Cytochalasin H
AlkaPlorer ID: AK002643
Synonym: None
IUPAC Name: [(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
Structure
SMILES: C=C1[C@@H](C)[C@H]2[C@H](CC3=CC=CC=C3)N=C(O)[C@]23[C@H](OC(C)=O)/C=C/[C@](C)(O)C[C@@H](C)C/C=C/[C@H]3[C@@H]1O
InChI: InChI=1S/C30H39NO5/c1-18-10-9-13-23-27(33)20(3)19(2)26-24(16-22-11-7-6-8-12-22)31-28(34)30(23,26)25(36-21(4)32)14-15-29(5,35)17-18/h6-9,11-15,18-19,23-27,33,35H,3,10,16-17H2,1-2,4-5H3,(H,31,34)/b13-9+,15-14+/t18-,19+,23-,24-,25+,26-,27+,29-,30+/m0/s1
InChIKey: NAEWXXDGBKTIMN-OWTACEMYSA-N
Reference
PubChem CID: 13892272
LOTUS: LTS0122561
SuperNatural Ⅲ: SN0240021-11
NPASS: NPC250529
{NPAtlas: NPA019651
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Phomopsis sp. | Phomopsis | Valsaceae | Diaporthales | Sordariomycetes | Ascomycota | Fungi | Eukaryota |
| Gleditsia japonica | Gleditsia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Gleditsia sinensis | Gleditsia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 493.6440000000003
TPSA？: 99.35
MolLogP？: 4.578400000000005
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 | 40000.0 | 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 | 42000.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | MDA-MB-435 | IC50 | 200.0 | nM | 10.1021/acs.jnatprod.1c01115 |
| Homo sapiens | SNB-19 | IC50 | 26000.0 | nM | 10.1021/acs.jnatprod.1c01115 |