reserpine
AlkaPlorer ID: AK001274
Synonym: '', '(-)-reserpine', '(3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxyyohimban-16-carboxylic acid methyl ester', '3,4,5-trimethoxybenzoyl methyl reserpate', 'Reserpine', 'Serpalan', 'Reserpin', 'Apoplon'
IUPAC Name: methyl (1S,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Structure
SMILES: COC(=O)[C@H]1[C@H]2C[C@H]3C4=C(CCN3C[C@H]2C[C@@H](OC(=O)C2=CC(OC)=C(OC)C(OC)=C2)[C@@H]1OC)C1=CC=C(OC)C=C1N4
InChI: InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24+,27-,28+,31+/m1/s1
InChIKey: QEVHRUUCFGRFIF-VPHNHGCZSA-N
Reference
Darcyribeirine, a novel pentacyclic indole alkaloid from Rauvolfia grandiflora Mart.
PubChem CID: 5701996
CAS: 482-85-9
LOTUS: LTS0269647
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Rauvolfia tetraphylla | Rauvolfia | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 608.6880000000002
TPSA？: 117.78
MolLogP？: 4.171100000000003
Number of H-Donors: 1
Number of H-Acceptors: 10
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | Inhibition | -2.45 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Cholinesterase | Inhibition | -8.07 | % | 10.1016/j.bmc.2012.09.040 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B1 | Inhibition | 38.5 | % | 10.1124/mol.112.084152 |
| Homo sapiens | Solute carrier organic anion transporter family member 1B3 | Inhibition | 42.22 | % | 10.1124/mol.112.084152 |
| None | NON-PROTEIN TARGET | Ratio | 0.04 | None | 10.1021/np960024c |
| None | NON-PROTEIN TARGET | Ratio | 0.09 | None | 10.1021/np960024c |
| None | NON-PROTEIN TARGET | Ratio | 0.17 | None | 10.1021/np960024c |
| None | Unchecked | Ratio ED50 | 5.5 | None | 10.1021/np960024c |
| None | Unchecked | Ratio ED50 | 16.0 | None | 10.1021/np960024c |
| None | Unchecked | Ratio ED50 | 28.0 | None | 10.1021/np960024c |