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CTN-986

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]

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
  • 63947-67-1 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 24844836
  • 44259159
UNII
  • WL62JB5J9G Y
  • DTXSID20658067
  • 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
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).
Y verify (what is YN ?)

See also edit

References edit

  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.


glycoside, quercetin, found, cottonseeds, cottonseed, rodent, model, displays, some, antidepressant, like, properties, stimulation, neurogenesis, hippocampus, neurogenesis, appears, mediated, activation, ht1a, receptor, administration, with, ht1a, antagonist, . 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 CTN 986 Names IUPAC name 3 4 5 7 Tetrahydroxy 3 3 C hydroxymethyl b D erythrofuranosyl 1 2 a L rhamnopyranosyl 1 6 b 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 b D furanosyl 1 2 O 6 deoxy a L mannopyranosyl 1 6 b 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 Y 3D model JSmol Interactive image ChemSpider 24844836 PubChem CID 44259159 UNII WL62JB5J9G Y CompTox Dashboard EPA DTXSID20658067 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 s1Key UPVDFUGORYNXMW VCKCKQTPSA NInChI 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 s1Key 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 C 32H 38O 20 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 Y verify what is Y N Infobox referencesSee also editNSI 189References edit 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 nbsp This drug article relating to the nervous system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title CTN 986 amp oldid 1195323750, wikipedia, wiki, book, books, library,

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