Integerrimine
AlkaPlorer ID: AK010787
Synonym: None
IUPAC Name: (1R,4E,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
Structure
SMILES: C/C=C1\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
InChI: InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4+/t11-,14-,15-,18-/m1/s1
InChIKey: HKODIGSRFALUTA-IKZAEVNJSA-N
Reference
Usaramine, a new pyrrolizidine alkaloid from Crotalaria usaarmoensis E. G. Baker
PubChem CID: 5281733
LOTUS: LTS0206401
SuperNatural Ⅲ: SN0128182-06
NPASS: NPC130124
Source
Properties Information
Molecule Weight: 335.40000000000003
TPSA？: 76.07
MolLogP？: 1.1928
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Cricetulus griseus | CHO | EC50 | 100.0 | ug.mL-1 | 10.1016/jbse.2007.08.015 |
| Homo sapiens | A204 | IC50 | 120.0 | ug.mL-1 | 10.1021/np50058a005 |
| Lactuca sativa | Lactuca sativa | Inhibition | 50.0 | % | 10.1016/jbse.2007.08.015 |
| Leptinotarsa decemlineata | Leptinotarsa decemlineata | EC50 | 3.4 | microg/cm2 | 10.1016/jbse.2007.08.015 |
| Myzus persicae | Myzus persicae | Activity | 57.0 | % | 10.1016/jbse.2007.08.015 |
| Rhopalosiphum padi | Rhopalosiphum padi | Activity | 43.0 | % | 10.1016/jbse.2007.08.015 |
| Spodoptera littoralis | Spodoptera littoralis | Activity | 88.0 | % | 10.1016/jbse.2007.08.015 |
| Spodoptera littoralis | Spodoptera littoralis | Activity | 89.0 | % | 10.1016/jbse.2007.08.015 |
| Spodoptera littoralis | Spodoptera littoralis | EC50 | 100.0 | microg/cm2 | 10.1016/jbse.2007.08.015 |
| None | ADMET | EC50 | 100.0 | ug.mL-1 | 10.1016/jbse.2007.08.015 |