4-O-methyldavidigenin; 2',4'-dihydroxy-4-methoxydihydrochalcone

ID: ALA4531870

Cas Number: 93435-21-3

PubChem CID: 578444

Max Phase: Preclinical

Molecular Formula: C16H16O4

Molecular Weight: 272.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CCC(=O)c2ccc(O)cc2O)cc1

Standard InChI:  InChI=1S/C16H16O4/c1-20-13-6-2-11(3-7-13)4-9-15(18)14-8-5-12(17)10-16(14)19/h2-3,5-8,10,17,19H,4,9H2,1H3

Standard InChI Key:  WHIXVXRRHPHWRQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   14.8029   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8018   -5.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5166   -5.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2331   -5.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2303   -4.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5148   -3.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9482   -5.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6620   -5.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3772   -5.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0910   -5.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8049   -5.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5182   -5.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5173   -4.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7972   -3.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0867   -4.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5164   -6.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0884   -3.9669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9495   -6.4425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2306   -3.9609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9463   -4.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 16  1  0
  1 17  1  0
  7 18  2  0
 13 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531870

   2',4'-Dihydroxy-3-(p-methoxyphenyl)-propiophenone

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 272.30

Molecular Weight (Monoisotopic): 272.1049

AlogP: 2.92

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.87

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.57

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.82

Np Likeness Score: 0.43

References

1. Yu Y, Simmler C, Kuhn P, Poulev A, Raskin I, Ribnicky D, Floyd ZE, Pauli GF..  (2019)  The DESIGNER Approach Helps Decipher the Hypoglycemic Bioactive Principles of Artemisia dracunculus (Russian Tarragon).,  82  (12): [PMID:31815461] [10.1021/acs.jnatprod.9b00548]

Source

Source(1):

• Scientific Literature