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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:44:47 UTC

Update Date

2022-03-07 02:57:13 UTC

HMDB ID

HMDB0041866

Secondary Accession Numbers

HMDB41866

Metabolite Identification

Common Name

Deltamethrin

Description

Deltamethrin is a pyrethroid ester insecticide. Deltamethrin plays key role in controlling malaria vectors, and is used in the manufacture of long-lasting insecticidal mosquito nets. It is used as one of a battery of pyrethroid insecticides in control of malarial vectors, particularly Anopheles gambiae, and whilst being the most employed pyrethroid insecticide, can be used in conjunction with, or as an alternative to, permethrin, cypermethrin and other organophosphate-based insecticides, such as malathion and fenthion. Resistance to deltamethrin (and its counterparts) is now extremely widespread and threatens the success of worldwide vector control programmes. Deltamethrin products are among the most popular and widely used insecticides in the world[citation needed] and have become very popular with pest control operators and individuals in the United States. This material is a member of one of the safest classes of pesticides: synthetic pyrethroids. This pesticide is highly toxic to aquatic life, particularly fish, and therefore must be used with extreme caution around water. It is neurotoxic to humans and has been found in human breast milk. Since deltamethrin is a neurotoxin, it attacks the nervous system. Skin contact can lead to tingling or reddening of the skin local to the application. If taken in through the eyes or mouth, a common symptom is facial paraesthesia, which can feel like many different abnormal sensations, including burning, partial numbness, 'pins and needles', skin crawling, etc. There are no reports indicating that chronic intoxication from pyrethroid insecticides causes motor neuron damage or motor neuron disease. However, in 2011, a case report was published demonstrating pathologically proven motor neuron death in a Japanese woman after acute massive ingestion of pesticides containing pyrethroids and organochlorine. There are many uses for deltamethrin, ranging from agricultural uses to home pest control. Deltamethrin has been instrumental in preventing the spread of diseases carried by tick-infested prairie dogs, rodents and other burrowing animals[citation needed]. It is helpful in eliminating and preventing a wide variety of household pests, especially spiders, fleas, ticks, carpenter ants, carpenter bees, cockroaches and bedbugs. Deltamethrin is also one of the primary ingredients in ant chalk.

Structure

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


  Mrv1652307282022252D          

 31 33  0  0  1  0            999 V2000
    5.3313   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.6500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8983   -0.0281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035   -1.4084    0.0000 H   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
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  6  0  0  0
 18 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  2  0  0  0  0
 20 17  1  0  0  0  0
 20 21  1  6  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 17  1  0  0  0  0
 22 20  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  1  0  0  0  0
 25 13  3  0  0  0  0
 26 21  2  0  0  0  0
 27 15  1  0  0  0  0
 27 16  1  0  0  0  0
 18 28  1  6  0  0  0
 28 21  1  0  0  0  0
 17 29  1  1  0  0  0
 18 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END

HMDB0041866
     RDKit          3D
Deltamethrin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.0511   -1.1622    1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -2.6216    1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -3.5617    2.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -3.0783    0.8648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2782   -2.1157    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -2.5230   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2779   -1.0680 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723   -4.4116   -0.3419 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0816   -3.0574    0.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3668   -2.0455   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9896   -2.3479   -1.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878   -0.7070   -0.6991 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2968    0.2212   -1.7439 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1582    1.3022   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528    2.1440   -0.8368 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638    0.8609   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8861    0.9667   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531    1.5575   -4.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    2.0296   -3.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.9550   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.4582   -1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.5659    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    1.9504    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    2.1560    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477    3.0006    2.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    3.6436    1.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    3.4336    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.3567   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.7741    1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -1.0360    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023   -0.5182    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -3.0873    3.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952   -4.5233    2.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -3.6339    3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.0787    1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.0304    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645   -4.0742   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.2797   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000    0.6074   -4.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.6412   -5.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    2.4859   -3.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2798    1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    1.6497    3.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2387    3.1956    3.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868    4.3269    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0017    3.9166   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    1.2405   -0.3648 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  3
  6  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  3  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 20 28  2  0
  9  2  1  0
 28 16  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  1
  5 36  1  0
  9 37  1  1
 13 38  1  6
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  0
M  END


  Mrv1652307282022252D          

 31 33  0  0  1  0            999 V2000
    5.3313   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0673   -2.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552   -0.4125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -1.6500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8983   -0.0281    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035   -1.4084    0.0000 H   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
 14  7  1  0  0  0  0
 14 11  2  0  0  0  0
 15  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  6  0  0  0
 18 13  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  2  0  0  0  0
 20 17  1  0  0  0  0
 20 21  1  6  0  0  0
 22  1  1  0  0  0  0
 22  2  1  0  0  0  0
 22 17  1  0  0  0  0
 22 20  1  0  0  0  0
 23 19  1  0  0  0  0
 24 19  1  0  0  0  0
 25 13  3  0  0  0  0
 26 21  2  0  0  0  0
 27 15  1  0  0  0  0
 27 16  1  0  0  0  0
 18 28  1  6  0  0  0
 28 21  1  0  0  0  0
 17 29  1  1  0  0  0
 18 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041866

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Br)Br)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1

> <INCHI_KEY>
OWZREIFADZCYQD-NSHGMRRFSA-N

> <FORMULA>
C22H19Br2NO3

> <MOLECULAR_WEIGHT>
505.199

> <EXACT_MASS>
502.973168773

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
42.76475822576626

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

> <ALOGPS_LOGP>
6.13

> <JCHEM_LOGP>
5.744093277666667

> <ALOGPS_LOGS>
-5.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.619196455306321

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6919575747677285

> <JCHEM_POLAR_SURFACE_AREA>
59.32000000000001

> <JCHEM_REFRACTIVITY>
124.28940000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.25e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
stricker

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041866
     RDKit          3D
Deltamethrin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.0511   -1.1622    1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -2.6216    1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -3.5617    2.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -3.0783    0.8648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2782   -2.1157    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -2.5230   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2779   -1.0680 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723   -4.4116   -0.3419 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0816   -3.0574    0.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3668   -2.0455   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9896   -2.3479   -1.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878   -0.7070   -0.6991 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2968    0.2212   -1.7439 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1582    1.3022   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528    2.1440   -0.8368 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638    0.8609   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8861    0.9667   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531    1.5575   -4.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    2.0296   -3.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.9550   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.4582   -1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.5659    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    1.9504    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    2.1560    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477    3.0006    2.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    3.6436    1.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    3.4336    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.3567   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.7741    1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -1.0360    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023   -0.5182    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -3.0873    3.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952   -4.5233    2.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -3.6339    3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.0787    1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.0304    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645   -4.0742   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.2797   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000    0.6074   -4.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.6412   -5.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    2.4859   -3.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2798    1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    1.6497    3.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2387    3.1956    3.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868    4.3269    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0017    3.9166   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    1.2405   -0.3648 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  3
  6  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  3  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 20 28  2  0
  9  2  1  0
 28 16  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  1
  5 36  1  0
  9 37  1  1
 13 38  1  6
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  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       9.952  -3.864   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.592  -3.864   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.876  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.542  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.209  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.772  -2.874   0.000  0.00  0.00           C+0
HETATM   23 Br   UNK     0      13.543  -0.770   0.000  0.00  0.00          Br+0
HETATM   24 Br   UNK     0      12.209  -3.080   0.000  0.00  0.00          Br+0
HETATM   25  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       9.143  -0.052   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.667   0.000   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.913  -2.629   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   22                                                            
CONECT    3    4    5                                                       
CONECT    4    3    8                                                       
CONECT    5    3    9                                                       
CONECT    6    7   10                                                       
CONECT    7    6   14                                                       
CONECT    8    4   15                                                       
CONECT    9    5   15                                                       
CONECT   10    6   16                                                       
CONECT   11   14   16                                                       
CONECT   12   17   19                                                       
CONECT   13   18   25                                                       
CONECT   14    7   11   18                                                  
CONECT   15    8    9   27                                                  
CONECT   16   10   11   27                                                  
CONECT   17   12   20   22   29                                             
CONECT   18   13   14   28   30                                             
CONECT   19   12   23   24                                                  
CONECT   20   17   21   22   31                                             
CONECT   21   20   26   28                                                  
CONECT   22    1    2   17   20                                             
CONECT   23   19                                                            
CONECT   24   19                                                            
CONECT   25   13                                                            
CONECT   26   21                                                            
CONECT   27   15   16                                                       
CONECT   28   18   21                                                       
CONECT   29   17                                                            
CONECT   30   18                                                            
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0041866
HETATM    1  C1  UNL     1       2.051  -1.162   1.981  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.853  -2.622   1.643  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.361  -3.562   2.747  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.672  -3.078   0.865  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.278  -2.116   0.276  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.406  -2.523  -0.297  1.00  0.00           C  
HETATM    7 BR1  UNL     1      -2.651  -1.278  -1.068  1.00  0.00          BR  
HETATM    8 BR2  UNL     1      -1.772  -4.412  -0.342  1.00  0.00          BR  
HETATM    9  C7  UNL     1       2.082  -3.057   0.240  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.367  -2.046  -0.797  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.990  -2.348  -1.863  1.00  0.00           O  
HETATM   12  O2  UNL     1       1.988  -0.707  -0.699  1.00  0.00           O  
HETATM   13  C9  UNL     1       2.297   0.221  -1.744  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.158   1.302  -1.241  1.00  0.00           C  
HETATM   15  N1  UNL     1       3.853   2.144  -0.837  1.00  0.00           N  
HETATM   16  C11 UNL     1       1.064   0.861  -2.273  1.00  0.00           C  
HETATM   17  C12 UNL     1       0.886   0.967  -3.626  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.253   1.558  -4.122  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.190   2.030  -3.261  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.074   1.955  -1.855  1.00  0.00           C  
HETATM   21  O3  UNL     1      -2.066   2.458  -1.135  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.537   2.566   0.103  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.089   1.950   1.251  1.00  0.00           C  
HETATM   24  C18 UNL     1      -2.672   2.156   2.477  1.00  0.00           C  
HETATM   25  C19 UNL     1      -3.748   3.001   2.612  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.235   3.644   1.485  1.00  0.00           C  
HETATM   27  C21 UNL     1      -3.648   3.434   0.266  1.00  0.00           C  
HETATM   28  C22 UNL     1       0.082   1.357  -1.412  1.00  0.00           C  
HETATM   29  H1  UNL     1       3.011  -0.774   1.527  1.00  0.00           H  
HETATM   30  H2  UNL     1       2.222  -1.036   3.090  1.00  0.00           H  
HETATM   31  H3  UNL     1       1.202  -0.518   1.747  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.229  -3.087   3.260  1.00  0.00           H  
HETATM   33  H5  UNL     1       2.695  -4.523   2.354  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.556  -3.634   3.518  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.226  -4.079   1.055  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.103  -1.030   0.282  1.00  0.00           H  
HETATM   37  H9  UNL     1       2.464  -4.074  -0.002  1.00  0.00           H  
HETATM   38  H10 UNL     1       2.842  -0.280  -2.569  1.00  0.00           H  
HETATM   39  H11 UNL     1       1.600   0.607  -4.352  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.393   1.641  -5.194  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.070   2.486  -3.677  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.268   1.280   1.202  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.281   1.650   3.333  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.239   3.196   3.547  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.087   4.327   1.524  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.002   3.917  -0.629  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.312   1.241  -0.365  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    9
CONECT    3   32   33   34
CONECT    4    5    9   35
CONECT    5    6    6   36
CONECT    6    7    8
CONECT    9   10   37
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   16   38
CONECT   14   15   15   15
CONECT   16   17   17   28
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   20   41
CONECT   20   21   28   28
CONECT   21   22
CONECT   22   23   23   27
CONECT   23   24   42
CONECT   24   25   25   43
CONECT   25   26   44
CONECT   26   27   27   45
CONECT   27   46
CONECT   28   47
END

HMDB0041866
     RDKit          3D
Deltamethrin
 47 49  0  0  0  0  0  0  0  0999 V2000
    2.0511   -1.1622    1.9813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8532   -2.6216    1.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3608   -3.5617    2.7468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -3.0783    0.8648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2782   -2.1157    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4056   -2.5230   -0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507   -1.2779   -1.0680 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7723   -4.4116   -0.3419 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0816   -3.0574    0.2401 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3668   -2.0455   -0.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9896   -2.3479   -1.8626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9878   -0.7070   -0.6991 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2968    0.2212   -1.7439 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1582    1.3022   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528    2.1440   -0.8368 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638    0.8609   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8861    0.9667   -3.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2531    1.5575   -4.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    2.0296   -3.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0743    1.9550   -1.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0664    2.4582   -1.1352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5365    2.5659    0.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    1.9504    1.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6724    2.1560    2.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7477    3.0006    2.6123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352    3.6436    1.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6482    3.4336    0.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0816    1.3567   -1.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.7741    1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2224   -1.0360    3.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2023   -0.5182    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2286   -3.0873    3.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6952   -4.5233    2.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -3.6339    3.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.0787    1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1035   -1.0304    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4645   -4.0742   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -0.2797   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000    0.6074   -4.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3930    1.6412   -5.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0697    2.4859   -3.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683    1.2798    1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2805    1.6497    3.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2387    3.1956    3.5470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868    4.3269    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0017    3.9166   -0.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121    1.2405   -0.3648 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  3
  6  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  3  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 20 28  2  0
  9  2  1  0
 28 16  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  1
  5 36  1  0
  9 37  1  1
 13 38  1  6
 17 39  1  0
 18 40  1  0
 19 41  1  0
 23 42  1  0
 24 43  1  0
 25 44  1  0
 26 45  1  0
 27 46  1  0
 28 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-alpha-Cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	ChEBI
(S)-alpha-Cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	ChEBI
(S)-Cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate	ChEBI
Ballistic	ChEBI
Cropro D-sect	ChEBI
Decamethrin	ChEBI
Decamethrine	ChEBI
Decis	ChEBI
Decis options	ChEBI
DeltaGard	ChEBI
Deltashield	ChEBI
Scalibor	ChEBI
(S)-a-Cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	Generator
(S)-a-Cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-alpha-Cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-Α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	Generator
(S)-Α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-a-Cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	Generator
(S)-a-Cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-alpha-Cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-Α-cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	Generator
(S)-Α-cyano-3-phenoxybenzyl (1R,3R)-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid	Generator
(S)-Cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid	Generator
(S)-Cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate	HMDB
Butox	HMDB
Cislin	HMDB
Crackdown	HMDB
Decis 0.5ulv	HMDB
Decis 1.5ulv	HMDB
Decis 2.5ulv	HMDB
Dekametrin	HMDB
Deltagran	HMDB
Deltamethrine	HMDB
Esbecythrin	HMDB
Glossinex 200	HMDB
K-Obiol	HMDB
K-Othrin	HMDB
K-Othrine	HMDB
New musigie	HMDB
Phagase 1	HMDB
Suspend	HMDB
Zorcis	HMDB
Decamethrin, (1S-(1alpha(s*),3alpha))-isomer	HMDB
alpha-Cyano-3-phenoxybenzyl (1R,3R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate	HMDB
Decamethrin, (1R-(1alpha(r*),3beta))-isomer	HMDB
Difexon	HMDB
Decamethrin, (1R-(1alpha(r*),3alpha))-isomer	HMDB
Decamethrin, (1R-(1alpha(s*),3beta))-isomer	HMDB
Decamethrin, (1S-(1alpha(r*),3alpha))-isomer	HMDB
NRDC 161	HMDB

Chemical Formula

C₂₂H₁₉Br₂NO₃

Average Molecular Weight

505.199

Monoisotopic Molecular Weight

502.973168773

IUPAC Name

(S)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Traditional Name

stricker

CAS Registry Number

52918-63-5

SMILES

[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Br)Br)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1

InChI Identifier

InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18+,20-/m0/s1

InChI Key

OWZREIFADZCYQD-NSHGMRRFSA-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
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Cyclopropanecarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Ketene acetal or derivatives
Carboxylic acid derivative
Ether
Bromoalkene
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Haloalkene
Vinyl halide
Vinyl bromide
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organohalogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organobromine compound (CHEBI:4388 )
aromatic ether (CHEBI:4388 )
carboxylic ester (CHEBI:4388 )
nitrile (CHEBI:4388 )
Pyrethroid insecticides (C10985 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041866)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	100 °C	Not Available
Boiling Point	535.80 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	2.0e-06 mg/mL at 25 °C	Not Available
LogP	6.20	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	6.13	ALOGPS
logP	5.74	ChemAxon
logS	-5.6	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	7	ChemAxon
Refractivity	124.29 m³·mol⁻¹	ChemAxon
Polarizability	42.76 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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]+	190.46	30932474
DeepCCS	[M-H]-	188.066	30932474
DeepCCS	[M-2H]-	221.307	30932474
DeepCCS	[M+Na]+	196.373	30932474
AllCCS	[M+H]+	202.6	32859911
AllCCS	[M+H-H2O]+	200.7	32859911
AllCCS	[M+NH4]+	204.3	32859911
AllCCS	[M+Na]+	204.8	32859911
AllCCS	[M-H]-	189.3	32859911
AllCCS	[M+Na-2H]-	189.5	32859911
AllCCS	[M+HCOO]-	189.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deltamethrin	[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Br)Br)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1	3519.6	Standard polar	33892256
Deltamethrin	[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Br)Br)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1	2898.1	Standard non polar	33892256
Deltamethrin	[H][C@@](OC(=O)[C@]1([H])[C@]([H])(C=C(Br)Br)C1(C)C)(C#N)C1=CC(OC2=CC=CC=C2)=CC=C1	3105.9	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 - Deltamethrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfr-3290000000-fc2670ebdafd72059d49	2017-09-01	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0ff3-7940000000-0aa3b4a622f8410e5b43	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 - Deltamethrin 10V, Positive-QTOF	splash10-0udi-0060190000-d06e22076d1773eb0a44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 20V, Positive-QTOF	splash10-0fb9-0190220000-42d1b03d814ec594ac38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 40V, Positive-QTOF	splash10-004s-2390000000-81cbf54d9ff1579aaee8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 10V, Negative-QTOF	splash10-0udi-0010190000-74170f71f0cac166e6c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 20V, Negative-QTOF	splash10-0uk9-3151590000-565197ea502710a2b39e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 40V, Negative-QTOF	splash10-0006-9430000000-f63f1a3abdb315fa7b1a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 10V, Positive-QTOF	splash10-0zfr-0050290000-ae219751f7022f5de5c3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 20V, Positive-QTOF	splash10-0zi1-3291140000-49559be6170bc80632d4	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 40V, Positive-QTOF	splash10-0a59-2980000000-38996b5e6c79b7a6a39a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 10V, Negative-QTOF	splash10-0udi-0050290000-dabcbd6a2915829d16b4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 20V, Negative-QTOF	splash10-0udj-3290150000-1ee946d210b195df7f8c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deltamethrin 40V, Negative-QTOF	splash10-0006-9010100000-1b3ae98f2c93d34b79a9	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

DB13600

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

37079

KEGG Compound ID

C10985

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Deltamethrin

METLIN ID

Not Available

PubChem Compound

40585

PDB ID

Not Available

ChEBI ID

4388

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1349811

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Deltamethrin (HMDB0041866)

MOL for HMDB0041866 (Deltamethrin)

3D MOL for HMDB0041866 (Deltamethrin)

3D SDF for HMDB0041866 (Deltamethrin)

3D-SDF for HMDB0041866 (Deltamethrin)

PDB for HMDB0041866 (Deltamethrin)

3D PDB for HMDB0041866 (Deltamethrin)

SMILES for HMDB0041866 (Deltamethrin)

INCHI for HMDB0041866 (Deltamethrin)

Structure for HMDB0041866 (Deltamethrin)

3D Structure for HMDB0041866 (Deltamethrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra