Usimine A
AlkaPlorer ID: AK090569
Synonym: None
IUPAC Name: (2S)-2-[1-[(9bR)-6-acetyl-7,9-dihydroxy-8,9b-dimethyl-1,3-dioxodibenzofuran-2-ylidene]ethylamino]-5-methoxy-5-oxopentanoic acid
Structure
SMILES: COC(=O)CC[C@H](/N=C(\C)C1=C(O)C=C2OC3=C(C(C)=O)C(O)=C(C)C(O)=C3[C@@]2(C)C1=O)C(=O)O
InChI: InChI=1S/C24H25NO10/c1-9-19(29)17(11(3)26)21-18(20(9)30)24(4)14(35-21)8-13(27)16(22(24)31)10(2)25-12(23(32)33)6-7-15(28)34-5/h8,12,27,29-30H,6-7H2,1-5H3,(H,32,33)/b25-10+/t12-,24-/m0/s1
InChIKey: SCYWZWOOQQSOPH-KMGGXTPGSA-N
Reference
Usimines A−C, Bioactive Usnic Acid Derivatives from the Antarctic Lichen <i>Stereocaulon alpinum</i>
LOTUS: LTS0058041
NPASS: NPC221792
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: 487.4610000000004
TPSA？: 180.01999999999998
MolLogP？: 2.40492
Number of H-Donors: 4
Number of H-Acceptors: 10
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Protein-tyrosine phosphatase 1B | IC50 | 15000.0 | nM | 10.1021/np070464b |