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

ID: ALA298425

PubChem CID: 22105235

Max Phase: Preclinical

Molecular Formula: C7H10O6

Molecular Weight: 190.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=C(O)C(=O)OC1C(O)CO

Standard InChI:  InChI=1S/C7H10O6/c1-12-6-4(10)7(11)13-5(6)3(9)2-8/h3,5,8-10H,2H2,1H3

Standard InChI Key:  HFSCYDMAVALOIA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    7.3000   -7.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -6.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -6.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -5.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4917   -5.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3917   -6.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7042   -7.8000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -7.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -5.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0792   -6.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8542   -6.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2625   -7.9667    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  9  1  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA298425

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

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: 190.15

Molecular Weight (Monoisotopic): 190.0477

AlogP: -1.32

#Rotatable Bonds: 3

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.11

CX Basic pKa: ┄

CX LogP: -1.80

CX LogD: -1.88

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.48

Np Likeness Score: 2.02

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