Michellamine A
AlkaPlorer ID: AK002726
Synonym: None
IUPAC Name: (1R,3R)-5-[3-[4-[(1R,3R)-6,8-dihydroxy-1,3-dimethyl-1,2,3,4-tetrahydroisoquinolin-5-yl]-1-hydroxy-8-methoxy-6-methylnaphthalen-2-yl]-4-hydroxy-5-methoxy-7-methylnaphthalen-1-yl]-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol
Structure
SMILES: COC1=CC(C)=CC2=C(C3=C(O)C=C(O)C4=C3C[C@@H](C)N[C@@H]4C)C=C(C3=CC(C4=C(O)C=C(O)C5=C4C[C@@H](C)N[C@@H]5C)=C4C=C(C)C=C(OC)C4=C3O)C(O)=C12
InChI: InChI=1S/C46H48N2O8/c1-19-9-25-27(41-31-13-21(3)47-23(5)39(31)33(49)17-35(41)51)15-29(45(53)43(25)37(11-19)55-7)30-16-28(26-10-20(2)12-38(56-8)44(26)46(30)54)42-32-14-22(4)48-24(6)40(32)34(50)18-36(42)52/h9-12,15-18,21-24,47-54H,13-14H2,1-8H3/t21-,22-,23-,24-/m1/s1
InChIKey: GMLBVLXDRNJFGR-MOUTVQLLSA-N
Reference
PubChem CID: 454909
CAS: 143168-23-4
LOTUS: LTS0270038
SuperNatural Ⅲ: SN0109614-02
NPASS: NPC40496
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Ancistrocladus korupensis | Ancistrocladus | Ancistrocladaceae | Caryophyllales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 756.8960000000001
TPSA？: 163.9
MolLogP？: 9.052040000000002
Number of H-Donors: 8
Number of H-Acceptors: 10
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 16.0 | ug.mL-1 | 10.1016/j.bmc.2014.07.035 |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1016/j.bmc.2014.07.035 |
| Escherichia coli | Phospho-N-acetylmuramoyl-pentapeptide-transferase | IC50 | 456000.0 | nM | 10.1016/j.bmc.2014.07.035 |
| Escherichia coli | Phospho-N-acetylmuramoyl-pentapeptide-transferase | Inhibition | 20.0 | % | 10.1016/j.bmc.2014.07.035 |
| Escherichia coli | Phospho-N-acetylmuramoyl-pentapeptide-transferase | Inhibition | 60.0 | % | 10.1016/j.bmc.2014.07.035 |
| Homo sapiens | C-344 cell line | EC50 | 39000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | C-344 cell line | IC50 | 160000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | C8166 | EC50 | 88000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | C8166 | IC50 | 240000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CCRF-CEM | EC50 | 23000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CCRF-CEM | IC50 | 125000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 1000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 2000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 3000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 4000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 5000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 6000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 7000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 10000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 11000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 12000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 13000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | EC50 | 18000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | IC50 | 42000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | IC50 | 120000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | CEM-SS | IC50 | 120000.0 | nM | 10.1021/np9700679 |
| Homo sapiens | LDV-7 cell line | EC50 | 13000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | LDV-7 cell line | IC50 | 100000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | EC50 | 5000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | EC50 | 6000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | EC50 | 9000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | EC50 | 40000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | IC50 | 100000.0 | nM | 10.1021/jm00038a003 |
| Homo sapiens | MT2 | IC50 | 200000.0 | nM | 10.1021/jm00038a003 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 1000.0 | nM | 10.1021/np0003995 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 6000.0 | nM | 10.1021/np9700679 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 18000.0 | nM | 10.1021/np9700679 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 19000.0 | nM | 10.1021/np9700679 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 23000.0 | nM | 10.1021/np9700679 |
| Micrococcus flavus | Micrococcus flavus | Activity | nan | None | 10.1016/j.bmc.2014.07.035 |
| Pseudomonas putida | Pseudomonas putida | Activity | nan | None | 10.1016/j.bmc.2014.07.035 |
| None | AA5 | EC50 | 33000.0 | nM | 10.1021/jm00038a003 |
| None | AA5 | IC50 | 125000.0 | nM | 10.1021/jm00038a003 |
| None | ADMET | EC50 | 40.0 | None | 10.1021/np0003995 |
| None | PBL | EC50 | 5000.0 | nM | 10.1021/jm00038a003 |
| None | PBL | IC50 | 240000.0 | nM | 10.1021/jm00038a003 |
| None | PMC | EC50 | 10000.0 | nM | 10.1021/jm00038a003 |
| None | PMC | IC50 | 240000.0 | nM | 10.1021/jm00038a003 |
| None | Unchecked | IC50 | 386000.0 | nM | 10.1016/j.bmc.2014.07.035 |
| None | Unchecked | Inhibition | 0.0 | % | 10.1016/j.bmc.2014.07.035 |
| None | Unchecked | Inhibition | 14.0 | % | 10.1016/j.bmc.2014.07.035 |
| None | Unchecked | Inhibition | 38.0 | % | 10.1016/j.bmc.2014.07.035 |
| None | Unchecked | Inhibition | nan | % | 10.1016/j.bmc.2014.07.035 |