Diphyllin | CAS#22055-22-7 | V-ATPase inhibitor

MedKoo Cat#: 466002 | Name: Diphyllin

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Description:

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

Diphyllin is a potent inhibitor of vacuolar H(+)-ATPase (V-ATPase), inhibiting lysosomal acidification in osteoclasts.

Chemical Structure

Diphyllin

CAS#22055-22-7

Theoretical Analysis

MedKoo Cat#: 466002

Name: Diphyllin

CAS#: 22055-22-7

Chemical Formula: C21H16O7

Exact Mass: 380.0896

Molecular Weight: 380.35

Elemental Analysis: C, 66.32; H, 4.24; O, 29.44

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks
25mg	USD 1,050.00	2 Weeks

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Related CAS #

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Synonym

Diphyllin; NSC-309691; NSC309691; NSC 309691;

IUPAC/Chemical Name

9-(benzo[d][1,3]dioxol-5-yl)-4-hydroxy-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one

InChi Key

VMEJANRODATDOF-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H16O7/c1-24-15-6-11-12(7-16(15)25-2)20(22)13-8-26-21(23)19(13)18(11)10-3-4-14-17(5-10)28-9-27-14/h3-7,22H,8-9H2,1-2H3

SMILES Code

O=C1OCC2=C(O)C3=CC(OC)=C(OC)C=C3C(C4=CC=C(OCO5)C5=C4)=C12

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 380.35 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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Cell Death Dis. 2022 Jan 10;13(1):45. doi: 10.1038/s41419-021-04495-w. PMID: 35013112; PMCID: PMC8748433. 4: Feng H, Chen G, Zhang Y, Guo M. Exploring Multifunctional Bioactive Components from Podophyllum sinense Using Multi-Target Ultrafiltration. Front Pharmacol. 2021 Oct 25;12:749189. doi: 10.3389/fphar.2021.749189. PMID: 34759823; PMCID: PMC8573357. 5: Zhu L, Lu Y, Li Y, Ling Y, Zhao Y. Synthesis and evaluation of diphyllin β-hydroxyl amino derivatives as novel V-ATPase inhibitors. Chem Biol Drug Des. 2021 Oct;98(4):674-682. doi: 10.1111/cbdd.13920. Epub 2021 Jul 29. PMID: 34233089. 6: Stefanik M, Strakova P, Haviernik J, Miller AD, Ruzek D, Eyer L. Antiviral Activity of Vacuolar ATPase Blocker Diphyllin against SARS-CoV-2. Microorganisms. 2021 Feb 25;9(3):471. doi: 10.3390/microorganisms9030471. PMID: 33668694; PMCID: PMC7996309. 7: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Theophylline. 2021 Feb 15. PMID: 30000168. 8: Duan YN, Ge X, Jiang HW, Zhang HJ, Zhao Y, Li JL, Zhang W, Li JY. Diphyllin Improves High-Fat Diet-Induced Obesity in Mice Through Brown and Beige Adipocytes. Front Endocrinol (Lausanne). 2020 Dec 10;11:592818. doi: 10.3389/fendo.2020.592818. PMID: 33424769; PMCID: PMC7793827. 9: Shen W, Chen H, Wu M, Zhang T, Zhu L, Zhao Y. Synthesis, Cytotoxicity, Anti- Migration and Anti-Invasion Activity of Diphyllin Heterocyclic Derivatives. Med Chem. 2022;18(1):122-129. doi: 10.2174/1573406417666201221160220. PMID: 33349219. 10: Lee H, Jeon J, Yoon J, Kim SH, Choi HS, Kang JS, Lee YS, Lee M, Kim YH, Chang HB. Comparative Metabolite Profiling of Wild and Cultivated Justicia procumbens L. Based on 1H-NMR Spectroscopy and HPLC-DAD Analysis. Plants (Basel). 2020 Jul 7;9(7):860. doi: 10.3390/plants9070860. PMID: 32646001; PMCID: PMC7411763. 11: Thamburaj S, Ramaraj E, Sethupathy S, Kamalanathan C, Raji A, Rajasekharan SK. Antibacterial and antibiofilm activities of diphyllin against fish pathogens. Microb Pathog. 2020 Aug;145:104232. doi: 10.1016/j.micpath.2020.104232. Epub 2020 Apr 28. PMID: 32353578. 12: Lv JP, Yang S, Dong JX, Jin H. New cyclopeptide alkaloids from the whole plant of Justicia procumbens L. Nat Prod Res. 2021 Nov;35(21):4032-4040. doi: 10.1080/14786419.2020.1758090. Epub 2020 Apr 29. PMID: 32347116. 13: Liu S, Wang L, Ding W, Wang D, Wang X, Luo Q, Lu Y, Zhu L. Cleistanthin A inhibits the invasion of MDA-MB-231 human breast cancer cells: involvement of the β-catenin pathway. Pharmacol Rep. 2020 Feb;72(1):188-198. doi: 10.1007/s43440-019-00012-1. Epub 2019 Dec 19. PMID: 32016834. 14: Cui Q, Du R, Liu M, Rong L. Lignans and Their Derivatives from Plants as Antivirals. Molecules. 2020 Jan 1;25(1):183. doi: 10.3390/molecules25010183. PMID: 31906391; PMCID: PMC6982783. 15: Xu XY, Wang DY, Ku CF, Zhao Y, Cheng H, Liu KL, Rong LJ, Zhang HJ. Anti-HIV lignans from Justicia procumbens. 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