| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
GEMICHALCONE B
ID: ALA497716
Max Phase: Preclinical
Molecular Formula: C29H26O7
Molecular Weight: 486.52
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: C/C(=C/Cc1c(O)ccc(C(=O)/C=C/c2ccc(O)cc2)c1O)COC(=O)/C=C/c1ccc(O)cc1
Standard InChI: InChI=1S/C29H26O7/c1-19(18-36-28(34)17-8-21-5-11-23(31)12-6-21)2-13-24-27(33)16-14-25(29(24)35)26(32)15-7-20-3-9-22(30)10-4-20/h2-12,14-17,30-31,33,35H,13,18H2,1H3/b15-7+,17-8+,19-2-
Standard InChI Key: YKTQNXNBVRMYNF-VFZUQKNSSA-N
Associated Targets(Human)
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
RAW264.7 (28094 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Gusb Beta-glucuronidase (17 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Molecule Features
| Natural Product: No | 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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 486.52 | Molecular Weight (Monoisotopic): 486.1679 | AlogP: 5.15 | #Rotatable Bonds: 9 |
| Polar Surface Area: 124.29 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 4 |
| #RO5 Violations: 1 | HBA (Lipinski): 7 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 6.92 | CX Basic pKa: | CX LogP: 6.81 | CX LogD: 6.18 |
| Aromatic Rings: 3 | Heavy Atoms: 36 | QED Weighted: 0.14 | Np Likeness Score: 1.04 |
References
| 1. Han AR, Kang YJ, Windono T, Lee SK, Seo EK.. (2006) Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production., 69 (4): [PMID:16643064] [10.1021/np0600346] |
| 2. Su BN, Cuendet M, Hawthorne ME, Kardono LB, Riswan S, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD.. (2002) Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity., 65 (2): [PMID:11858749] [10.1021/np010451c] |
| 3. Nguyen NT, Nguyen MH, Nguyen HX, Bui NK, Nguyen MT.. (2012) Tyrosinase inhibitors from the wood of Artocarpus heterophyllus., 75 (11): [PMID:23113717] [10.1021/np300576w] |
| 4. Awolade P, Cele N, Kerru N, Gummidi L, Oluwakemi E, Singh P.. (2020) Therapeutic significance of β-glucuronidase activity and its inhibitors: A review., 187 [PMID:31835168] [10.1016/j.ejmech.2019.111921] |
Source
Source(1):