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
Preferred 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
3D model (JSmol)
ChemSpider
PubChem CID
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
SMILES
  • 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

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. 1 2 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: 110–113. doi:10.1016/j.ejphar.2008.12.052. PMID 19326568.


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