5-(1,2-Dihydroxy-ethyl)-3,4-dimethoxy-5H-furan-2-one

ID: ALA46084

Cas Number: 40613-68-1

PubChem CID: 315264

Max Phase: Preclinical

Molecular Formula: C8H12O6

Molecular Weight: 204.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H12O6/c1-12-6-5(4(10)3-9)14-8(11)7(6)13-2/h4-5,9-10H,3H2,1-2H3

Standard InChI Key:  PLFZSHMRIUGRDH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    7.3042   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -7.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6000   -6.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -6.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625   -5.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4000   -6.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125   -7.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0667   -7.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -5.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875   -6.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -6.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5042   -8.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2667   -8.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  4  1  0
  7  3  2  0
  8  1  1  0
  9  2  1  0
 10  6  1  0
 11 12  1  0
 12  6  1  0
 13  8  1  0
 14  9  1  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA46084

   2-(1,2-dihydroxyethyl)-3,4-dimethoxy-2H-furan-5-one

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: 204.18

Molecular Weight (Monoisotopic): 204.0634

AlogP: -1.23

#Rotatable Bonds: 4

Polar Surface Area: 85.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.53

CX Basic pKa: ┄

CX LogP: -1.69

CX LogD: -1.69

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.56

Np Likeness Score: 2.18

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