Orobol 7,3'-di-O-methyl ether

ID: ALA4173249

Chembl Id: CHEMBL4173249

Cas Number: 104668-88-4

PubChem CID: 13845970

Max Phase: Preclinical

Molecular Formula: C17H14O6

Molecular Weight: 314.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(=O)c(-c3ccc(O)c(OC)c3)coc2c1

Standard InChI:  InChI=1S/C17H14O6/c1-21-10-6-13(19)16-15(7-10)23-8-11(17(16)20)9-3-4-12(18)14(5-9)22-2/h3-8,18-19H,1-2H3

Standard InChI Key:  NMQZMHHAWZDJOJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4173249

   5,4'-Dihydroxy-7,3'-dimethoxyisoflavone

Molecule Features

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

Calculated Properties

Molecular Weight: 314.29

Molecular Weight (Monoisotopic): 314.0790

AlogP: 2.89

#Rotatable Bonds: 3

Polar Surface Area: 89.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.33

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: 1.13

References

1. Ayoub IM, Korinek M, Hwang TL, Chen BH, Chang FR, El-Shazly M, Singab ANB..  (2018)  Probing the Antiallergic and Anti-inflammatory Activity of Biflavonoids and Dihydroflavonols from Dietes bicolor.,  81  (2): [PMID:29381070] [10.1021/acs.jnatprod.7b00476]

2. Zhang M,Zhang Y,Huang Q,Duan H,Zhao G,Liu L,Li Y.  (2021)  Flavonoids from Sophora alopecuroides L. improve palmitate-induced insulin resistance by inhibiting PTP1B activity in vitro.,  35  [PMID:33412152] [10.1016/j.bmcl.2021.127775]

Source

Source(1):

• Scientific Literature