Cinnabaramide G
AlkaPlorer ID: AK010840
Synonym: None
IUPAC Name: methyl (2R)-2-acetamido-3-[(2R,3S,4R)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-4-hexyl-3-hydroxy-3-methyl-5-oxopyrrolidine-2-carbonyl]sulfanylpropanoate
Structure
SMILES: CCCCCC[C@H]1C(=O)N[C@](C(=O)SC[C@H](NC(C)=O)C(=O)OC)([C@@H](O)[C@@H]2C=CCCC2)[C@@]1(C)O
InChI: InChI=1S/C25H40N2O7S/c1-5-6-7-11-14-18-21(30)27-25(24(18,3)33,20(29)17-12-9-8-10-13-17)23(32)35-15-19(22(31)34-4)26-16(2)28/h9,12,17-20,29,33H,5-8,10-11,13-15H2,1-4H3,(H,26,28)(H,27,30)/t17-,18+,19+,20+,24+,25+/m1/s1
InChIKey: GMTRMEITDRYTSO-YNCBRICXSA-N
Reference
Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete
PubChem CID: 16109815
LOTUS: LTS0266997
NPASS: NPC201968
{NPAtlas: NPA010775
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 512.6690000000004
TPSA？: 142.03
MolLogP？: 1.8473
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 20S proteasome | IC50 | 0.6 | nM | 10.1021/np060162u |
| Homo sapiens | Trypsin | Activity | nan | None | 10.1021/np060162u |
| None | No relevant target | Stability | 45.0 | % | 10.1021/np060162u |
| None | No relevant target | Stability | 90.0 | % | 10.1021/np060162u |
| None | Unchecked | Activity | nan | None | 10.1021/np060162u |