Cinnabaramide C
AlkaPlorer ID: AK036950
Synonym: None
IUPAC Name: (1R,4R,5S)-1-[[(1R)-cyclohex-2-en-1-yl]methyl]-4-hexyl-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
Structure
SMILES: CCCCCC[C@H]1C(O)=N[C@@]2(C[C@@H]3C=CCCC3)C(=O)O[C@@]12C
InChI: InChI=1S/C19H29NO3/c1-3-4-5-9-12-15-16(21)20-19(17(22)23-18(15,19)2)13-14-10-7-6-8-11-14/h7,10,14-15H,3-6,8-9,11-13H2,1-2H3,(H,20,21)/t14-,15+,18+,19+/m1/s1
InChIKey: HRIJMKFCVROBTA-PDWMJMLSSA-N
Reference
Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete
PubChem CID: 9973253
LOTUS: LTS0149355
SuperNatural Ⅲ: SN0133328-01
NPASS: NPC123141
{NPAtlas: NPA005531
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 319.44500000000005
TPSA？: 58.89
MolLogP？: 4.343800000000003
Number of H-Donors: 1
Number of H-Acceptors: 3
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 20S proteasome | IC50 | 12.0 | nM | 10.1021/np060162u |
| Homo sapiens | Trypsin | Activity | nan | None | 10.1021/np060162u |
| None | No relevant target | Stability | 50.0 | % | 10.1021/np060162u |
| None | Unchecked | Activity | nan | None | 10.1021/np060162u |