Cinnabaramide B
AlkaPlorer ID: AK003626
Synonym: None
IUPAC Name: (1R,4R,5S)-1-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-(1-hydroxyhexyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
Structure
SMILES: CCCCCC(O)[C@H]1C(=O)N[C@@]2([C@@H](O)[C@@H]3C=CCCC3)C(=O)O[C@@]12C
InChI: InChI=1S/C19H29NO5/c1-3-4-6-11-13(21)14-16(23)20-19(17(24)25-18(14,19)2)15(22)12-9-7-5-8-10-12/h7,9,12-15,21-22H,3-6,8,10-11H2,1-2H3,(H,20,23)/t12-,13?,14+,15+,18+,19+/m1/s1
InChIKey: YZIAPUWXZJLPJK-MOEJHERCSA-N
Reference
Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete
PubChem CID: 16109811
LOTUS: LTS0178324
NPASS: NPC473252
{NPAtlas: NPA002522
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 351.4430000000002
TPSA？: 95.86
MolLogP？: 1.4450999999999998
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 20S proteasome | IC50 | 245.0 | 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 |