diethyl 3,4-dihydroxyfuran-2,5-dicarboxylate

ID: ALA253876

Cas Number: 6270-57-1

PubChem CID: 234848

Product Number: D696631, Order Now?

Max Phase: Preclinical

Molecular Formula: C10H12O7

Molecular Weight: 244.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1oc(C(=O)OCC)c(O)c1O

Standard InChI:  InChI=1S/C10H12O7/c1-3-15-9(13)7-5(11)6(12)8(17-7)10(14)16-4-2/h11-12H,3-4H2,1-2H3

Standard InChI Key:  JGCMPUKYPRCPRE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.2446   -0.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5903    0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8642    1.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6914    1.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225    0.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1949    1.7033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    1.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2036    0.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3956   -0.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025    0.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7027   -0.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3305    0.5157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8524   -0.8309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2033   -1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -2.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1079    0.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7357    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  8  9  1  0
  8 10  2  0
  2  8  1  0
  5  1  1  0
  1  2  1  0
  4  6  1  0
 11 12  1  0
 11 13  2  0
  5 11  1  0
  9 14  1  0
  3  7  1  0
 14 15  1  0
  2  3  2  0
 12 16  1  0
  3  4  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA253876

   Diethyl 3，4-dihydroxyfuran-2，5-dicarboxylate

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

Calculated Properties

Molecular Weight: 244.20

Molecular Weight (Monoisotopic): 244.0583

AlogP: 1.04

#Rotatable Bonds: 4

Polar Surface Area: 106.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.55

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.76

Np Likeness Score: 0.07

References

1. Ni N, Choudhary G, Li M, Wang B..  (2008)  Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.,  18  (5): [PMID:18262415] [10.1016/j.bmcl.2008.01.081]

Source

Source(1):

• Scientific Literature