Aplysinone A
AlkaPlorer ID: AK083140
Synonym: None
IUPAC Name: (5S,6R)-7,9-dibromo-N-[5-[[(5S,6R,7S)-7,9-dibromo-6-hydroxy-8-oxo-1-oxa-2-azaspiro[4.5]deca-2,9-diene-3-carbonyl]amino]pentyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
Structure
SMILES: COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCCCCCNC(=O)C1=NO[C@]3(C=C(Br)C(=O)[C@@H](Br)[C@@H]3O)C1)=NO2
InChI: InChI=1S/C24H26Br4N4O8/c1-38-18-12(26)8-24(20(35)16(18)28)10-14(32-40-24)22(37)30-6-4-2-3-5-29-21(36)13-9-23(39-31-13)7-11(25)17(33)15(27)19(23)34/h7-8,15,19-20,34-35H,2-6,9-10H2,1H3,(H,29,36)(H,30,37)/t15-,19+,20+,23-,24-/m1/s1
InChIKey: KCVKPVRAUSPLPZ-CPXJRIKISA-N
Reference
Cytotoxic dibromotyrosine-derived metabolites from the sponge Aplysina gerardogreeni
PubChem CID: 44424473
LOTUS: LTS0245749
NPASS: NPC300912
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aplysina gerardogreeni | Aplysina | Aplysinidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 818.1080000000003
TPSA？: 168.13999999999996
MolLogP？: 2.3114
Number of H-Donors: 4
Number of H-Acceptors: 10
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | GI50 | 4500.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | A549 | LC50 | 10.0 | ug.mL-1 | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | A549 | TGI | 7100.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | GI50 | 2800.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | LC50 | 9100.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | TGI | 4800.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | GI50 | 3300.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | LC50 | 8200.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | TGI | 5400.0 | nM | 10.1016/j.bmc.2007.05.014 |