Phomopsichalasin D
AlkaPlorer ID: AK112978
Synonym: None
IUPAC Name: (1S,2R,3E,5R,7S,9E,11S,14S,15R,16S)-2-acetyloxy-16-benzyl-5-hydroxy-5,7,14-trimethyl-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-13-carboxylic acid
Structure
SMILES: CC(=O)O[C@@H]1/C=C/[C@](C)(O)C[C@@H](C)C/C=C/[C@H]2C=C(C(=O)O)[C@@H](C)[C@H]3[C@H](CC4=CC=CC=C4)N=C(O)[C@]321
InChI: InChI=1S/C30H37NO6/c1-18-9-8-12-22-16-23(27(33)34)19(2)26-24(15-21-10-6-5-7-11-21)31-28(35)30(22,26)25(37-20(3)32)13-14-29(4,36)17-18/h5-8,10-14,16,18-19,22,24-26,36H,9,15,17H2,1-4H3,(H,31,35)(H,33,34)/b12-8+,14-13+/t18-,19+,22-,24-,25+,26-,29-,30+/m0/s1
InChIKey: XOAQRSFHWAISAM-PIMSDUFMSA-N
Reference
Cytochalasins from mangrove endophytic fungi Phomopsis spp. xy21 and xy22
PubChem CID: 139587644
LOTUS: LTS0256135
{NPAtlas: NPA016370
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Phomopsis sp. xy21 | Phomopsis | Valsaceae | Diaporthales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 507.6270000000002
TPSA？: 116.42
MolLogP？: 4.672300000000004
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Chlorocebus sabaeus | Vero | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | A549 | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | HepG2 | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | MDA-MB-231 | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | MDA-MB-435 | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | SNB-19 | IC50 | 50000.0 | nM | 10.1021/acs.jnatprod.1c01115 |