2-Hydroxymethyl-3,4-dihydro-2H-pyran-3,4-diol

ID: ALA2115530

Cas Number: 21193-75-9

PubChem CID: 2734735

Product Number: G107885, Order Now?

Max Phase: Preclinical

Molecular Formula: C6H10O4

Molecular Weight: 146.14

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6-/m1/s1

Standard InChI Key:  YVECGMZCTULTIS-HSUXUTPPSA-N

Molfile:  

     RDKit          2D

 10 10  0  0  0  0  0  0  0  0999 V2000
    4.4042   -3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -3.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -3.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -3.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8417   -4.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -2.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5250   -1.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5794   -3.8600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4447   -5.2524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  2  0
  4  6  1  0
  5  2  1  0
  6  1  1  0
  2  7  1  1
  8  7  1  0
  3  5  1  0
  1  9  1  1
  6 10  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2115530

   D-Galactal

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: 146.14

Molecular Weight (Monoisotopic): 146.0579

AlogP: -1.39

#Rotatable Bonds: 1

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.96

CX Basic pKa: ┄

CX LogP: -1.64

CX LogD: -1.64

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.43

Np Likeness Score: 3.07

References

1. Dumas DP, Ichikawa Y, Wong C, Lowe JB, Nair RP.  (1991)  Enzymatic synthesis of sialyl Lex and derivatives based on a recombinant fucosyltransferase,  1  (8): [10.1016/S0960-894X(00)80270-X]

2. Hassan M, Baussière F, Guzelj S, Sundin AP, Håkansson M, Kovačič R, Leffler H, Tomašič T, Anderluh M, Jakopin Ž, Nilsson UJ..  (2021)  Structure-Guided Design of d-Galactal Derivatives with High Affinity and Selectivity for the Galectin-8 N-Terminal Domain.,  12  (11.0): [PMID:34795863] [10.1021/acsmedchemlett.1c00371]

Source

Source(1):

• Scientific Literature