Loganetin

ID: ALA5174883

Cas Number: 29748-10-5

PubChem CID: 10466307

Product Number: L664433, Order Now?

Max Phase: Preclinical

Molecular Formula: C11H16O5

Molecular Weight: 228.24

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CO[C@@H](O)[C@@H]2[C@@H](C)[C@@H](O)C[C@H]12

Standard InChI:  InChI=1S/C11H16O5/c1-5-8(12)3-6-7(10(13)15-2)4-16-11(14)9(5)6/h4-6,8-9,11-12,14H,3H2,1-2H3/t5-,6+,8-,9+,11+/m0/s1

Standard InChI Key:  XWOHZIIPBYAMJX-KHBMLBSESA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    1.4508    1.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363    0.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -0.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652    0.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    1.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331    0.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0482   -0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3581    0.6028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3033   -0.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226    1.8356    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363   -0.6349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508   -1.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4508    2.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7364    2.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652    2.6650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1652    3.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  7  8  1  0
  8  9  1  0
  2  7  1  0
  3  9  1  0
  4  5  1  0
  5  6  1  0
  8 10  1  1
  9 11  1  1
  2 12  1  1
  3 13  1  1
  4 14  1  1
  1 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5174883

   Loganetin

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 228.24

Molecular Weight (Monoisotopic): 228.0998

AlogP: 0.02

#Rotatable Bonds: 1

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.09

CX Basic pKa: ┄

CX LogP: -0.07

CX LogD: -0.07

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.62

Np Likeness Score: 2.79

References

1. Zhang Y, Liang X, Bao X, Xiao W, Chen G..  (2022)  Toll-like receptor 4 (TLR4) inhibitors: Current research and prospective.,  235  [PMID:35307617] [10.1016/j.ejmech.2022.114291]

Source

Source(1):

• Scientific Literature