(E)-4-oxohexadec-2-enoic acid

ID: ALA2230197

PubChem CID: 11196453

Max Phase: Preclinical

Molecular Formula: C16H28O3

Molecular Weight: 268.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCC(=O)/C=C/C(=O)O

Standard InChI:  InChI=1S/C16H28O3/c1-2-3-4-5-6-7-8-9-10-11-12-15(17)13-14-16(18)19/h13-14H,2-12H2,1H3,(H,18,19)/b14-13+

Standard InChI Key:  SWMQZEIJDYTILH-BUHFOSPRSA-N

Molfile:  

     RDKit          2D

 19 18  0  0  0  0  0  0  0  0999 V2000
   15.5459   -3.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2604   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9749   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2604   -2.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6893   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4038   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1183   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4038   -4.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8327   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5472   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2618   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9762   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6907   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4052   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1196   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8341   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5486   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2630   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9775   -3.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA2230197

   sodium;(E)-4-oxohexadec-2-enoate

2. Parent:

   

   ALA2230197

   (E)-4-oxohexadec-2-enoic 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: 268.40

Molecular Weight (Monoisotopic): 268.2038

AlogP: 4.51

#Rotatable Bonds: 13

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.70

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 2.13

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: 0.84

References

1. Eschen-Lippold L, Draeger T, Teichert A, Wessjohann L, Westermann B, Rosahl S, Arnold N..  (2009)  Antioomycete activity of gamma-oxocrotonate fatty acids against P. infestans.,  57  (20): [PMID:19778058] [10.1021/jf902067k]

Source

Source(1):

• Scientific Literature