115566-02-4
AlkaPlorer ID: AK026784
Synonym: None
IUPAC Name: (2S,3R)-3-hydroxy-N-[3-[(2R,3S,6S,8R)-8-[(E,3S,6S)-6-hydroxy-3,5-dimethylhept-4-enyl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[(2S,3S,6R)-3-methyl-6-[(E)-2-oxopent-3-enyl]oxan-2-yl]acetyl]amino]butanamide
Structure
SMILES: C/C=C/C(=O)C[C@H]1CC[C@H](C)[C@H](CC(O)=NC[C@H](O)[C@H](C)C(O)=NCCC[C@H]2O[C@@]3(CCC[C@H](CC[C@H](C)/C=C(\C)[C@H](C)O)O3)CC[C@@H]2C)O1
InChI: InChI=1S/C40H68N2O8/c1-8-11-32(44)23-34-17-15-27(3)37(48-34)24-38(46)42-25-35(45)30(6)39(47)41-21-10-13-36-28(4)18-20-40(50-36)19-9-12-33(49-40)16-14-26(2)22-29(5)31(7)43/h8,11,22,26-28,30-31,33-37,43,45H,9-10,12-21,23-25H2,1-7H3,(H,41,47)(H,42,46)/b11-8+,29-22+/t26-,27-,28-,30-,31-,33+,34+,35-,36+,37-,40-/m0/s1
InChIKey: HXZRMADPDYFMEB-FTTMEYFSSA-N
Reference
Novel cytotoxic compounds from the ascidian Lissoclinum bistratum
PubChem CID: 49864366
LOTUS: LTS0017806
NPASS: NPC469865
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Trididemnum cyclops | Trididemnum | Didemnidae | Aplousobranchia | Ascidiacea | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 704.9900000000004
TPSA？: 150.39999999999998
MolLogP？: 7.60960000000001
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A2780 | IC50 | 260.0 | nM | 10.1021/np900072k |
| Homo sapiens | A2780 | Ratio IC50 | 10.0 | None | 10.1021/np900072k |
| Homo sapiens | A549 | GI50 | 13.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | A549 | IC50 | 63.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | CA46 | Activity | 4.0 | % | 10.1038/nchembio748 |
| Homo sapiens | CA46 | Activity | 48.0 | % | 10.1038/nchembio748 |
| Homo sapiens | CA46 | Activity | nan | None | 10.1038/nchembio748 |
| Homo sapiens | HCT-116 | GI50 | 200.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | HCT-116 | IC50 | 437.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | HL-60 | Activity | 18.0 | % | 10.1038/nchembio748 |
| Homo sapiens | HL-60 | Activity | 27.0 | % | 10.1038/nchembio748 |
| Homo sapiens | HL-60 | Activity | 48.0 | % | 10.1038/nchembio748 |
| Homo sapiens | HL-60 | GI50 | 200.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | HL-60 | IC50 | 1000.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | HT-29 | IC50 | 0.32 | ug.mL-1 | 10.1021/np50112a002 |
| Homo sapiens | KB | IC50 | 0.53 | ug.mL-1 | 10.1021/np50112a002 |
| Homo sapiens | KB | IC50 | 45.0 | nM | 10.1021/np900072k |
| Homo sapiens | MCF7 | Activity | 24.0 | % | 10.1038/nchembio748 |
| Homo sapiens | MCF7 | Activity | 33.0 | % | 10.1038/nchembio748 |
| Homo sapiens | MCF7 | Activity | 38.0 | % | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | Activity | 14.0 | % | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | Activity | 37.0 | % | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | Activity | 43.0 | % | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | Activity | nan | None | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | GI50 | 5.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | PC-3 | IC50 | 107.0 | nM | 10.1038/nchembio748 |
| Homo sapiens | Protein kinase C delta | Activity | nan | None | 10.1038/nchembio748 |
| Homo sapiens | Protein kinase C delta | FC | 3.8 | None | 10.1038/nchembio748 |
| Homo sapiens | Protein kinase C delta | FC | 4.5 | None | 10.1038/nchembio748 |
| Homo sapiens | Protein kinase C delta | Ki | 27000.0 | nM | 10.1038/nchembio748 |
| Mus musculus | B16 | IC50 | 0.1 | ug.mL-1 | 10.1021/np50112a002 |
| Mus musculus | P388 | IC50 | 0.05 | ug.mL-1 | 10.1021/np50112a002 |
| Mus musculus | P388 | IC50 | 0.2 | ug.mL-1 | 10.1021/np50112a002 |
| Mus musculus | P388 | IC50 | 20.0 | nM | 10.1021/np900072k |
| Mus musculus | P388 | Ratio IC50 | 10.0 | None | 10.1021/np900072k |
| Mus musculus | P388 | T/C | 118.0 | % | 10.1021/np50112a002 |
| Rattus norvegicus | Protein kinase C delta | Activity | nan | None | 10.1038/nchembio748 |
| Rattus norvegicus | RBL-2H3 | Activity | nan | None | 10.1038/nchembio748 |
| None | ADMET | IC50 | 22.0 | nM | 10.1021/np900072k |
| None | Molecular identity unknown | Activity | nan | None | 10.1021/np50112a002 |
| None | Molecular identity unknown | Activity | nan | None | 10.1038/nchembio748 |
| None | NON-PROTEIN TARGET | IC50 | 0.03 | ug.mL-1 | 10.1021/np50112a002 |
| None | Unchecked | Activity | nan | None | 10.1021/np50112a002 |
| None | Unchecked | Activity | nan | None | 10.1038/nchembio748 |
| None | Unchecked | Inhibition | nan | % | 10.1038/nchembio748 |
| None | Unchecked | Ka | 1.46 | 10'8/M | 10.1038/nchembio748 |
| None | Unchecked | Kd | 7.0 | nM | 10.1038/nchembio748 |