(12S)-15,16,17-trimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14(19),15,17-hexaene
AlkaPlorer ID: AK079984
Synonym: None
IUPAC Name: (12S)-15,16,17-trimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene
Structure
SMILES: COC1=C(OC)C(OC)=C2C[C@H]3C4=C(C=C5OCOC5=C4C2=C1)CCN3C
InChI: InChI=1S/C21H23NO5/c1-22-6-5-11-7-16-20(27-10-26-16)18-12-9-15(23-2)21(25-4)19(24-3)13(12)8-14(22)17(11)18/h7,9,14H,5-6,8,10H2,1-4H3/t14-/m0/s1
InChIKey: SQAYCDKOCYEIQZ-AWEZNQCLSA-N
Reference
Ocotea alkaloids: The characterization and structures of four new aporphine bases
PubChem CID: 1549362
LOTUS: LTS0064883
SuperNatural Ⅲ: SN0352293-01
NPASS: NPC19520
Source
Properties Information
Molecule Weight: 369.41700000000014
TPSA？: 49.39000000000001
MolLogP？: 3.193200000000002
Number of H-Donors: 0
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Glucose transporter | Inhibition | -0.22 | % | 10.6019/CHEMBL3433997 |
| Homo sapiens | HepG2 | Inhibition | 7.0 | % | 10.1038/nature09107 |
| Leishmania mexicana | Glucose transporter | Inhibition | 1.06 | % | 10.6019/CHEMBL3433997 |
| Plasmodium falciparum | Hexose transporter 1 | Inhibition | 1.49 | % | 10.6019/CHEMBL3433997 |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 0.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 30.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | Inhibition | 84.0 | % | 10.1038/nature09107 |
| Plasmodium falciparum | Plasmodium falciparum | XC50 | 968.77 | nM | 10.1038/nature09107 |
| None | Unchecked | IFI | 0.74 | % | 10.1038/nature09107 |