Usimine B
AlkaPlorer ID: AK031132
Synonym: None
IUPAC Name: (2S)-2-[1-[(9bR)-6-acetyl-7,9-dihydroxy-8,9b-dimethyl-1,3-dioxodibenzofuran-2-ylidene]ethylamino]pentanedioic acid
Structure
SMILES: CC(=O)C1=C2OC3=CC(O)=C(/C(C)=N/[C@@H](CCC(=O)O)C(=O)O)C(=O)[C@]3(C)C2=C(O)C(C)=C1O
InChI: InChI=1S/C23H23NO10/c1-8-18(29)16(10(3)25)20-17(19(8)30)23(4)13(34-20)7-12(26)15(21(23)31)9(2)24-11(22(32)33)5-6-14(27)28/h7,11,26,29-30H,5-6H2,1-4H3,(H,27,28)(H,32,33)/b24-9+/t11-,23-/m0/s1
InChIKey: WFFMTGCIAAQCKO-YBIMWRBWSA-N
Reference
Usimines A−C, Bioactive Usnic Acid Derivatives from the Antarctic Lichen <i>Stereocaulon alpinum</i>
LOTUS: LTS0243944
NPASS: NPC117713
{NPAtlas: NPA007247
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Stereocaulon alpinum | Stereocaulon | Stereocaulaceae | Lecanorales | Lecanoromycetes | Ascomycota | Fungi | Eukaryota |
| Helleborus niger | Helleborus | Ranunculaceae | Ranunculales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Dasyscyphus nidulus | Dasyscyphus | Lachnaceae | Helotiales | Leotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 473.43400000000025
TPSA？: 191.02
MolLogP？: 2.31652
Number of H-Donors: 5
Number of H-Acceptors: 9
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 27700.0 | nM | 10.1021/np070464b |