikh MA, Alfarhan AH, Radhakrishnan S, Akbar I. Synthesis of novel coumarin analogues: Investigation of molecular docking interaction of SARS-CoV-2 proteins with natural and synthetic coumarin analogues and their pharmacokinetics studies. Saudi J Biol Sci. 2021 Jan;28(1):1100-1108. doi: 10.1016/j.sjbs.2020.11.038. Epub 2020 Nov 12. PMID: 33199969; PMCID: PMC7658563. 11: Taira J, Ogi T. Induction of Antioxidant Protein HO-1 Through Nrf2-ARE Signaling Due to Pteryxin in Peucedanum Japonicum Thunb in RAW264.7 Macrophage Cells. Antioxidants (Basel). 2019 Dec 5;8(12):621. doi: 10.3390/antiox8120621. PMID: 31817423; PMCID: PMC6943564. 12: Oranje P, Gouka R, Burggraaff L, Vermeer M, Chalet C, Duchateau G, van der Pijl P, Geldof M, de Roo N, Clauwaert F, Vanpaeschen T, Nicolaï J, de Bruyn T, Annaert P, IJzerman AP, van Westen GJP. Novel natural and synthetic inhibitors of solute carriers SGLT1 and SGLT2. Pharmacol Res Perspect. 2019 Jul 30;7(4):e00504. doi: 10.1002/prp2.504. PMID: 31384471; PMCID: PMC6664820. 13: Orhan IE, Senol FS, Shekfeh S, Skalicka-Wozniak K, Banoglu E. Pteryxin - A promising butyrylcholinesterase-inhibiting coumarin derivative from Mutellina purpurea. Food Chem Toxicol. 2017 Nov;109(Pt 2):970-974. doi: 10.1016/j.fct.2017.03.016. Epub 2017 Mar 9. PMID: 28286309. 14: Skalicka-Woźniak K, Mroczek T, Walasek M, Głowniak K. Efficient Isolation of Dihydropyranocoumarins and Simple Coumarins from Mutellina purpurea Fruits. Planta Med. 2016 Jul;82(11-12):1105-9. doi: 10.1055/s-0042-108738. Epub 2016 Jun 10. PMID: 27286335. 15: Yao YZ, Li SH. [Chemical Constituents from Angelica keiskei]. Zhong Yao Cai. 2015 Aug;38(8):1656-60. Chinese. PMID: 26983239. 16: Sarkhail P. Traditional uses, phytochemistry and pharmacological properties of the genus Peucedanum: a review. J Ethnopharmacol. 2014 Oct 28;156:235-70. doi: 10.1016/j.jep.2014.08.034. Epub 2014 Sep 3. PMID: 25193684. 17: Nugara RN, Inafuku M, Takara K, Iwasaki H, Oku H. Pteryxin: a coumarin in Peucedanum japonicum Thunb leaves exerts antiobesity activity through modulation of adipogenic gene network. Nutrition. 2014 Oct;30(10):1177-84. doi: 10.1016/j.nut.2014.01.015. Epub 2014 Feb 15. PMID: 24993752. 18: Liang JD, Zhao LG, Liu XH, Li W, Dang ZL, Liang J, Feng SL. [Spectrum-effect relationship of reducing phlegm effect of Peucedanum harrysmithii var. subglabrum]. Zhongguo Zhong Yao Za Zhi. 2012 Oct;37(19):2894-7. Chinese. PMID: 23270228. 19: Chen W, Tang S, Qin N, Zhai H, Duan H. [Antioxidant constituents from Smilax riparia]. Zhongguo Zhong Yao Za Zhi. 2012 Mar;37(6):806-10. Chinese. PMID: 22715727. 20: Wang J, Ma Y, Li W, Hu F, Chen T, Shen X, Feng S. Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry. Biomed Chromatogr. 2012 Jul;26(7):802-7. doi: 10.1002/bmc.1733. Epub 2011 Nov 20. PMID: 22102402.

View History

4-Nitrophenol

4-Nitrophenol