Lalioside

ID: ALA2286764

Cas Number: 116964-03-5

PubChem CID: 189452

Max Phase: Preclinical

Molecular Formula: C14H18O10

Molecular Weight: 346.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(O)cc(O)c(O)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C14H18O10/c1-4(16)8-5(17)2-6(18)9(19)13(8)24-14-12(22)11(21)10(20)7(3-15)23-14/h2,7,10-12,14-15,17-22H,3H2,1H3/t7-,10-,11+,12-,14+/m1/s1

Standard InChI Key:  ZLGYDHODHCRHMW-WHFNTLTKSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.5839   -5.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5828   -6.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2908   -6.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -6.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9977   -5.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -4.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8761   -4.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2906   -7.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7003   -4.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4124   -5.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -6.1330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1247   -6.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8304   -6.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8236   -5.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1111   -4.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5283   -4.8894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1303   -7.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254   -7.7646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5409   -6.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7088   -6.5548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2866   -4.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9931   -3.6915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5777   -3.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1036   -4.0806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  3  8  1  0
  5  9  1  0
 10  9  1  1
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  1
 12 17  1  1
 17 18  1  0
 13 19  1  6
  4 20  1  0
  6 21  1  0
 21 22  2  0
 21 23  1  0
 15 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2286764

   LALIOSIDE

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: 346.29

Molecular Weight (Monoisotopic): 346.0900

AlogP: -1.82

#Rotatable Bonds: 4

Polar Surface Area: 177.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.08

CX Basic pKa: ┄

CX LogP: -1.30

CX LogD: -1.38

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.19

Np Likeness Score: 2.18

References

1. Trigui M, Ben Hsouna A, Hammami I, Culioli G, Ksantini M, Tounsi S, Jaoua S..  (2013)  Efficacy of Lawsonia inermis leaves extract and its phenolic compounds against olive knot and crown gall diseases,  45  [10.1016/j.cropro.2012.11.014]

Source

Source(1):

• Scientific Literature