Pachypodol
Pachypodol
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
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
C 18 H 16 O 7
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).
Chemical compound
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
^ 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 .
^ 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 .
^ 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 .
Flavonols and their conjugates
Backbone
Flavonols
O -Methylated flavonols
Derivative flavonols
Pyranoflavonols
Furanoflavonols
Semisynthetic