6,7-dihydroxy-3,7'-dicoumaryl ether

ID: ALA462972

Cas Number: 53947-90-3

PubChem CID: 5491526

Max Phase: Preclinical

Molecular Formula: C18H10O7

Molecular Weight: 338.27

Molecule Type: Small molecule

Names and Identifiers

Synonyms: edgeworthin | edgeworthin|53947-90-3|6,7-dihydroxy-3-(2-oxochromen-7-yl)oxychromen-2-one|CHEMBL462972|2H-1-Benzopyran-2-one, 6,7-dihydroxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-|2H-1-Benzopyran-2-one, 6,7-dihydroxy-3-((2-oxo-2H-1-benzopyran-7-yl)oxy)-|SCHEMBL3943410|DTXSID70968749|BDBM50269808|6,7-dihydroxy-3,7''-dicoumaryl ether|6,7-Dihydroxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-2H-1-benzopyran-2-one

Canonical SMILES:  O=c1ccc2ccc(Oc3cc4cc(O)c(O)cc4oc3=O)cc2o1

Standard InChI:  InChI=1S/C18H10O7/c19-12-5-10-6-16(18(22)25-15(10)8-13(12)20)23-11-3-1-9-2-4-17(21)24-14(9)7-11/h1-8,19-20H

Standard InChI Key:  IBZKIELXVOINHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   10.8926    1.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8915    1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6074    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6056    2.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3178    1.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3167    1.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0307    0.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7504    1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7516    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0330    2.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4647    0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4680    2.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1757    0.6205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1826    1.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1789    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095    1.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8952    2.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6101    1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8932    0.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8868   -0.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5956   -0.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3125   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3207    0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5881   -1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1771    2.2733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 12  1  0
  2  3  1  0
  2 13  1  0
  3  6  2  0
 12 14  1  0
  1  2  2  0
 14 15  2  0
 15 19  1  0
  5  4  2  0
 18 16  1  0
  4  1  1  0
 16 17  2  0
 17 14  1  0
 18 19  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  5  6  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
  8 11  2  0
 21 24  2  0
  1 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA462972

   EDGEWORTHIN

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: 338.27

Molecular Weight (Monoisotopic): 338.0427

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 110.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.37

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: 0.72

References

1. Li SS, Gao Z, Feng X, Hecht SM..  (2004)  Biscoumarin derivatives from Edgeworthia gardneri that inhibit the lyase activity of DNA polymerase beta.,  67  (9): [PMID:15387673] [10.1021/np040127s]

2. Faisal M, Saeed A, Shahzad D, Fattah TA, Lal B, Channar PA, Mahar J, Saeed S, Mahesar PA, Larik FA..  (2017)  Enzyme inhibitory activities an insight into the structure-Activity relationship of biscoumarin derivatives.,  141  [PMID:29032032] [10.1016/j.ejmech.2017.10.009]

Source

Source(1):

• Scientific Literature