Heliotrine
AlkaPlorer ID: AK004957
Synonym: None
IUPAC Name: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
Structure
SMILES: CO[C@H](C)[C@](O)(C(=O)OCC1=CCN2CC[C@H](O)[C@@H]12)C(C)C
InChI: InChI=1S/C16H27NO5/c1-10(2)16(20,11(3)21-4)15(19)22-9-12-5-7-17-8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+/m1/s1
InChIKey: LMFKRLGHEKVMNT-UJDVCPFMSA-N
Reference
Minor alkaloids of Heliotropium indicum L
PubChem CID: 906426
CAS: 303-33-3
LOTUS: LTS0168475
NPASS: NPC64168
data_source: manually
Source
Properties Information
Molecule Weight: 313.394
TPSA？: 79.23
MolLogP？: 0.3268000000000004
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Electrophorus electricus | Acetylcholinesterase | Inhibition | 21.27 | % | 10.1016/j.bmc.2012.09.040 |
| Equus caballus | Cholinesterase | Inhibition | 1.48 | % | 10.1016/j.bmc.2012.09.040 |
| Heterodera schachtii | Heterodera schachtii | MIC50 | 1100.0 | ug.mL-1 | 10.1002/ps.1764 |
| Heterodera schachtii | Heterodera schachtii | MIC50 | 2100.0 | ug.mL-1 | 10.1002/ps.1764 |
| Heterodera schachtii | Heterodera schachtii | MIC50 | nan | None | 10.1002/ps.1764 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | 300.0 | ug.mL-1 | 10.1002/ps.1764 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | 800.0 | ug.mL-1 | 10.1002/ps.1764 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | 57900.0 | ug.mL-1 | 10.1002/ps.1764 |
| Pratylenchus penetrans | Pratylenchus penetrans | MIC50 | 3300.0 | ug.mL-1 | 10.1002/ps.1764 |
| Pratylenchus penetrans | Pratylenchus penetrans | MIC50 | 4800.0 | ug.mL-1 | 10.1002/ps.1764 |
| Pratylenchus penetrans | Pratylenchus penetrans | MIC50 | 49800.0 | ug.mL-1 | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | Activity | 0.0 | % | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | Activity | 32.0 | % | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | Activity | 58.0 | % | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | Activity | nan | None | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | MIC50 | 100.0 | ug.mL-1 | 10.1002/ps.1764 |
| Rhabditis sp. | Rhabditis sp. | MIC50 | nan | None | 10.1002/ps.1764 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 19952.62 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 20000.0 | nM | 10.6019/CHEMBL4651402 |