Cinnabaramide F
AlkaPlorer ID: AK002337
Synonym: None
IUPAC Name: (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]sulfanylpropanoic acid
Structure
SMILES: CCCCCC[C@H]1C(=O)N[C@](C(=O)SC[C@H](NC(C)=O)C(=O)O)([C@@H](O)[C@@H]2C=CCCC2)[C@@]1(C)O
InChI: InChI=1S/C24H38N2O7S/c1-4-5-6-10-13-17-20(29)26-24(23(17,3)33,19(28)16-11-8-7-9-12-16)22(32)34-14-18(21(30)31)25-15(2)27/h8,11,16-19,28,33H,4-7,9-10,12-14H2,1-3H3,(H,25,27)(H,26,29)(H,30,31)/t16-,17+,18+,19+,23+,24+/m1/s1
InChIKey: LNANRAACAKDGBI-HIOGCZMJSA-N
Reference
Cinnabaramides A−G: Analogues of Lactacystin and Salinosporamide from a Terrestrial Streptomycete
PubChem CID: 16109813
LOTUS: LTS0000041
SuperNatural Ⅲ: SN0210009-01
NPASS: NPC50694
{NPAtlas: NPA003321
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 498.64200000000034
TPSA？: 153.03
MolLogP？: 1.758900000000001
Number of H-Donors: 5
Number of H-Acceptors: 7
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 20S proteasome | IC50 | 6.0 | nM | 10.1021/np060162u |
| Homo sapiens | Trypsin | Activity | nan | None | 10.1021/np060162u |
| None | No relevant target | Stability | 90.0 | % | 10.1021/np060162u |
| None | Unchecked | Activity | nan | None | 10.1021/np060162u |