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otophylloside B |
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CHEBI:139305 |
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A steroid saponin that is 17α-pregnenolone which is substituted by hydroxy groups at positions 8, 12β, 14β and 17β, in which the 14β-hydrocy group has been acylated by formal condensation with the carboxy group of (2E)-3,4-dimethylpent-2-enoic acid, and in which the hydroxy group at position 3 has been glycosylated with 2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranos. A C-21 steroidal glycoside, it is the essential active ingredient of the traditional Chinese medicine Qingyangshen, isolated from Cynanchum otophyllum and used to treat epilepsy and rheumatic pain. |
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This entity has been manually annotated by the ChEBI Team.
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KYook
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Molfile
XML
SDF
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more structures >>
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InChI=1S/C49H78O16/c1-25(2)26(3)19-38(51)63-37-24-36-45(8)15-14-32(20-31(45)13-16-48(36,54)49(55)18-17-47(53,30(7)50)46(37,49)9)62-39-22-34(57-11)43(28(5)60-39)65-41-23-35(58-12)44(29(6)61-41)64-40-21-33(56-10)42(52)27(4)59-40/h13,19,25,27-29,32-37,39-44,52-55H,14-18,20-24H2,1-12H3/b26-19+/t27-,28-,29-,32+,33-,34+,35+,36-,37-,39+,40+,41+,42-,43-,44-,45+,46-,47-,48+,49-/m1/s1 |
YLHXSKZGPASTOD-ZMZOTGGVSA-N |
[C@]12(CC=C3[C@@]([C@]1(C[C@H]([C@]4([C@@]2(CC[C@]4(C(=O)C)O)O)C)OC(=O)/C=C(\C)/C(C)C)[H])(CC[C@@H](C3)O[C@@H]5O[C@@H]([C@@H](O[C@H]6C[C@H](OC)[C@@H]([C@H](O6)C)O[C@@H]7O[C@@H]([C@H]([C@@H](C7)OC)O)C)[C@H](C5)OC)C)C)O |
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Cynanchum otophyllum
(NCBI:txid765270)
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Found in
root
(BTO:0001188).
See:
PubMed
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plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
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anticonvulsant
A drug used to prevent seizures or reduce their severity.
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View more via ChEBI Ontology
3β-{[2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl]oxy}-8,14β,17β-trihydroxy-20-oxo-17α-pregn-5-en-12β-yl (2E)-3,4-dimethylpent-2-enoate
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(3β,12β,14β,17α)-3-{[2,6-dideoxy-3-O-methyl-β-D-arabino-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-β-D-ribo-hexopyranosyl]oxy}-8,14,17-trihydroxy-20-oxopregn-5-en-12-yl (2E)-3,4-dimethylpent-2-enoate
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IUPAC
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Ot B
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SUBMITTER
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21513722
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PubMed citation
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Europe PMC
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25039181
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25579837
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26112394
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26135914
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28194725
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28845649
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3764407
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