CTN-986

CTN-986
Names
IUPAC name
3′,4′,5,7-Tetrahydroxy-3-{[3-C-(hydroxymethyl)-β-D-erythrofuranosyl]-(1→2)-[α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranosyloxy}flavone
Systematic IUPAC name
(42S,43R,44S,45S,46R,72R,73R,74R,75R,76S)-43-{[(2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-13,14,25,27,44,45,73,74,75-nonahydroxy-76-methyl-24H-3,6-dioxa-2(2,3)-[1]benzofurana-4(2,6),7(2)-bis(oxana)-1(1)-benzenaheptaphane-24-one
Other names
3-[(O-D-apio-β-D-furanosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→6)]-β-D-glucopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
Quercetin 3-O-b-d-apiofuranosyl-(1→2)-[a-l-rhamnopyranosyl-(1→6)]-b-d-glucopyranoside
Identifiers
CAS Number
  • 63947-67-1 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 24844836
PubChem CID
  • 44259159
UNII
  • WL62JB5J9G checkY
CompTox Dashboard (EPA)
  • DTXSID20658067 Edit this at Wikidata
InChI
  • InChI=1S/C32H38O20/c1-10-19(38)22(41)24(43)29(48-10)46-7-17-20(39)23(42)27(52-31-28(44)32(45,8-33)9-47-31)30(50-17)51-26-21(40)18-15(37)5-12(34)6-16(18)49-25(26)11-2-3-13(35)14(36)4-11/h2-6,10,17,19-20,22-24,27-31,33-39,41-45H,7-9H2,1H3/t10-,17+,19-,20+,22+,23-,24+,27+,28-,29+,30-,31-,32+/m0/s1
    Key: UPVDFUGORYNXMW-VCKCKQTPSA-N
  • InChI=1/C32H38O20/c1-10-19(38)22(41)24(43)29(48-10)46-7-17-20(39)23(42)27(52-31-28(44)32(45,8-33)9-47-31)30(50-17)51-26-21(40)18-15(37)5-12(34)6-16(18)49-25(26)11-2-3-13(35)14(36)4-11/h2-6,10,17,19-20,22-24,27-31,33-39,41-45H,7-9H2,1H3/t10-,17+,19-,20+,22+,23-,24+,27+,28-,29+,30-,31-,32+/m0/s1
    Key: UPVDFUGORYNXMW-VCKCKQTPBC
  • OC1=CC(O)=C(C(C(O[C@H]2[C@H](O[C@@]3([H])[C@H](O)[C@@](O)(CO)CO3)[C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O4)O2)=C(C5=CC=C(O)C(O)=C5)O6)=O)C6=C1
Properties
Chemical formula
C32H38O20
Molar mass 742.636 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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Infobox references
Chemical compound

CTN-986 is a glycoside of quercetin found in cottonseeds and cottonseed oil. In a rodent model, it displays some antidepressant-like properties and stimulation of neurogenesis in the hippocampus.[1] The neurogenesis appears to be mediated by activation of the 5-HT1A receptor, as co-administration with the 5-HT1A antagonist WAY-100,635 abolished the effect.[1]

See also

References

  1. ^ a b Zhang LM, Zhang YZ, Liu YQ, Gong ZH, Zhao YM, Li YF (2009). "CTN-986, a compound extracted from cottonseeds, increases cell proliferation in hippocampus in vivo and in cultured neural progenitor cells in vitro". Eur J Pharmacol. 607 (1–3): 110–113. doi:10.1016/j.ejphar.2008.12.052. PMID 19326568.
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Flavonols and their conjugates
Backbone
Aglycones
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 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
Conjugates of quercetin
Sulfates
Glycosides
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)
Derivative flavonols
Aglycones
  • Noricaritin
  • Dihydronoricaritin
Glycosides
  • Amurensin
  • Icariin
  • Phelloside
  • Dihydrophelloside
  • Rutin S
Pyranoflavonols
Aglycones
Furanoflavonols
Aglycones
Glycosides
  • Pongamoside A, B and C
Semisynthetic
Glycosides
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SSRIsTooltip Selective serotonin reuptake inhibitors
SNRIsTooltip Serotonin–norepinephrine reuptake inhibitors
NRIsTooltip Norepinephrine reuptake inhibitors
NDRIsTooltip Norepinephrine–dopamine reuptake inhibitors
NaSSAsTooltip Noradrenergic and specific serotonergic antidepressants
SARIsTooltip Serotonin antagonist and reuptake inhibitors
SMSTooltip Serotonin modulator and stimulators
Others
TCAsTooltip Tricyclic antidepressants
TeCAsTooltip Tetracyclic antidepressants
Others
Non-selective
MAOATooltip Monoamine oxidase A-selective
MAOBTooltip Monoamine oxidase B-selective
Miscellaneous


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