Hupehemonoside
AlkaPlorer ID: AK152034
Synonym: '', 'Zhebeinonoside', 'Imperialine 3-beta-D-glucopyranoside', 'Imperialine 3-b-D-glucoside'
IUPAC Name: (1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10-hydroxy-6,10,23-trimethyl-20-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
Structure
SMILES: C[C@H]1CC[C@@H]2N(C1)C[C@H]1[C@@H]3C[C@H]4[C@@H](CC(=O)[C@H]5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)CC[C@@]54C)[C@@H]3CC[C@H]1[C@]2(C)O
InChI: InChI=1S/C33H53NO8/c1-16-4-7-27-33(3,40)22-6-5-18-19(21(22)14-34(27)13-16)11-23-20(18)12-25(36)24-10-17(8-9-32(23,24)2)41-31-30(39)29(38)28(37)26(15-35)42-31/h16-24,26-31,35,37-40H,4-15H2,1-3H3/t16-,17-,18+,19+,20-,21-,22+,23-,24+,26+,27-,28+,29-,30+,31+,32+,33-/m0/s1
InChIKey: DHQFYEJMFMYGCV-DLJWJMOOSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 591.7860000000002
TPSA？: 139.92000000000002
MolLogP？: 1.7105000000000008
Number of H-Donors: 5
Number of H-Acceptors: 9
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | 100000.0 | nM | 10.1016/j.ejmech.2017.06.007 |
| Equus caballus | Cholinesterase | IC50 | 100000.0 | nM | 10.1016/j.ejmech.2017.06.007 |
| Rattus norvegicus | Trachea | Activity | -0.13 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 0.71 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 0.74 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 0.76 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 0.78 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 0.81 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 2.4 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 2.45 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 2.47 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 2.52 | g | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 3.0 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 4.5 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 5.2 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 5.3 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 7.5 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 12.6 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 15.2 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 17.7 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 20.5 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 22.7 | % | 10.1016/j.bmcl.2016.03.001 |
| Rattus norvegicus | Trachea | Activity | 129.3 | % | 10.1016/j.bmcl.2016.03.001 |