Pachypodol

Pachypodol
Pachypodol structure
Pachypodol 3D structure
Names
IUPAC name
4′,5-Dihydroxy-3,3′,7-trimethoxyflavone
Systematic IUPAC name
5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one
Other names
Quercetin 3,7,3'-trimethyl ether
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH C008751
UNII
  • 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 ☒N
    Key: KQFUXLQBMQGNRT-UHFFFAOYSA-N ☒N
  • InChI=1/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
    Key: KQFUXLQBMQGNRT-UHFFFAOYAA
  • COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O)OC)O
Properties
C18H16O7
Molar mass 344.319 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pachypodol is a chemical compound classified as an O-methylated flavonol. It can be isolated from a variety of plants including Calycopteris floribunda,[1] Pogostemon cablin,[2] and Croton ciliatoglanduliferus.[3]

References

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  1. ^ Ali, Husne-Ara; Chowdhury, A. K. Azad; Rahman, Abul K. M.; Borkowski, Tomasz; Nahar, Lutfun; Sarker, Satyajit D. (2008). "Pachypodol, a flavonol from the leaves of Calycopteris floribunda, inhibits the growth of CaCo 2 colon cancer cell line in vitro". Phytotherapy Research. 22 (12): 1684–1687. doi:10.1002/ptr.2539. PMID 18570232. S2CID 1498024.
  2. ^ Umar Ijaz, Muhammad; Rauf, Ayesha; Mustafa, Shama; Ahmed, Hussain; Ashraf, Asma; Al-Ghanim, Khalid; Swamy Mruthinti, Satyanarayana; Mahboob, S. (2022). "Pachypodol attenuates Perfluorooctane sulphonate-induced testicular damage by reducing oxidative stress". Saudi Journal of Biological Sciences. 29 (3): 1380–1385. doi:10.1016/j.sjbs.2021.12.012. PMC 8913419. PMID 35280584.
  3. ^ González-Vázquez, Raquel; King Díaz, Beatriz; Aguilar, María Isabel; Diego, Nelly; Lotina-Hennsen, Blas (2006). "Pachypodol from Croton ciliatoglanduliferus Ort. As Water-Splitting Enzyme Inhibitor on Thylakoids". Journal of Agricultural and Food Chemistry. 54 (4): 1217–1221. doi:10.1021/jf051897s. PMID 16478239.