Cyclizidine
AlkaPlorer ID: AK043462
Synonym: None
IUPAC Name: (1aR,5S,6S,7S,7aR,7bS)-5-[(1E,3E)-4-cyclopropyl-2-methylbuta-1,3-dienyl]-7-methyl-2,3,5,6,7a,7b-hexahydro-1aH-oxireno[2,3-g]indolizine-6,7-diol
Structure
SMILES: CC(/C=C/C1CC1)=C\[C@H]1[C@H](O)[C@@](C)(O)[C@H]2[C@@H]3O[C@@H]3CCN12
InChI: InChI=1S/C17H25NO3/c1-10(3-4-11-5-6-11)9-12-16(19)17(2,20)15-14-13(21-14)7-8-18(12)15/h3-4,9,11-16,19-20H,5-8H2,1-2H3/b4-3+,10-9+/t12-,13+,14+,15+,16-,17-/m0/s1
InChIKey: WGALLPIJABPILU-MUUXAGPVSA-N
Reference
Biosynthesis of the indolizidine alkaloid, cyclizidine
PubChem CID: 9994431
CAS: 84393-28-2
LOTUS: LTS0197365
SuperNatural Ⅲ: SN0409306-03
NPASS: NPC151322
{NPAtlas: NPA006699
data_source: manually
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
| Streptomyces sp. HNA39 | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 291.3910000000001
TPSA？: 56.23
MolLogP？: 1.2346999999999997
Number of H-Donors: 2
Number of H-Acceptors: 4
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HCT-116 | IC50 | 28000.0 | nM | 10.1021/acs.jnatprod.7b01055 |
| Homo sapiens | PC-3 | IC50 | 23000.0 | nM | 10.1021/acs.jnatprod.7b01055 |
| Homo sapiens | Rho-associated protein kinase 2 | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.7b01055 |