Lasiocarpine
AlkaPlorer ID: AK005016
Synonym: 'Lasiocarpine', '', 'Heliotridine ester with lasiocarpum & angelic acid', 'LASIOCARPINE', 'Europine 7-angelate', '2-Butenoic acid, 2-methyl-, 7-2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxymethyl-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, 1S-1.alpha.(Z),7(2S*,3R*),7a.alpha.-', '7-Angelyleuropine', 'NCI-C01478', 'WLN: T55 AN CUTJ D1OVXQXQ1 & 1 & Y1 & O1 FOVY1 & U2', '7-Angelyl-9-lasiocarpylheliotridine'
IUPAC Name: [(7S,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2,3-dihydroxy-2-[(1S)-1-methoxyethyl]-3-methylbutanoate
Structure
SMILES: C/C=C(/C)C(=O)O[C@H]1CCN2CC=C(COC(=O)[C@](O)([C@H](C)OC)C(C)(C)O)[C@H]12
InChI: InChI=1S/C21H33NO7/c1-7-13(2)18(23)29-16-9-11-22-10-8-15(17(16)22)12-28-19(24)21(26,14(3)27-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21+/m0/s1
InChIKey: QHOZSLCIKHUPSU-PNFBIMPKSA-N
Reference
Pyrrolizidine alkaloids from Heliotropium bovei
PubChem CID: 6321388
LOTUS: LTS0270091
SuperNatural Ⅲ: SN0305638-06
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 411.4950000000001
TPSA？: 105.53
MolLogP？: 0.9588000000000008
Number of H-Donors: 2
Number of H-Acceptors: 8
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Heterodera schachtii | Heterodera schachtii | MIC50 | 1000.0 | ug.mL-1 | 10.1002/ps.1764 |
| Heterodera schachtii | Heterodera schachtii | MIC50 | 3800.0 | ug.mL-1 | 10.1002/ps.1764 |
| Heterodera schachtii | Heterodera schachtii | MIC50 | nan | None | 10.1002/ps.1764 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus type 1 reverse transcriptase | IC50 | 200.0 | ug.mL-1 | 10.1021/np50073a012 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | 500.0 | ug.mL-1 | 10.1002/ps.1764 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | 1000.0 | ug.mL-1 | 10.1002/ps.1764 |
| Meloidogyne incognita | Meloidogyne incognita | MIC50 | nan | None | 10.1002/ps.1764 |