Deoxyvobstusine Lactone
AlkaPlorer ID: AK048419
Synonym: None
IUPAC Name: methyl (1R,1'S,7'S,11'R,12R,13'R,16S,17S,22R,24'S,25'R)-19'-methoxy-9'-oxospiro[15-oxa-8,19-diazahexacyclo[10.9.1.01,9.02,7.012,16.019,22]docosa-2,4,6,9-tetraene-17,15'-8-oxa-4,17-diazaheptacyclo[11.10.1.11,4.07,11.017,24.018,23.011,25]pentacosa-18(23),19,21-triene]-10-carboxylate
Structure
SMILES: COC(=O)C1=C2NC3=CC=CC=C3[C@@]23CCN2C[C@]4(C[C@@H]5C[C@]67CC(=O)O[C@H]6CCN6CC[C@@]8(C9=CC=CC(OC)=C9N(C4)[C@@H]58)[C@@H]67)[C@@H]4OCC[C@]4(C1)[C@H]23
InChI: InChI=1S/C43H48N4O6/c1-50-29-9-5-7-27-32(29)47-23-39(18-24-19-41-21-31(48)53-30(41)10-14-45-15-12-43(27,34(24)47)37(41)45)22-46-16-11-42-26-6-3-4-8-28(26)44-33(42)25(35(49)51-2)20-40(36(42)46)13-17-52-38(39)40/h3-9,24,30,34,36-38,44H,10-23H2,1-2H3/t24-,30+,34+,36+,37+,38+,39+,40+,41+,42+,43+/m1/s1
InChIKey: RTWXKEHPBLKFOG-DWQSJKKASA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Voacanga globosa | Voacanga | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Tabernaemontana pachysiphon | Tabernaemontana | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 716.879
TPSA？: 92.81
MolLogP？: 4.369000000000003
Number of H-Donors: 1
Number of H-Acceptors: 10
RingCount: 13
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | IC50 | 91000.0 | nM | 10.1016/j.ejmech.2011.04.025 |
| Equus caballus | Cholinesterase | IC50 | 20200.0 | nM | 10.1016/j.ejmech.2011.04.025 |
| Equus caballus | Cholinesterase | IC50 | 20230.19 | nM | 10.1016/j.ejmech.2011.04.025 |
| Homo sapiens | A549 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Homo sapiens | HepG2 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Homo sapiens | MDA-MB-231 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Homo sapiens | SK-MEL-28 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Homo sapiens | SW480 | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Homo sapiens | T47D | IC50 | 10000.0 | nM | 10.1021/acs.jnatprod.9b00768 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | Inhibition | 35.0 | % | 10.1016/j.ejmech.2011.04.025 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | 100.0 | ug.mL-1 | 10.1016/j.ejmech.2011.04.025 |
| Mycobacterium tuberculosis | Mycobacterium tuberculosis | MIC | nan | None | 10.1016/j.ejmech.2011.04.025 |