Cytochalasin B
AlkaPlorer ID: AK014630
Synonym: None
IUPAC Name: (1S,4E,6R,10R,12E,14S,15S,18S,19S)-19-benzyl-6,15-dihydroxy-10,16,17-trimethyl-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12,16-triene-3,21-dione
Structure
SMILES: CC1=C(C)[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@]23OC(=O)/C=C/[C@H](O)CCC[C@@H](C)C/C=C/[C@H]3[C@@H]1O
InChI: InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18,22-24,26-27,31,33H,7,9-10,13,17H2,1-3H3,(H,30,34)/b14-8+,16-15+/t18-,22-,23+,24+,26+,27-,29-/m1/s1
InChIKey: SEJHGGVKMSZDDH-ZQLHMVIYSA-N
Reference
The structures of cytochalasins A and B
PubChem CID: 60150677
LOTUS: LTS0117546
NPASS: NPC111586
{NPAtlas: NPA000398
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Phoma sp. | Phoma | Didymellaceae | Pleosporales | Dothideomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 479.61700000000025
TPSA？: 99.35
MolLogP？: 4.476500000000004
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 5990.0 | nM | 10.1016/j.bmcl.2012.03.058 |
| Homo sapiens | HCT-15 | IC50 | 5760.0 | nM | 10.1016/j.bmcl.2012.03.058 |
| Homo sapiens | SK-MEL-2 | IC50 | 5280.0 | nM | 10.1016/j.bmcl.2012.03.058 |
| Homo sapiens | SK-OV-3 | IC50 | 4510.0 | nM | 10.1016/j.bmcl.2012.03.058 |
| Homo sapiens | XF498 | IC50 | 12290.0 | nM | 10.1016/j.bmcl.2012.03.058 |