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MedKoo Cat#: 461365 | Name: Pachypodol

Description:

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

Pachypodol is plant-derived anti-picornavirus compound. It behaves as a Hill reaction inhibitor.

Chemical Structure

Pachypodol
Pachypodol
CAS#33708-72-4

Theoretical Analysis

MedKoo Cat#: 461365

Name: Pachypodol

CAS#: 33708-72-4

Chemical Formula: C18H16O7

Exact Mass: 344.0896

Molecular Weight: 344.31

Elemental Analysis: C, 62.79; H, 4.68; O, 32.53

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.
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Related CAS #
No Data
Synonym
Pachypodol; Ro 09-0179; Ro-09-0179; Ro09-0179;
IUPAC/Chemical Name
5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-chromen-4-one
InChi Key
KQFUXLQBMQGNRT-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-11(19)13(6-9)23-2/h4-8,19-20H,1-3H3
SMILES Code
O=C1C(OC)=C(C2=CC=C(O)C(OC)=C2)OC3=CC(OC)=CC(O)=C13
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 344.31 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: Arita M, Philipov S, Galabov AS. Phosphatidylinositol 4-kinase III beta is the target of oxoglaucine and pachypodol (Ro 09-0179) for their anti-poliovirus activities, and is located at upstream of the target step of brefeldin A. Microbiol Immunol. 2015 Jun;59(6):338-47. doi: 10.1111/1348-0421.12261. PubMed PMID: 25891300. 2: Morales-Flores F, Olivares-Palomares KS, Aguilar-Laurents MI, Rivero-Cruz JF, Lotina-Hennsen B, King-Díaz B. Flavonoids Affect the Light Reaction of Photosynthesis in Vitro and in Vivo as Well as the Growth of Plants. J Agric Food Chem. 2015 Sep 23;63(37):8106-15. doi: 10.1021/acs.jafc.5b02842. Epub 2015 Sep 14. PubMed PMID: 26322527. 3: González-Vázquez R, King Díaz B, Aguilar MI, Diego N, Lotina-Hennsen B. Pachypodol from Croton ciliatoglanduliferus Ort. as water-splitting enzyme inhibitor on thylakoids. J Agric Food Chem. 2006 Feb 22;54(4):1217-21. PubMed PMID: 16478239. 4: Ali HA, Chowdhury AK, Rahman AK, Borkowski T, Nahar L, Sarker SD. Pachypodol, a flavonol from the leaves of Calycopteris floribunda, inhibits the growth of CaCo 2 colon cancer cell line in vitro. Phytother Res. 2008 Dec;22(12):1684-7. doi: 10.1002/ptr.2539. PubMed PMID: 18570232. 5: Cavé A, Bouquet A, Paris RR. [Pachypodol (5,4'-dihydroxy 3,7,3'-trimethoxy flavone or 3,7,3'-quercetol trimethylether), a new flavonoid isolated from Pachypodanthium confine Engler and Diels (annonaceae)]. C R Acad Sci Hebd Seances Acad Sci D. 1973 Mar 19;276(12):1899-901. French. PubMed PMID: 4201538. 6: Zhao YL, Wang XY, Sun LX, Fan RH, Bi KS, Yu ZG. Cytotoxic constituents of Viscum coloratum. Z Naturforsch C. 2012 Mar-Apr;67(3-4):129-34. PubMed PMID: 22624328. 7: Huong DT, Kamperdick C, Sung TV. Homogentisic acid derivatives from Miliusa balansae. J Nat Prod. 2004 Mar;67(3):445-7. PubMed PMID: 15043427. 8: Moon H, Kim MJ, Son HJ, Kweon HJ, Kim JT, Kim Y, Shim J, Suh BC, Rhyu MR. Five hTRPA1 Agonists Found in Indigenous Korean Mint, Agastache rugosa. PLoS One. 2015 May 15;10(5):e0127060. doi: 10.1371/journal.pone.0127060. eCollection 2015. PubMed PMID: 25978436; PubMed Central PMCID: PMC4433173. 9: Puripattanavong J, Weber S, Brecht V, Frahm AW. Phytochemical investigation of Aglaia andamanica. Planta Med. 2000 Dec;66(8):740-5. PubMed PMID: 11199132. 10: Kang GJ, Yang SJ, Zhou HY, Yang ZM, Chen LY. [Chemical constituents of pattra medicine Euodia lepta]. Zhong Yao Cai. 2014 Jan;37(1):74-6. Chinese. PubMed PMID: 25090710. 11: Yang Y, Kinoshita K, Koyama K, Takahashi K, Tai T, Nunoura Y, Watanabe K. Anti-emetic principles of Pogostemon cablin (Blanco) Benth. Phytomedicine. 1999 May;6(2):89-93. PubMed PMID: 10374246. 12: Ryu B, Kim HM, Lee JS, Lee CK, Sezirahiga J, Woo JH, Choi JH, Jang DS. New Flavonol Glucuronides from the Flower Buds of Syzygium aromaticum (Clove). J Agric Food Chem. 2016 Apr 20;64(15):3048-53. doi: 10.1021/acs.jafc.6b00337. Epub 2016 Apr 12. PubMed PMID: 27045836. 13: Orabi KY, Mossa JS, Muhammed I, Alloush MH, Galal AM, El-Feraly FS, McPhail AT. New eudesmane sesquiterpenes from Plectranthus cylindraceus. J Nat Prod. 2000 Dec;63(12):1665-8. PubMed PMID: 11141110. 14: Huong DT, Luong DV, Thao TT, Sung TV. A new flavone and cytotoxic activity of flavonoid constituents isolated from Miliusa balansae (Annonaceae). Pharmazie. 2005 Aug;60(8):627-9. PubMed PMID: 16124409. 15: Guan L, Quan LH, Xu LZ, Cong PZ. [Chemical constituents of Pogostemon cablin (Blanco) Benth]. Zhongguo Zhong Yao Za Zhi. 1994 Jun;19(6):355-6, 383. Chinese. PubMed PMID: 7945883. 16: Huang JT, Cheng YY, Lin LC, Tsai TH. Structural Pharmacokinetics of Polymethoxylated Flavones in Rat Plasma Using HPLC-MS/MS. J Agric Food Chem. 2017 Mar 22;65(11):2406-2413. doi: 10.1021/acs.jafc.6b05390. Epub 2017 Mar 10. PubMed PMID: 28251856. 17: Zhou QM, Peng C, Li XH, Guo L, Xiong L, Lin DS. [Study on constituents of the aerial parts of Pogostemon cablin]. Zhong Yao Cai. 2013 Jun;36(6):915-8. Chinese. PubMed PMID: 24380274. 18: Yang GE, Bao L, Zhang XQ, Wang Y, Li Q, Zhang WK, Ye WC. [Studies on flavonoids and their antioxidant activities of Artemisia annua]. Zhong Yao Cai. 2009 Nov;32(11):1683-6. Chinese. PubMed PMID: 20218288. 19: Ishitsuka H, Ninomiya Y, Suhara Y. Molecular basis of drug resistance to new antirhinovirus agents. J Antimicrob Chemother. 1986 Oct;18 Suppl B:11-8. PubMed PMID: 3025150. 20: Robin V, Irurzun A, Amoros M, Boustie J, Carrasco L. Antipoliovirus flavonoids from Psiadia dentata. Antivir Chem Chemother. 2001 Sep;12(5):283-91. PubMed PMID: 11900347.