Not to be confused with Gossypol .
Gossypetin
Names
IUPAC name
3,3′,4′,5,7,8-Hexahydroxyflavone
Preferred IUPAC name
2-(3,4-Dihydroxyphenyl)-3,5,7,8-tetrahydroxy-4H -1-benzopyran-4-one
Other names
Articulatidin Equisporol 3,5,7,8,3',4'-Hexahydroxyflavone
Identifiers
CAS Number
3D model (JSmol )
ChEBI
ChEMBL
ChemSpider
UNII
show
InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H
N Key: YRRAGUMVDQQZIY-UHFFFAOYSA-N
N InChI=1/C15H10O8/c16-6-2-1-5(3-7(6)17)14-13(22)12(21)10-8(18)4-9(19)11(20)15(10)23-14/h1-4,16-20,22H
Key: YRRAGUMVDQQZIY-UHFFFAOYAI
show
C1=CC(=C(C=C1C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)O)O)O)O
Properties
Chemical formula
C15 H10 O8
Molar mass
318.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is Y N ?)
Infobox references
Chemical compound
Gossypetin , also known as 3,5,7,8,3',4'-hexahydroxyflavone , is a flavonol , a type of flavonoid . It has been isolated from the flowers and the calyx of Hibiscus sabdariffa (roselle) and exhibits a strong antibacterial activity.[1] [2] The compound has also been found to act as an antagonist of TrkB .[3] Recently it was shown that gossypetin has radioprotective activity.[citation needed ]
The enzyme 8-hydroxyquercetin 8-O -methyltransferase uses S -adenosyl methionine and gossypetin to produce S -adenosylhomocysteine and 3,5,7,3',4'-pentahydroxy-8-methoxyflavone.[citation needed ]
See also [ ]
Tropomyosin receptor kinase B § Antagonists
References [ ]
^ Antibacterial activity of gossypetin isolated from hibiscus sabdariffa
^ Amitava Khan, Krishnendu Manna, Chinchubose, Mahuya Sinha, Dipesh Kr Das, Swaraj Bandhu Kesh, Anindita Chakrabarty, Asoke Banerji & Sanjit Dey: Gossypetin, a naturally occurring hexahydroxy flavones ameliorates gamma radiation mediated DNA damage International Journal of Radiation Biology (2013):89(11): 965-975.
^ Obianyo, Obiamaka; Ye, Keqiang (2013). "Novel small molecule activators of the Trk family of receptor tyrosine kinases" . Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics . 1834 (10): 2213–2218. doi :10.1016/j.bbapap.2012.08.021 . ISSN 1570-9639 . PMC 3602283 . PMID 22982231 .
show Flavonols and their conjugates
Backbone
Aglycones
3-Hydroxyflavone (synthetic) and derivatives
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 7-O-glucoside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
(Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin Conjugates of quercetin
Sulfates Glycosides
Avicularin (quercetin-3-O-α-L-arabinofuranoside)
CTN-986
Guaijaverin (quercetin 3-O-arabinoside )
(quercetin 3-digalactoside )
Hyperoside (quercetin 3-O-galactoside)
Isoquercetin (quercetin 3-O-glucoside)
Miquelianin (quercetin 3-O-glucuronide)
Quercetin 3,4'-diglucoside
Quercitrin (quercetin 3-O-rhamnoside)
Rutin (quercetin rutinoside)
(quercetin-3-D-xyloside)
Spiraeoside (quercetin 4'-O-glucoside)
Taxillusin (galloylated 3-O-glucoside of quercetin°
O -Methylated flavonols
Derivative flavonols
Pyranoflavonols
Furanoflavonols
Semisynthetic
show Angiopoietin
Antagonists: Angiopoietin 2
Kinase inhibitors:
Rebastinib
Antibodies: Evinacumab (against angiopoietin 3)
Nesvacumab (against angiopoietin 2)
CNTF EGF (ErbB)
FGF
FGFR1 FGFR2
Agonists:
FGF (1 , 2 (bFGF) , 3 , 4 , 5 , 6 , 7 (KGF ), 8 , 9 , 10 (KGF2) , 17 , 18 , 22 )
Palifermin
Selpercatinib
Sprifermin
Trafermin
FGFR3
Antibodies: Burosumab (against FGF23)
FGFR4 Unsorted
HGF (c-Met)
Agonists :
Hepatocyte growth factor
IGF
IGF-1
Kinase inhibitors:
Linsitinib
IGF-2
Agonists : Insulin-like growth factor-2 (somatomedin A)
Others
Cleavage products/derivatives with unknown target:
Trofinetide
LNGF (p75NTR )
Antagonists:
Dexamethasone
Testosterone
PDGF RET (GFL)
SCF (c-Kit) TGFβ Trk
TrkA
Antagonists:
Dexamethasone
FX007
Testosterone
Negative allosteric modulators:
Kinase inhibitors:
Entrectinib
K252a
Larotrectinib
Lestaurtinib
Rebastinib
)
TrkB TrkC
VEGF
Decoy receptors: Aflibercept
Others
Additional growth factors: Adrenomedullin
Colony-stimulating factors (see here instead)
Connective tissue growth factor (CTGF)
Ephrins (A1 , A2 , A3 , A4 , A5 , B1 , B2 , B3 )
Erythropoietin (see here instead)
Glucose-6-phosphate isomerase (GPI; PGI, PHI, AMF)
Glia maturation factor (GMF)
Hepatoma-derived growth factor (HDGF)
Interleukins /T-cell growth factors (see here instead)
Leukemia inhibitory factor (LIF)
Macrophage-stimulating protein (MSP; HLP, HGFLP)
Midkine (NEGF2)
Migration-stimulating factor (MSF; PRG4)
Oncomodulin
Pituitary adenylate cyclase-activating peptide (PACAP)
Pleiotrophin
Renalase
Thrombopoietin (see here instead)
Wnt signaling proteins
Additional growth factor receptor modulators: Cerebrolysin (neurotrophin mixture)