Madindoline A
AlkaPlorer ID: AK005943
Synonym: None
IUPAC Name: (2R)-2-[[(3aS,8bR)-8b-hydroxy-2,3a-dihydro-1H-furo[2,3-b]indol-4-yl]methyl]-4-butyl-2,5-dimethylcyclopent-4-ene-1,3-dione
Structure
SMILES: CCCCC1=C(C)C(=O)[C@@](C)(CN2C3=CC=CC=C3[C@]3(O)CCO[C@H]23)C1=O
InChI: InChI=1S/C22H27NO4/c1-4-5-8-15-14(2)18(24)21(3,19(15)25)13-23-17-10-7-6-9-16(17)22(26)11-12-27-20(22)23/h6-7,9-10,20,26H,4-5,8,11-13H2,1-3H3/t20-,21+,22+/m0/s1
InChIKey: XPVQXXLKOCZMGG-BHDDXSALSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Streptomyces sp. | Streptomyces | Streptomycetaceae | Kitasatosporales | Actinomycetes | Actinomycetota | None | Bacteria |
Properties Information
Molecule Weight: 369.4610000000002
TPSA？: 66.84
MolLogP？: 3.1054000000000013
Number of H-Donors: 1
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HepG2 | CC50 | 100000.0 | nM | 10.1016/j.bmcl.2016.01.016 |
| Homo sapiens | Interleukin-6 receptor subunit beta | IC50 | 21000.0 | nM | 10.1016/j.bmcl.2016.01.016 |
| Mus musculus | 7TDI | Activity | 1.0 | None | 10.1016/j.bmcl.2006.01.107 |
| None | Unchecked | Kd | 288000.0 | nM | 10.1016/j.bmcl.2021.128229 |