ID: ALA3585932
Chembl Id: CHEMBL3585932
PubChem CID: 102335359
Max Phase: Preclinical
Molecular Formula: C22H27NO8
Molecular Weight: 433.46
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(C[C@@H]3NCCc4cc(O)c(O)cc43)cc2)[C@H](O)[C@@H](O)[C@@H]1O
Standard InChI: InChI=1S/C22H27NO8/c24-10-18-19(27)20(28)21(29)22(31-18)30-13-3-1-11(2-4-13)7-15-14-9-17(26)16(25)8-12(14)5-6-23-15/h1-4,8-9,15,18-29H,5-7,10H2/t15-,18+,19+,20-,21+,22+/m0/s1
Standard InChI Key: OEUGQYOMKCJJLJ-LOZMKZQPSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Natural Product: Yes | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 433.46 | Molecular Weight (Monoisotopic): 433.1737 | AlogP: -0.29 | #Rotatable Bonds: 5 |
| Polar Surface Area: 151.87 | Molecular Species: BASE | HBA: 9 | HBD: 7 |
| #RO5 Violations: 1 | HBA (Lipinski): 9 | HBD (Lipinski): 7 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 9.40 | CX Basic pKa: 8.59 | CX LogP: 0.12 | CX LogD: -0.85 |
| Aromatic Rings: 2 | Heavy Atoms: 31 | QED Weighted: 0.32 | Np Likeness Score: 1.84 |
| 1. Kato E, Inagaki Y, Kawabata J.. (2015) Higenamine 4'-O-β-d-glucoside in the lotus plumule induces glucose uptake of L6 cells through β2-adrenergic receptor., 23 (13): [PMID:25943853] [10.1016/j.bmc.2015.04.054] |
| 2. Kato E, Kimura S, Kawabata J.. (2017) Ability of higenamine and related compounds to enhance glucose uptake in L6 cells., 25 (24): [PMID:29066136] [10.1016/j.bmc.2017.10.011] |
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