Palmerolide A
AlkaPlorer ID: AK079140
Synonym: None
IUPAC Name: [(2R,4E,6E,10S,11S,12E,14S,18E)-11,14-dihydroxy-4-methyl-2-[(2R,3E,5E)-4-methyl-6-(3-methylbut-2-enoylamino)hexa-3,5-dien-2-yl]-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-10-yl] carbamate
Structure
SMILES: CC(C)=CC(O)=N/C=C/C(C)=C/[C@@H](C)[C@H]1C/C(C)=C/C=C/CC[C@H](OC(=N)O)[C@@H](O)/C=C/[C@@H](O)CCC/C=C/C(=O)O1
InChI: InChI=1S/C33H48N2O7/c1-23(2)20-31(38)35-19-18-25(4)21-26(5)30-22-24(3)12-8-6-10-14-29(42-33(34)40)28(37)17-16-27(36)13-9-7-11-15-32(39)41-30/h6,8,11-12,15-21,26-30,36-37H,7,9-10,13-14,22H2,1-5H3,(H2,34,40)(H,35,38)/b8-6+,15-11+,17-16+,19-18+,24-12+,25-21+/t26-,27+,28+,29+,30-/m1/s1
InChIKey: HEOKDDVDVGNHMR-DAUCKHFQSA-N
Reference
Palmerolide macrolides from the Antarctic tunicate Synoicum adareanum
PubChem CID: 17756325
LOTUS: LTS0038658
NPASS: NPC233273
{NPAtlas: NPA033521
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Synoicum adareanum | Synoicum | Polyclinidae | Aplousobranchia | Ascidiacea | Chordata | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 584.7540000000002
TPSA？: 152.66000000000005
MolLogP？: 6.485870000000008
Number of H-Donors: 5
Number of H-Acceptors: 7
RingCount: 1
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | UACC-62 | IC50 | 24.0 | nM | 10.1016/j.bmc.2011.06.004 |
| Homo sapiens | UACC-62 | LC50 | 18.0 | nM | 10.1021/np800287n |
| None | NON-PROTEIN TARGET | LC50 | 18.0 | nM | 10.1016/j.bmc.2011.06.004 |
| None | Unchecked | IC50 | 2.0 | nM | 10.1016/j.bmc.2011.06.004 |
| None | Unchecked | Ratio IC50 | 0.083 | None | 10.1016/j.bmc.2011.06.004 |