verbascoside   Click here for help

GtoPdb Ligand ID: 12550

Synonyms: acteoside | kusaginin | Reh-acteoside
Compound class: Natural product
Comment: Verbascoside (acteoside) is a plant-derived natural product. It acts as a TRPV3 channel blocker.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 9
Rotatable bonds 11
Topological polar surface area 245.29
Molecular weight 624.59
XLogP -0.97
No. Lipinski's rules broken 4
SMILES / InChI / InChIKey
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Canonical SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](OCCC3=CC=C(C(=C3)O)O)O[C@H](CO)[C@H]2OC(=O)/C=C/C4=CC=C(C(=C4)O)O)O)O)O)O
Isomeric SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
InChI Key FBSKJMQYURKNSU-ZLSOWSIRSA-N
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Synonyms Click here for help
acteoside | kusaginin | Reh-acteoside
Database Links Click here for help
CAS Registry No. 61276-17-3 (source: PubChem)
GtoPdb PubChem SID 479821340
PubChem CID 5281800
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