Acetic acid 2-acetoxy-1-(3,4-dimethoxy-5-oxo-2,5-dihydro-furan-2-yl)-ethyl ester

ID: ALA295629

PubChem CID: 44292389

Max Phase: Preclinical

Molecular Formula: C12H16O8

Molecular Weight: 288.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(OC)C(C(COC(C)=O)OC(C)=O)OC1=O

Standard InChI:  InChI=1S/C12H16O8/c1-6(13)18-5-8(19-7(2)14)9-10(16-3)11(17-4)12(15)20-9/h8-9H,5H2,1-4H3

Standard InChI Key:  XJBVOZILOBKRIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    7.6875   -7.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8667   -7.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6542   -6.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9792   -6.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3417   -6.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -6.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7542   -5.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3917   -5.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7792   -6.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -6.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0917   -8.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4500   -8.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1667   -5.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9542   -7.9292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0542   -6.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8917   -8.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -8.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  3  1  0
  7  6  1  0
  8  7  1  0
  9  4  2  0
 10 14  1  0
 11  6  1  0
 12  1  1  0
 13  2  1  0
 14 11  1  0
 15  8  2  0
 16 10  2  0
 17  8  1  0
 18 10  1  0
 19 12  1  0
 20 13  1  0
  5  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA295629

   [2-acetyloxy-2-(3,4-dimethoxy-5-oxo-2H-furan-2-yl)ethyl] acetate

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: 288.25

Molecular Weight (Monoisotopic): 288.0845

AlogP: -0.09

#Rotatable Bonds: 6

Polar Surface Area: 97.36

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.52

CX Basic pKa: ┄

CX LogP: -0.81

CX LogD: -0.81

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: 1.70

References

1. Abell AD, Ratcliffe MJ, Gerrard J..  (1998)  Ascorbic acid-based inhibitors of alpha-amylases.,  8  (13): [PMID:9873419] [10.1016/s0960-894x(98)00298-4]

Source

Source(1):

• Scientific Literature