(4S,5S,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-methyl-cyclohex-2-enone

ID: ALA21034

PubChem CID: 44273543

Max Phase: Preclinical

Molecular Formula: C8H12O4

Molecular Weight: 172.18

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C8H12O4/c1-4-7(11)5(3-9)2-6(10)8(4)12/h2,4,6,8-10,12H,3H2,1H3/t4-,6-,8-/m0/s1

Standard InChI Key:  SWYGRDJKVMOQJL-WSDOSGOUSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  1  0  0  0  0  0999 V2000
    5.1750   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -1.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5917   -2.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1750   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5917   -3.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -3.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -1.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917   -2.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2917   -4.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542   -1.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -4.2500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  6  1  0
  6  4  1  0
  7  2  2  0
  8  1  1  0
  5  9  1  6
  6 10  1  1
  3 11  1  6
 12  8  1  0
  6 13  1  6
  5  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA21034

   (4S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-methylcyclohex-2-en-1-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: 172.18

Molecular Weight (Monoisotopic): 172.0736

AlogP: -1.15

#Rotatable Bonds: 1

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.42

CX Basic pKa: ┄

CX LogP: -1.01

CX LogD: -1.01

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.47

Np Likeness Score: 2.71

References

1. Fukushima Y, Sakagami Y, Marumo S.  (1993)  -Glucan biosynthesis inhibitors isolated from fungi as hyphal malformation inducer,  3  (6): [10.1016/S0960-894X(00)80319-4]

Source

Source(1):

• Scientific Literature