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
CAS Number	33708-72-4^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:70007^N
ChemSpider	4444996^N
MeSH	C008751
PubChem CID	5281677
UNII	8AG6B2DMP5^Y
CompTox Dashboard (EPA)	DTXSID80187388
InChI 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
SMILES COC1=CC(=C2C(=C1)OC(=C(C2=O)OC)C3=CC(=C(C=C3)O)OC)O
Properties
Chemical formula	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). N verify (what is ^YN ?) Infobox references

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

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Flavonols

Aglycones

Conjugates

Glycosides of herbacetin

Rhodionin
Rhodiosin

Glycosides of kaempferol

Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)

Glycosides of myricetin

Betmidin (Myricetin 3-O-arabinoside)
Myricetin 3-O-rutinoside
Myricetin-3-O-neohesperidoside
Myricitrin (Myricetin 3-O-rhamnoside)

Conjugates of quercetin

Sulfates

Quercetin 3-O-sulfate
Quercetin 3,3'-bissulfate
Quercetin 3,4'-bissulfate

Glycosides

Avicularin (quercetin-3-O-α-L-arabinofuranoside)
CTN-986
Guaijaverin (quercetin 3-O-arabinoside)
Heliosin (quercetin 3-digalactoside)
Hyperoside (quercetin 3-O-galactoside)
Isoquercetin (quercetin 3-O-glucoside)
Miquelianin (quercetin 3-O-glucuronide)
Quercetin 3,4'-diglucoside
Quercetin-3-sophorodide
Quercitrin (quercetin 3-O-rhamnoside)
Rutin (quercetin rutinoside)
Reinutrin (quercetin-3-D-xyloside)
Spiraeoside (quercetin 4'-O-glucoside)
Taxillusin (galloylated 3-O-glucoside of quercetin°

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)