MedKoo Cat#: 585017 | Name: Podophyllotoxone

Description:

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

Podophyllotoxone shows inhibitory activities against human prostate cancer cells PC3 and DU145.

Chemical Structure

Podophyllotoxone
Podophyllotoxone
CAS#477-49-6

Theoretical Analysis

MedKoo Cat#: 585017

Name: Podophyllotoxone

CAS#: 477-49-6

Chemical Formula: C22H20O8

Exact Mass: 412.1158

Molecular Weight: 412.39

Elemental Analysis: C, 64.08; H, 4.89; O, 31.04

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Podophyllotoxone
IUPAC/Chemical Name
Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxole-5,8-dione, 5a,6,8a,9-tetrahydro-9-(3,4,5-trimethoxyphenyl)-, (5aR-(5aalpha,8abeta,9alpha))-
InChi Key
ISCQYPPCSYRZOT-FASAQXTFSA-N
InChi Code
InChI=1S/C22H20O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-19H,8-9H2,1-3H3/t13-,18-,19+/m0/s1
SMILES Code
O=C1[C@]2([H])[C@](C(OC2)=O)([H])[C@@H](C3=CC(OC)=C(OC)C(OC)=C3)C4=C1C=C5OCOC5=C4
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 412.39 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: Li J, Feng J, Luo C, Herman HY, Jiang RW. Absolute configuration of podophyllotoxone and its inhibitory activity against human prostate cancer cells. Chin J Nat Med. 2015 Jan;13(1):59-64. doi: 10.1016/S1875-5364(15)60007-3. PubMed PMID: 25660289. 2: Maleck M, Hollanda PO, Serdeiro MT, Soares RO, Honório NA, Silva CG. Toxicity and Larvicidal Activity of Podophyllum-Based Lignans Against Aedes aegypti (Diptera: Culicidae). J Med Entomol. 2017 Jan;54(1):159-166. doi: 10.1093/jme/tjw130. Epub 2016 Aug 25. PubMed PMID: 28082643. 3: Hendrawati O, Woerdenbag HJ, Michiels PJ, Aantjes HG, van Dam A, Kayser O. Identification of lignans and related compounds in Anthriscus sylvestris by LC-ESI-MS/MS and LC-SPE-NMR. Phytochemistry. 2011 Dec;72(17):2172-9. doi: 10.1016/j.phytochem.2011.08.009. Epub 2011 Aug 31. PubMed PMID: 21889175. 4: Kusari S, Zühlke S, Spiteller M. Chemometric evaluation of the anti-cancer pro-drug podophyllotoxin and potential therapeutic analogues in Juniperus and Podophyllum species. Phytochem Anal. 2011 Mar-Apr;22(2):128-43. doi: 10.1002/pca.1258. Epub 2010 Nov 2. PubMed PMID: 21046682. 5: Xu X, Gao X, Jin L, Bhadury PS, Yuan K, Hu D, Song B, Yang S. Antiproliferation and cell apoptosis inducing bioactivities of constituents from Dysosma versipellis in PC3 and Bcap-37 cell lines. Cell Div. 2011 Jun 15;6(1):14. doi: 10.1186/1747-1028-6-14. PubMed PMID: 21676247; PubMed Central PMCID: PMC3141614. 6: Abad A, López-Pérez JL, del Olmo E, García-Fernández LF, Francesch A, Trigili C, Barasoain I, Andreu JM, Díaz JF, San Feliciano A. Synthesis and antimitotic and tubulin interaction profiles of novel pinacol derivatives of podophyllotoxins. J Med Chem. 2012 Aug 9;55(15):6724-37. doi: 10.1021/jm2017573. Epub 2012 Jul 23. PubMed PMID: 22607205. 7: Roulland E, Magiatis P, Arimondo P, Bertounesque E, Monneret C. Hemi-synthesis and biological activity of new analogues of podophyllotoxin. Bioorg Med Chem. 2002 Nov;10(11):3463-71. PubMed PMID: 12213460. 8: Yin ML, Chen ZL. [Chemical constituents of Dysosma aurantiocaulis (H.-M.) Hu and Dysosma pleianthum Woods]. Zhongguo Zhong Yao Za Zhi. 1989 Jul;14(7):420-1, 447. Chinese. PubMed PMID: 2558670. 9: Ma C, Yang JS, Luo SR. [Study on lignans from Diphylleia sinensis]. Yao Xue Xue Bao. 1993;28(9):690-4. Chinese. PubMed PMID: 8010016.