Synonym
Gossypitrin; Grossypitrin; Equisporoside; Articulatin; Gossypetin-7-glucoside; gossypetin 7-O-glucoside; Gossypetin 7-glucoside
IUPAC/Chemical Name
2-(3,4-dihydroxyphenyl)-3,5,8-trihydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
InChi Key
ATRBFJXIWFCIMW-ZGNDCXKCSA-N
InChi Code
1S/C21H20O13/c22-5-11-13(26)16(29)18(31)21(33-11)32-10-4-9(25)12-15(28)17(30)19(34-20(12)14(10)27)6-1-2-7(23)8(24)3-6/h1-4,11,13,16,18,21-27,29-31H,5H2/t11-,13-,16+,18-,21-/m1/s1
SMILES Code
OC[C@H]1O[C@@H](OC2=C(O)C3=C(C(=O)C(O)=C(O3)C4=CC=C(O)C(O)=C4)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
480.38
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.
| 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: Bécquer-Viart MÁ, Armentero-López A, Alvarez-Almiñaque D, Fernández-Acosta R, Matos-Peralta Y, D'Vries RF, Marín-Prida J, Pardo-Andreu GL. Gossypitrin, A Naturally Occurring Flavonoid, Attenuates Iron-Induced Neuronal and Mitochondrial Damage. Molecules. 2021 Jun 2;26(11):3364. doi: 10.3390/molecules26113364. PMID: 34199597; PMCID: PMC8199700.
2: Pérez-Trueba G, Ramos-Guanche C, Martínez-Sánchez B, Márquez-Hernández I, Giuliani A, Martínez-Sánchez G. Protective effect of gossypitrin on carbon tetrachloride-induced in vivo hepatotoxicity. Redox Rep. 2003;8(4):215-21. doi: 10.1179/135100003225002718. PMID: 14599345.
3: Wu Z, Wang Z, Xie Y, Liu G, Shang X, Zhan N. Transcriptome and Metabolome Profiling Provide Insights into Flavonoid Synthesis in Acanthus ilicifolius Linn. Genes (Basel). 2023 Mar 20;14(3):752. doi: 10.3390/genes14030752. PMID: 36981022; PMCID: PMC10048380.
4: Áy É, Hunyadi A, Mezei M, Minárovits J, Hohmann J. Flavonol 7-O-Glucoside Herbacitrin Inhibits HIV-1 Replication through Simultaneous Integrase and Reverse Transcriptase Inhibition. Evid Based Complement Alternat Med. 2019 Feb 3;2019:1064793. doi: 10.1155/2019/1064793. PMID: 30853999; PMCID: PMC6378053.
5: Braunberger C, Zehl M, Conrad J, Fischer S, Adhami HR, Beifuss U, Krenn L. LC-NMR, NMR, and LC-MS identification and LC-DAD quantification of flavonoids and ellagic acid derivatives in Drosera peltata. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Aug 1;932:111-6. doi: 10.1016/j.jchromb.2013.06.015. Epub 2013 Jun 17. PMID: 23831703.
6: Schliemann W, Schneider B, Wray V, Schmidt J, Nimtz M, Porzel A, Böhm H. Flavonols and an indole alkaloid skeleton bearing identical acylated glycosidic groups from yellow petals of Papaver nudicaule. Phytochemistry. 2006 Jan;67(2):191-201. doi: 10.1016/j.phytochem.2005.11.002. Epub 2005 Dec 22. PMID: 16376394.
7: Kolodziej H, Pertz HH, Humke A. Main constituents of a commercial Drosera fluid extract and their antagonist activity at muscarinic M3 receptors in guinea-pig ileum. Pharmazie. 2002 Mar;57(3):201-3. PMID: 11933852.
