4-hydroperoxy-2-decenoic acid ethyl ester

ID: ALA4483451

PubChem CID: 132520359

Max Phase: Preclinical

Molecular Formula: C12H22O4

Molecular Weight: 230.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCC(/C=C/C(=O)OCC)OO

Standard InChI:  InChI=1S/C12H22O4/c1-3-5-6-7-8-11(16-14)9-10-12(13)15-4-2/h9-11,14H,3-8H2,1-2H3/b10-9+

Standard InChI Key:  LNQJMDJQUAQRGI-MDZDMXLPSA-N

Molfile:  

 
     RDKit          2D

 16 15  0  0  0  0  0  0  0  0999 V2000
    8.9396   -7.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6453   -7.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3511   -7.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0568   -7.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7626   -7.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4684   -7.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1741   -7.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8799   -7.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5856   -7.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2914   -7.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1759   -8.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4691   -8.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9996   -7.5602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2904   -6.3353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7068   -7.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4150   -7.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  1  0
 11 12  1  0
 10 13  1  0
 10 14  2  0
 13 15  1  0
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483451

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 230.30

Molecular Weight (Monoisotopic): 230.1518

AlogP: 2.93

#Rotatable Bonds: 9

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.71

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.22

Np Likeness Score: 1.49

References

1. Makino J, Ogasawara R, Kamiya T, Hara H, Mitsugi Y, Yamaguchi E, Itoh A, Adachi T..  (2016)  Royal Jelly Constituents Increase the Expression of Extracellular Superoxide Dismutase through Histone Acetylation in Monocytic THP-1 Cells.,  79  (4): [PMID:27049436] [10.1021/acs.jnatprod.6b00037]

Source

Source(1):

• Scientific Literature