Pachypodol

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

MedKoo CAT#: 461365

CAS#: 33708-72-4

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


Price and Availability

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Pachypodol is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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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


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


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

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.