4-methoxy-3-(3',7'-dimethylocta-2'-E-6'-dienyl)benzoic acid

ID: ALA490664

Cas Number: 246266-38-6

PubChem CID: 10517475

Max Phase: Preclinical

Molecular Formula: C18H24O3

Molecular Weight: 288.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)O)cc1C/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C18H24O3/c1-13(2)6-5-7-14(3)8-9-15-12-16(18(19)20)10-11-17(15)21-4/h6,8,10-12H,5,7,9H2,1-4H3,(H,19,20)/b14-8+

Standard InChI Key:  IHSAYXMNBDVWDA-RIYZIHGNSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -0.0405  -23.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789  -24.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3883  -23.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1078  -24.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7529  -24.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693  -23.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0385  -24.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0398  -25.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3268  -25.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076  -25.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106  -24.3235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3288  -23.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3280  -26.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0432  -26.8068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6143  -26.8091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327  -23.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983  -23.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1818  -24.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4735  -23.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781  -23.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0491  -22.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 11 12  2  0
 12  7  1  0
  1  2  1  0
  3  4  1  0
  7  8  2  0
 13 14  1  0
 13 15  2  0
  9 13  1  0
 12 16  1  0
  8  9  1  0
 11 17  1  0
  5  1  1  0
 17 18  1  0
 18  6  2  0
  9 10  2  0
  6 19  1  0
  2  3  2  0
  3 20  1  0
 10 11  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA490664

   3-Geranyl-4-methoxybenzoic acid

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: 288.39

Molecular Weight (Monoisotopic): 288.1725

AlogP: 4.63

#Rotatable Bonds: 7

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.33

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: 1.45

References

1. Lago JH, Ramos CS, Casanova DC, Morandim Ade A, Bergamo DC, Cavalheiro AJ, Bolzani Vda S, Furlan M, Guimarães EF, Young MC, Kato MJ..  (2004)  Benzoic acid derivatives from Piper species and their fungitoxic activity against Cladosporium cladosporioides and C. sphaerospermum.,  67  (11): [PMID:15568762] [10.1021/np030530j]

Source

Source(1):

• Scientific Literature