5-(1,2-Dihydroxy-ethyl)-3,4-dihydroxy-dihydro-furan-2-one

ID: ALA610071

PubChem CID: 15560271

Max Phase: Preclinical

Molecular Formula: C6H10O6

Molecular Weight: 178.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1O[C@H](C(O)CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2?,3-,4+,5+/m0/s1

Standard InChI Key:  SXZYCXMUPBBULW-LQXMCGDCSA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
    4.1750   -2.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7000   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6125   -2.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9708   -4.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1750   -4.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000   -2.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0750   -3.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  3  6  1  1
  2  7  2  0
  4  8  1  6
  5  9  1  6
 10  6  1  0
 11 12  1  0
 12  6  1  0
  5  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA610071

   D-Allono-1,4-lactone

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: 178.14

Molecular Weight (Monoisotopic): 178.0477

AlogP: -3.01

#Rotatable Bonds: 2

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.62

CX Basic pKa: ┄

CX LogP: -2.75

CX LogD: -2.75

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.34

Np Likeness Score: 2.38

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]

2. Therisod H, Letourneux Y, Therisod M..  (1998)  A new strong inhibitor of beta-mannosidase.,  8  (4): [PMID:9871687] [10.1016/s0960-894x(98)00031-6]

Source

Source(1):

• Scientific Literature