Jasplakinolide B
AlkaPlorer ID: AK015617
Synonym: None
IUPAC Name: (4R,7R,10S,13S,17R,19S)-7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,17,19-pentamethyl-15-methylidene-1-oxa-5,8,11-triazacyclononadecane-2,6,9,12,16-pentone
Structure
SMILES: C=C1C[C@H](C)C(O)=N[C@@H](C)C(=O)N(C)[C@H](CC2=C(Br)NC3=CC=CC=C23)C(O)=N[C@@H](C2=CC=C(O)C=C2)CC(=O)O[C@@H](C)C[C@@H](C)C1=O
InChI: InChI=1S/C36H43BrN4O7/c1-19-15-21(3)34(45)38-23(5)36(47)41(6)30(17-27-26-9-7-8-10-28(26)39-33(27)37)35(46)40-29(24-11-13-25(42)14-12-24)18-31(43)48-22(4)16-20(2)32(19)44/h7-14,20-23,29-30,39,42H,1,15-18H2,2-6H3,(H,38,45)(H,40,46)/t20-,21+,22+,23+,29-,30-/m1/s1
InChIKey: ZPXZSAWIJKVCLD-JARXUDBDSA-N
Reference
New Jaspamide Derivatives from the Marine Sponge <i>Jaspis splendans</i> Collected in Vanuatu
PubChem CID: 10747466
LOTUS: LTS0178349
NPASS: NPC284888
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Jaspis splendens | Jaspis | Ancorinidae | Tetractinellida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 723.665
TPSA？: 164.88
MolLogP？: 6.561400000000006
Number of H-Donors: 4
Number of H-Acceptors: 7
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 510.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | HCT-116 | Activity | nan | None | 10.1021/np100721g |
| Homo sapiens | HCT-116 | GI50 | 1.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | HCT-116 | GI50 | 140.0 | nM | 10.1021/np100721g |
| Homo sapiens | HCT-15 | GI50 | 6600.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | HeLa | Activity | nan | None | 10.1021/jm9013554 |
| Homo sapiens | HOP-62 | GI50 | 140.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | KB | IC50 | 29.0 | nM | 10.1021/np200714m |
| Homo sapiens | KB | Inhibition | 99.0 | % | 10.1021/np200714m |
| Homo sapiens | M14 | GI50 | 53.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | MCF7 | GI50 | 130.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | MDA-MB-231 | GI50 | 40.0 | nM | 10.1021/np100721g |
| Homo sapiens | OVCAR-3 | GI50 | 110.0 | nM | 10.1021/jm9013554 |
| Homo sapiens | SF-539 | GI50 | 64.0 | nM | 10.1021/jm9013554 |
| None | ADMET | Activity | nan | None | 10.1021/acs.jnatprod.5b00987 |
| None | NON-PROTEIN TARGET | GI50 | 1.9 | nM | 10.1021/jm9013554 |
| None | NON-PROTEIN TARGET | IC50 | 3.3 | ug.mL-1 | 10.1021/np9803225 |