5-hydroxy-7,8-dimethoxy-2-phenyl-4H-chromen-4-one

ID: ALA2235239

Chembl Id: CHEMBL2235239

Cas Number: 3570-62-5

PubChem CID: 188316

Product Number: O138730

Max Phase: Preclinical

Molecular Formula: C17H14O5

Molecular Weight: 298.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(=O)cc(-c3ccccc3)oc2c1OC

Standard InChI:  InChI=1S/C17H14O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-9,19H,1-2H3

Standard InChI Key:  IHLSBQVBFDTNTC-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA2235239

    Moslosooflavone

Associated Targets(Human)

SW480 (6023 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK2 Tchem Serine/threonine-protein kinase PLK2 (1028 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK3 Tchem Serine/threonine-protein kinase PLK3 (1916 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BACE1 Tchem Beta-secretase 1 (15641 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Avian myoblastosis virus polyprotein II (68 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Spodoptera litura (1708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-22 (3261 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 298.29Molecular Weight (Monoisotopic): 298.0841AlogP: 3.18#Rotatable Bonds: 3
Polar Surface Area: 68.90Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 7.88CX Basic pKa: CX LogP: 3.00CX LogD: 2.88
Aromatic Rings: 3Heavy Atoms: 22QED Weighted: 0.80Np Likeness Score: 1.16

References

1. Phosrithong N, Samee W, Ungwitayatorn J.  (2012)  3D-QSAR studies of natural flavonoid compounds as reverse transcriptase inhibitors,  21  (5): [10.1007/s00044-011-9570-z]
2. Morimoto M, Tanimoto K, Nakano S, Ozaki T, Nakano A, Komai K..  (2003)  Insect antifeedant activity of flavones and chromones against Spodoptera litura.,  51  (2): [PMID:12517100] [10.1021/jf025627a]
3. Wang S, Chen C, Lo C, Feng J, Lin H, Chang P, Yang L, Chen L, Liu Y, Kuo C, Wu J.  (2015)  Synthesis and biological evaluation of novel 7-O-lipophilic substituted baicalein derivatives as potential anticancer agents,  (10): [10.1039/C5MD00163C]
4. Seo YH,Trinh TA,Ryu SM,Kim HS,Choi G,Moon BC,Shim SH,Jang DS,Lee D,Kang KS,Lee J.  (2020)  Chemical Constituents from the Aerial Parts of Elsholtzia ciliata and Their Protective Activities on Glutamate-Induced HT22 Cell Death.,  83  (10): [PMID:32991171] [10.1021/acs.jnatprod.0c00756]
5. Zhang J, Zhang L, Wang J, Ouyang L, Wang Y..  (2022)  Polo-like Kinase 1 Inhibitors in Human Cancer Therapy: Development and Therapeutic Potential.,  65  (15.0): [PMID:35878418] [10.1021/acs.jmedchem.2c00614]
6. Ferreira JPS, Albuquerque HMT, Cardoso SM, Silva AMS, Silva VLM..  (2021)  Dual-target compounds for Alzheimer's disease: Natural and synthetic AChE and BACE-1 dual-inhibitors and their structure-activity relationship (SAR).,  221  [PMID:33984802] [10.1016/j.ejmech.2021.113492]

Source