reserpine
AlkaPlorer ID: AK001273
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,15R,17S,18S,19R,20R)-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+/m0/s1
InChIKey: QEVHRUUCFGRFIF-KWTXYEQSSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Rauvolfia serpentina | Rauvolfia | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Hypericum perforatum | Hypericum | Hypericaceae | Malpighiales | 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 |
|---|---|---|---|---|---|
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 6309.6 | nM | None |
| Homo sapiens | Cytochrome P450 1A2 | AC50 | 15848.93 | nM | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | 7943.28 | nM | None |
| Homo sapiens | Cytochrome P450 3A4 | Potency | 7943.3 | nM | None |
| Homo sapiens | Hemoglobin beta chain | Potency | 15848.9 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 8912.5 | nM | None |
| Homo sapiens | Hypoxia-inducible factor 1 alpha | Potency | 10000.0 | nM | None |
| Homo sapiens | Lysine-specific demethylase 4D-like | Potency | 10000.0 | nM | None |
| Homo sapiens | Menin/Histone-lysine N-methyltransferase MLL | Potency | 14125.4 | nM | None |
| Homo sapiens | Survival motor neuron protein | Potency | 1412.5 | nM | None |
| Homo sapiens | Thyroid stimulating hormone receptor | Potency | 15848.9 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 17782.8 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 31622.8 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 2 | Potency | 10000.0 | nM | None |
| Mus musculus | Nuclear receptor ROR-gamma | Potency | 12589.3 | nM | None |