Bisnicalaterine A
AlkaPlorer ID: AK044349
Synonym: None
IUPAC Name: methyl (1S,12R,14S,15E,18S)-15-ethylidene-10-[(1S,12R,14S,15E,18S)-15-ethylidene-18-methoxycarbonyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-12-hydroxy-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
Structure
SMILES: C/C=C1/CN(C)[C@H]2CC3=C(NC4=CC=CC=C34)[C@H](N3C4=C(C[C@H]5[C@@H](C(=O)OC)[C@H](C[C@H]4O)/C(=C\C)CN5C)C4=CC=CC=C43)C[C@H]1[C@@H]2C(=O)OC
InChI: InChI=1S/C42H50N4O5/c1-7-23-21-44(3)33-18-29-25-13-9-11-15-31(25)43-39(29)35(17-27(23)37(33)41(48)50-5)46-32-16-12-10-14-26(32)30-19-34-38(42(49)51-6)28(20-36(47)40(30)46)24(8-2)22-45(34)4/h7-16,27-28,33-38,43,47H,17-22H2,1-6H3/b23-7-,24-8-/t27-,28-,33+,34+,35-,36-,37+,38+/m1/s1
InChIKey: TYYBJRHYBIULFL-STVOPARKSA-N
Reference
New antiplasmodial indole alkaloids from Hunteria zeylanica
PubChem CID: 46881335
LOTUS: LTS0214692
NPASS: NPC33949
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hunteria zeylanica | Hunteria | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 690.8850000000002
TPSA？: 100.03000000000002
MolLogP？: 5.969200000000007
Number of H-Donors: 2
Number of H-Acceptors: 8
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HCT-116 | IC50 | 21.9 | ug.mL-1 | 10.1021/np900115q |
| Homo sapiens | HL-60 | IC50 | 16.2 | ug.mL-1 | 10.1021/np900115q |
| Homo sapiens | HL-60 | IC50 | 16200.0 | nM | 10.1016/j.bmcl.2011.03.104 |
| Homo sapiens | MCF7 | IC50 | 38.0 | ug.mL-1 | 10.1021/np900115q |
| Homo sapiens | NCI-H226 | IC50 | 28.1 | ug.mL-1 | 10.1021/np900115q |
| Homo sapiens | RPMI-8226 | IC50 | 31.3 | ug.mL-1 | 10.1021/np900115q |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 4360.0 | nM | 10.1016/j.bmcl.2011.03.104 |
| None | Unchecked | Ratio IC50 | 3.7 | None | 10.1016/j.bmcl.2011.03.104 |