(2E,6E,10E/Z)-3,7,15-Trimethyl-2,6,10,14-hexadecatetraenoic acid

ID: ALA1214703

PubChem CID: 10379483

Max Phase: Preclinical

Molecular Formula: C19H30O2

Molecular Weight: 290.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCC/C=C/CC/C(C)=C/CC/C(C)=C/C(=O)O

Standard InChI:  InChI=1S/C19H30O2/c1-16(2)11-8-6-5-7-9-12-17(3)13-10-14-18(4)15-19(20)21/h5,7,11,13,15H,6,8-10,12,14H2,1-4H3,(H,20,21)/b7-5+,17-13+,18-15+

Standard InChI Key:  JYTUCTYDVKVRFD-UXTHVSFZSA-N

Molfile:  

     RDKit          2D

 21 20  0  0  0  0  0  0  0  0999 V2000
   15.2250  -17.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9500  -16.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5250  -16.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9667  -16.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6875  -16.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8208  -17.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3917  -17.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1000  -17.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5417  -17.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5417  -18.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6583  -17.3708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1000  -16.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8208  -17.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9667  -17.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1000  -18.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2417  -17.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8208  -18.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5250  -16.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042  -16.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5292  -16.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6708  -16.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  7  2  0
  6  8  2  0
  7 12  1  0
  8 15  1  0
  9 16  1  0
 10  9  2  0
 11  2  1  0
 12 13  1  0
 13  3  1  0
 14  5  1  0
 15 17  1  0
 16 14  1  0
 17 10  1  0
 18  3  1  0
 19  6  1  0
 20  6  1  0
 21  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1214703

   (2E,6E,10E)-3,7,15-trimethylhexadeca-2,6,10,14-tetraenoic 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: 290.45

Molecular Weight (Monoisotopic): 290.2246

AlogP: 5.83

#Rotatable Bonds: 10

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.92

CX Basic pKa: ┄

CX LogP: 5.90

CX LogD: 3.46

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.31

Np Likeness Score: 2.27

References

1. Wada A, Wang F, Suhara Y, Yamano Y, Okitsu T, Nakagawa K, Okano T..  (2010)  Efficient synthesis and biological evaluation of demethyl geranylgeranoic acid derivatives.,  18  (16): [PMID:20673632] [10.1016/j.bmc.2010.07.003]

Source

Source(1):

• Scientific Literature