Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:29 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031791

Secondary Accession Numbers

HMDB31791

Metabolite Identification

Common Name

Fenvalerate

Description

Fenvalerate, also known as pydrin or acadrex, belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group. Based on a literature review a significant number of articles have been published on Fenvalerate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652307282022252D          

 30 32  0  0  0  0            999 V2000
    1.8711    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539    0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    6.8724    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    4.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  2  0  0  0  0
 20 13  2  0  0  0  0
 20 14  1  0  0  0  0
 21  8  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  3  0  0  0  0
 28 25  2  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
M  END

HMDB0031791
     RDKit          3D
Fenvalerate
 52 54  0  0  0  0  0  0  0  0999 V2000
   -2.4905    2.6433    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.7840    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0964    0.8717    2.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1934    0.9589    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816    0.0705    0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251    0.0180    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -0.7010   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -1.5379    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448   -2.9425   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -4.0531   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -1.1194   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724   -0.8006   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -0.4023   -2.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941   -0.3316   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.6439    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4594   -0.5913    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003   -0.1993    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9773    1.1606    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.5876    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0916    0.6863   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8019   -0.6565   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5802   -1.1305   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -1.0368    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219    0.2590   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986   -0.0114   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066   -0.7120   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0647   -1.1625   -2.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2150   -2.0336   -3.2439 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823   -0.8920   -2.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890   -0.2080   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    2.1952    2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    2.7613    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    3.6580    2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4609    2.5060    1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    1.1079    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -0.2028    2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    0.9755    3.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.6625   -0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2140   -1.4338    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106   -0.8593   -2.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -0.1454   -3.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472   -0.0223   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359    1.8564    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3894    2.6540    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0562    1.0331   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5410   -1.3426   -0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3535   -2.1839   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -1.2882    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    0.3338    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -0.9005   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -1.2419   -3.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690    0.0034   -2.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  2  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 23 11  1  0
 30 24  1  0
 22 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 29 51  1  0
 30 52  1  0
M  END

  Mrv1652307282022252D          

 30 32  0  0  0  0            999 V2000
    1.8711    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164   -0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5539    0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    0.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    4.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    6.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3164    1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    6.8724    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    4.7289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9039    1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  6  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 18 11  2  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  2  0  0  0  0
 20 13  2  0  0  0  0
 20 14  1  0  0  0  0
 21  8  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  2  0  0  0  0
 22 15  1  0  0  0  0
 23 16  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 24  1  0  0  0  0
 26 20  1  0  0  0  0
 27 16  3  0  0  0  0
 28 25  2  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 30 23  1  0  0  0  0
 30 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031791

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3

> <INCHI_KEY>
NYPJDWWKZLNGGM-UHFFFAOYSA-N

> <FORMULA>
C25H22ClNO3

> <MOLECULAR_WEIGHT>
419.9

> <EXACT_MASS>
419.128821282

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.10442046461737

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate

> <ALOGPS_LOGP>
6.30

> <JCHEM_LOGP>
6.608155640333333

> <ALOGPS_LOGS>
-5.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.618983617871349

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6919722420367846

> <JCHEM_POLAR_SURFACE_AREA>
59.32000000000001

> <JCHEM_REFRACTIVITY>
116.32619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.16e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tirade

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031791
     RDKit          3D
Fenvalerate
 52 54  0  0  0  0  0  0  0  0999 V2000
   -2.4905    2.6433    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.7840    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0964    0.8717    2.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1934    0.9589    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816    0.0705    0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251    0.0180    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -0.7010   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -1.5379    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448   -2.9425   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -4.0531   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -1.1194   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724   -0.8006   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -0.4023   -2.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941   -0.3316   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.6439    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4594   -0.5913    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003   -0.1993    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9773    1.1606    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.5876    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0916    0.6863   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8019   -0.6565   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5802   -1.1305   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -1.0368    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219    0.2590   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986   -0.0114   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066   -0.7120   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0647   -1.1625   -2.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2150   -2.0336   -3.2439 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823   -0.8920   -2.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890   -0.2080   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    2.1952    2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    2.7613    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    3.6580    2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4609    2.5060    1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    1.1079    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -0.2028    2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    0.9755    3.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.6625   -0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2140   -1.4338    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106   -0.8593   -2.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -0.1454   -3.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472   -0.0223   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359    1.8564    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3894    2.6540    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0562    1.0331   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5410   -1.3426   -0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3535   -2.1839   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -1.2882    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    0.3338    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -0.9005   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -1.2419   -3.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690    0.0034   -2.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  2  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 23 11  1  0
 30 24  1  0
 22 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 29 51  1  0
 30 52  1  0
M  END

HEADER    PROTEIN                                 28-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-JUL-20         0                                  
HETATM    1  C   UNK     0       3.493   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.183   4.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.597  -0.508   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.057  -0.508   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.367   0.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.437   2.159   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   3.493   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.287   0.825   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.597   2.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.977   2.159   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.493   8.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.183  10.161   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.263  10.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.953  11.495   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.977   4.826   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.437   7.494   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.953   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.953   8.827   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.437   4.826   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.493  11.495   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.057   2.159   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.747   3.493   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.183   7.494   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.357   7.494   0.000  0.00  0.00           C+0
HETATM   26 Cl   UNK     0       4.263  12.828   0.000  0.00  0.00          Cl+0
HETATM   27  N   UNK     0      -4.207   8.827   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      -1.127   8.827   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -7.287   3.493   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.127   6.160   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   19                                                       
CONECT    8    4   21                                                       
CONECT    9    5   21                                                       
CONECT   10    6   22                                                       
CONECT   11   13   18                                                       
CONECT   12   14   18                                                       
CONECT   13   11   20                                                       
CONECT   14   12   20                                                       
CONECT   15   19   22                                                       
CONECT   16   23   27                                                       
CONECT   17    1    2   24                                                  
CONECT   18   11   12   24                                                  
CONECT   19    7   15   23                                                  
CONECT   20   13   14   26                                                  
CONECT   21    8    9   29                                                  
CONECT   22   10   15   29                                                  
CONECT   23   16   19   30                                                  
CONECT   24   17   18   25                                                  
CONECT   25   24   28   30                                                  
CONECT   26   20                                                            
CONECT   27   16                                                            
CONECT   28   25                                                            
CONECT   29   21   22                                                       
CONECT   30   23   25                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0251949
HETATM    1  C1  UNL     1      -3.836  -2.417   0.016  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.541  -1.409  -1.025  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.781  -1.148  -1.871  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.044  -0.089  -0.544  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.776  -0.180   0.226  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.599   0.378   1.340  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.691  -0.902  -0.252  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.538  -0.999   0.479  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.834  -2.410   0.777  1.00  0.00           C  
HETATM   10  N1  UNL     1       1.081  -3.508   1.016  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.591  -0.479  -0.402  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.635  -0.859  -1.716  1.00  0.00           C  
HETATM   13  C10 UNL     1       2.606  -0.393  -2.570  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.558   0.487  -2.058  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.546   0.893  -0.738  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.487   1.768  -0.217  1.00  0.00           O  
HETATM   17  C13 UNL     1       5.639   1.198   0.320  1.00  0.00           C  
HETATM   18  C14 UNL     1       6.748   0.973  -0.464  1.00  0.00           C  
HETATM   19  C15 UNL     1       7.846   0.406   0.142  1.00  0.00           C  
HETATM   20  C16 UNL     1       7.858   0.067   1.483  1.00  0.00           C  
HETATM   21  C17 UNL     1       6.739   0.298   2.253  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.619   0.869   1.667  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.535   0.387   0.086  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.058   0.729   0.155  1.00  0.00           C  
HETATM   25  C21 UNL     1      -4.532   1.942  -0.351  1.00  0.00           C  
HETATM   26  C22 UNL     1      -5.462   2.714   0.270  1.00  0.00           C  
HETATM   27  C23 UNL     1      -5.992   2.308   1.470  1.00  0.00           C  
HETATM   28 CL1  UNL     1      -7.187   3.327   2.241  1.00  0.00          CL  
HETATM   29  C24 UNL     1      -5.559   1.127   2.007  1.00  0.00           C  
HETATM   30  C25 UNL     1      -4.612   0.346   1.370  1.00  0.00           C  
HETATM   31  H1  UNL     1      -3.131  -2.449   0.855  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.761  -3.435  -0.472  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.913  -2.377   0.354  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.779  -1.818  -1.728  1.00  0.00           H  
HETATM   35  H5  UNL     1      -5.273  -0.185  -1.559  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.546  -1.931  -1.737  1.00  0.00           H  
HETATM   37  H7  UNL     1      -4.526  -1.009  -2.943  1.00  0.00           H  
HETATM   38  H8  UNL     1      -2.778   0.489  -1.481  1.00  0.00           H  
HETATM   39  H9  UNL     1       0.475  -0.435   1.429  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.889  -1.538  -2.083  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.673  -0.667  -3.605  1.00  0.00           H  
HETATM   42  H12 UNL     1       4.352   0.892  -2.678  1.00  0.00           H  
HETATM   43  H13 UNL     1       6.774   1.227  -1.521  1.00  0.00           H  
HETATM   44  H14 UNL     1       8.739   0.214  -0.447  1.00  0.00           H  
HETATM   45  H15 UNL     1       8.755  -0.379   1.906  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.727   0.045   3.285  1.00  0.00           H  
HETATM   47  H17 UNL     1       4.749   1.046   2.275  1.00  0.00           H  
HETATM   48  H18 UNL     1       2.547   0.724   1.131  1.00  0.00           H  
HETATM   49  H19 UNL     1      -4.118   2.272  -1.303  1.00  0.00           H  
HETATM   50  H20 UNL     1      -5.769   3.653  -0.213  1.00  0.00           H  
HETATM   51  H21 UNL     1      -5.989   0.817   2.962  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.288  -0.584   1.818  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    4   34
CONECT    3   35   36   37
CONECT    4    5   24   38
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   11   39
CONECT    9   10   10   10
CONECT   11   12   12   23
CONECT   12   13   40
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16   23   23
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   43
CONECT   19   20   20   44
CONECT   20   21   45
CONECT   21   22   22   46
CONECT   22   47
CONECT   23   48
CONECT   24   25   25   30
CONECT   25   26   49
CONECT   26   27   27   50
CONECT   27   28   29
CONECT   29   30   30   51
CONECT   30   52
END

HMDB0031791
     RDKit          3D
Fenvalerate
 52 54  0  0  0  0  0  0  0  0999 V2000
   -2.4905    2.6433    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6791    1.7840    1.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0964    0.8717    2.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1934    0.9589    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816    0.0705    0.6462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8251    0.0180    1.8654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3218   -0.7010   -0.2151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727   -1.5379    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5448   -2.9425   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7645   -4.0531   -0.2495 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0504   -1.1194   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1724   -0.8006   -1.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3902   -0.4023   -2.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941   -0.3316   -1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925   -0.6439    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4594   -0.5913    0.9248 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003   -0.1993    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9773    1.1606    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826    1.5876    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0916    0.6863   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8019   -0.6565   -0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5802   -1.1305   -0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1660   -1.0368    0.5391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2219    0.2590   -0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4986   -0.0114   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066   -0.7120   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0647   -1.1625   -2.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2150   -2.0336   -3.2439 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7823   -0.8920   -2.6734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8890   -0.2080   -1.8846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    2.1952    2.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    2.7613    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8395    3.6580    2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4609    2.5060    1.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696    1.1079    2.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -0.2028    2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3700    0.9755    3.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6167    1.6625   -0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2140   -1.4338    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106   -0.8593   -2.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5157   -0.1454   -3.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472   -0.0223   -1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359    1.8564    0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3894    2.6540    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0562    1.0331   -0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5410   -1.3426   -0.9064 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3535   -2.1839   -0.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0696   -1.2882    1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8188    0.3338    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -0.9005   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4943   -1.2419   -3.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8690    0.0034   -2.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  3  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 15 23  2  0
  4 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 30  2  0
 23 11  1  0
 30 24  1  0
 22 17  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  8 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 23 48  1  0
 25 49  1  0
 26 50  1  0
 29 51  1  0
 30 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
alpha-Cyano-(3-phenoxyphenyl)methyl-4-chloro-alpha-(1-methylethyl)benzeneacetate	ChEBI
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate	ChEBI
alpha-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrate	ChEBI
Phenvalerate	ChEBI
Pydrin	ChEBI
Acadrex	Kegg
a-Cyano-(3-phenoxyphenyl)methyl-4-chloro-a-(1-methylethyl)benzeneacetate	Generator
a-Cyano-(3-phenoxyphenyl)methyl-4-chloro-a-(1-methylethyl)benzeneacetic acid	Generator
alpha-Cyano-(3-phenoxyphenyl)methyl-4-chloro-alpha-(1-methylethyl)benzeneacetic acid	Generator
Α-cyano-(3-phenoxyphenyl)methyl-4-chloro-α-(1-methylethyl)benzeneacetate	Generator
Α-cyano-(3-phenoxyphenyl)methyl-4-chloro-α-(1-methylethyl)benzeneacetic acid	Generator
a-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate	Generator
a-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acid	Generator
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acid	Generator
Α-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate	Generator
Α-cyano-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyric acid	Generator
a-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrate	Generator
a-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acid	Generator
alpha-Cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acid	Generator
Α-cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyrate	Generator
Α-cyano-m-phenoxybenzyl 2-(p-chlorophenyl)-3-methylbutyric acid	Generator
Phenvaleric acid	Generator
Fenvaleric acid	Generator
Agrofen	HMDB
alpha-cyano-3-Phenoxybenzyl 2-(4-chlorophenyl)isovalerate	HMDB
Aqmatrine	HMDB
Asana	HMDB
Belmark	HMDB, MeSH
cyano(3-Phenoxyphenyl)methyl 4-chloro-a-(1-methylethyl)benzeneacetate, 9ci	HMDB
Ectrin	HMDB
Esfenvalerate	HMDB, MeSH
Evercide 2362	HMDB
Fenaxin	HMDB
Fenkem	HMDB
Fenkill	HMDB
Fenoxin	HMDB
Fenval	HMDB
Phenoxin	HMDB
Sumicidin	HMDB, MeSH
Fenvalarate	MeSH, HMDB
alpha-cyano-3-Phenoxybenzyl 2-(4-chlorophenyl)-3- methylbutyrate	MeSH, HMDB
Pydrin, (R-(r,r))-isomer	MeSH, HMDB
Pydrin, (S-(r,r))-isomer	MeSH, HMDB
Sumi-alpha	MeSH, HMDB
alpha-cyano-3-Phenoxybenzyl alpha-isopropyl-4-chlorophenyl acetate	MeSH, HMDB
Pydrin, (R-(r,s))-isomer	MeSH, HMDB
Pydrin, (S-(r,s))-isomer	MeSH, HMDB

Chemical Formula

C₂₅H₂₂ClNO₃

Average Molecular Weight

419.9

Monoisotopic Molecular Weight

419.128821282

IUPAC Name

cyano(3-phenoxyphenyl)methyl 2-(4-chlorophenyl)-3-methylbutanoate

Traditional Name

tirade

CAS Registry Number

51630-58-1

SMILES

CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C25H22ClNO3/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21/h3-15,17,23-24H,1-2H3

InChI Key

NYPJDWWKZLNGGM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Pyrethroids

Alternative Parents

Substituents

Pyrethroid skeleton
Diphenylether
Diaryl ether
Benzyloxycarbonyl
Phenylpropane
Phenoxy compound
Phenol ether
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Nitrile
Carbonitrile
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organochloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ether (CHEBI:5014 )
carboxylic ester (CHEBI:5014 )
monochlorobenzenes (CHEBI:5014 )
Pyrethroid insecticides (C10988 )
Pyrethroid pesticides (C10988 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0251949)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Industrial application

Agrochemical (HMDB: HMDB0251949)

Agriculture

Pesticide

Pyrethroid ester insecticide (HMDB: HMDB0251949)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	39.5 - 53.7 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	6.20	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00082 g/L	ALOGPS
logP	6.3	ALOGPS
logP	6.61	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	10.62	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	59.32 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	116.33 m³·mol⁻¹	ChemAxon
Polarizability	43.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	195.303	30932474
DeepCCS	[M-H]-	192.916	30932474
DeepCCS	[M-2H]-	226.602	30932474
DeepCCS	[M+Na]+	201.666	30932474
AllCCS	[M+H]+	201.8	32859911
AllCCS	[M+H-H2O]+	199.3	32859911
AllCCS	[M+NH4]+	204.1	32859911
AllCCS	[M+Na]+	204.8	32859911
AllCCS	[M-H]-	192.7	32859911
AllCCS	[M+Na-2H]-	192.1	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	9.93 minutes	32390414
Predicted by Siyang on May 30, 2022	24.2272 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.71 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fenvalerate	CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1	4297.0	Standard polar	33892256
Fenvalerate	CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1	3032.7	Standard non polar	33892256
Fenvalerate	CC(C)C(C(=O)OC(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1)C1=CC=C(Cl)C=C1	2995.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fenvalerate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-3960000000-ede98846b29accb0213c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenvalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenvalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fenvalerate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00or-2910100000-b8a7f37127eaef8c569e	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Positive-QTOF	splash10-00di-0411900000-52e6fc0c3b6bf03d7e0c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Positive-QTOF	splash10-0002-1911400000-22ea92c000b7ebbdd209	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Positive-QTOF	splash10-00kb-2900000000-261eba4b78d3491193c5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Positive-QTOF	splash10-00di-0411900000-52e6fc0c3b6bf03d7e0c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Positive-QTOF	splash10-0002-1911400000-22ea92c000b7ebbdd209	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Positive-QTOF	splash10-00kb-2900000000-261eba4b78d3491193c5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Negative-QTOF	splash10-014i-0010900000-719044399473cc10fb91	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Negative-QTOF	splash10-014l-4443900000-c2b2a294f3547faa9c98	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Negative-QTOF	splash10-0006-9610000000-3bc7143c5e05c9a317a8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Negative-QTOF	splash10-014i-0010900000-719044399473cc10fb91	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Negative-QTOF	splash10-014l-4443900000-c2b2a294f3547faa9c98	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Negative-QTOF	splash10-0006-9610000000-3bc7143c5e05c9a317a8	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Positive-QTOF	splash10-05fr-0971700000-e1d0fb924d4c8c3aa703	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Positive-QTOF	splash10-00or-0910000000-6dd73ae505d0f37939cc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Positive-QTOF	splash10-004i-0920000000-ab183d0d2ab38ae2f6ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 10V, Negative-QTOF	splash10-0aou-0890400000-f05c1fef2a5658843ae3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 20V, Negative-QTOF	splash10-014i-2940300000-0599451e1ad86f10e978	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fenvalerate 40V, Negative-QTOF	splash10-0006-9110000000-2d94ef50fc108c410d10	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008464

KNApSAcK ID

Not Available

Chemspider ID

3230

KEGG Compound ID

C10988

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fenvalerate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

5014

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Qu JH, Hong X, Chen JF, Wang YB, Sun H, Xu XL, Song L, Wang SL, Wang XR: Fenvalerate inhibits progesterone production through cAMP-dependent signal pathway. Toxicol Lett. 2008 Jan 4;176(1):31-9. Epub 2007 Sep 21. [PubMed:18053657 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Fenvalerate (HMDB0031791)

MOL for HMDB0031791 (Fenvalerate)

3D MOL for HMDB0031791 (Fenvalerate)

3D SDF for HMDB0031791 (Fenvalerate)

3D-SDF for HMDB0031791 (Fenvalerate)

PDB for HMDB0031791 (Fenvalerate)

3D PDB for HMDB0031791 (Fenvalerate)

SMILES for HMDB0031791 (Fenvalerate)

INCHI for HMDB0031791 (Fenvalerate)

Structure for HMDB0031791 (Fenvalerate)

3D Structure for HMDB0031791 (Fenvalerate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra