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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:45:10 UTC

Update Date

2021-09-26 23:16:09 UTC

HMDB ID

HMDB0258915

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetramethrin

Description

Tetramethrin, also known as neo-pynamin or phthalthrin, belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Based on a literature review very few articles have been published on Tetramethrin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tetramethrin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tetramethrin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0258915
     RDKit          3D
Tetramethrin
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6498    2.5622   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    1.5675   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.4929   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344    0.7587    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -0.2739    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915   -1.2419   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8277   -1.5997   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168   -1.8508   -1.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -1.6601    1.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.9601    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0995   -1.1285    0.8819 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -1.2182   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8545   -2.1058   -1.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.0630   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331    0.6892    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    1.9442    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233    2.0901    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0318    1.7475   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8377    0.2466   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591    0.0555    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    0.5059    2.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -1.7038    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -2.5888    1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -2.1281    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236    3.0104   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    3.3743   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    2.1190   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    2.5353   -1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    1.0940   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964    0.9076   -2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    0.8344    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823    0.0720    1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6906   -1.2125   -1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3204   -3.0455    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -1.9873    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    1.8476    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    2.8255    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4121    1.4847    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731    3.1582    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946    2.0761   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.2352   -1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7519   -0.2962   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749   -0.0824   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112   -3.1245    2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789   -1.9338    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899   -3.2956    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511   -2.2515    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -1.3836   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -3.0992   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 22 24  1  0
 22  5  1  0
 20 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
M  END

  Mrv1652307282022252D          

 24 26  0  0  0  0            999 V2000
   -4.5982    4.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607    4.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1034    4.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0087    3.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3607    3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7732    4.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5357    3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  9  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  2  0  0  0  0
 14  9  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 10  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23 18  2  0  0  0  0
 24 10  1  0  0  0  0
 24 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258915

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3

> <INCHI_KEY>
CXBMCYHAMVGWJQ-UHFFFAOYSA-N

> <FORMULA>
C19H25NO4

> <MOLECULAR_WEIGHT>
331.4061

> <EXACT_MASS>
331.178358293

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.16318225238041

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

> <ALOGPS_LOGP>
2.84

> <JCHEM_LOGP>
3.089868367666668

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.100562613051365

> <JCHEM_POLAR_SURFACE_AREA>
63.68000000000001

> <JCHEM_REFRACTIVITY>
90.18749999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetramethrin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258915
     RDKit          3D
Tetramethrin
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6498    2.5622   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    1.5675   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.4929   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344    0.7587    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -0.2739    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915   -1.2419   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8277   -1.5997   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168   -1.8508   -1.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -1.6601    1.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.9601    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0995   -1.1285    0.8819 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -1.2182   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8545   -2.1058   -1.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.0630   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331    0.6892    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    1.9442    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233    2.0901    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0318    1.7475   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8377    0.2466   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591    0.0555    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    0.5059    2.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -1.7038    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -2.5888    1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -2.1281    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236    3.0104   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    3.3743   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    2.1190   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    2.5353   -1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    1.0940   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964    0.9076   -2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    0.8344    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823    0.0720    1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6906   -1.2125   -1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3204   -3.0455    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -1.9873    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    1.8476    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    2.8255    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4121    1.4847    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731    3.1582    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946    2.0761   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.2352   -1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7519   -0.2962   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749   -0.0824   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112   -3.1245    2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789   -1.9338    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899   -3.2956    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511   -2.2515    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -1.3836   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -3.0992   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 22 24  1  0
 22  5  1  0
 20 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  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      -8.583   7.614   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.273   8.947   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.926   8.497   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.883   7.318   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.273   6.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.043   7.614   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.733   6.280   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.400   5.510   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.126   4.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.630   4.176   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.400   7.050   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.220   2.843   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       1.650   0.132   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.650   5.553   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.400   2.843   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.090   4.176   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5   12                                                       
CONECT    8    6   13                                                       
CONECT    9   11   14                                                       
CONECT   10   20   24                                                       
CONECT   11    1    2    9                                                  
CONECT   12    7   13   16                                                  
CONECT   13    8   12   17                                                  
CONECT   14    9   15   19                                                  
CONECT   15   14   18   19                                                  
CONECT   16   12   20   21                                                  
CONECT   17   13   20   22                                                  
CONECT   18   15   23   24                                                  
CONECT   19    3    4   14   15                                             
CONECT   20   10   16   17                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   10   18                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0258915
HETATM    1  C1  UNL     1       4.650   2.562  -1.148  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.632   1.568  -0.765  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.375   1.493  -1.535  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.834   0.759   0.244  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.872  -0.274   0.704  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.292  -1.242  -0.346  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.828  -1.600  -0.165  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.117  -1.851  -1.166  1.00  0.00           O  
HETATM    9  O2  UNL     1       0.246  -1.660   1.058  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.040  -1.960   1.385  1.00  0.00           C  
HETATM   11  N1  UNL     1      -2.099  -1.128   0.882  1.00  0.00           N  
HETATM   12  C9  UNL     1      -2.890  -1.218  -0.288  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.854  -2.106  -1.190  1.00  0.00           O  
HETATM   14  C10 UNL     1      -3.813  -0.063  -0.301  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.633   0.689   0.754  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.419   1.944   1.036  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.523   2.090   0.049  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.032   1.747  -1.349  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.838   0.247  -1.361  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.559   0.056   1.533  1.00  0.00           C  
HETATM   21  O4  UNL     1      -2.116   0.506   2.621  1.00  0.00           O  
HETATM   22  C17 UNL     1       3.240  -1.704   0.723  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.623  -2.589   1.785  1.00  0.00           C  
HETATM   24  C19 UNL     1       4.637  -2.128   0.327  1.00  0.00           C  
HETATM   25  H1  UNL     1       4.424   3.010  -2.144  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.640   3.374  -0.383  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.669   2.119  -1.124  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.065   2.535  -1.840  1.00  0.00           H  
HETATM   29  H5  UNL     1       1.530   1.094  -0.966  1.00  0.00           H  
HETATM   30  H6  UNL     1       2.596   0.908  -2.470  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.765   0.834   0.793  1.00  0.00           H  
HETATM   32  H8  UNL     1       2.182   0.072   1.495  1.00  0.00           H  
HETATM   33  H9  UNL     1       2.691  -1.213  -1.354  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.320  -3.046   1.154  1.00  0.00           H  
HETATM   35  H11 UNL     1      -1.070  -1.987   2.529  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.871   1.848   2.055  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.751   2.825   1.087  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.412   1.485   0.328  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.873   3.158   0.076  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.795   2.076  -2.069  1.00  0.00           H  
HETATM   41  H17 UNL     1      -4.058   2.235  -1.478  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.752  -0.296  -1.067  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.475  -0.082  -2.356  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.411  -3.125   2.352  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.079  -1.934   2.490  1.00  0.00           H  
HETATM   46  H22 UNL     1       1.890  -3.296   1.349  1.00  0.00           H  
HETATM   47  H23 UNL     1       5.251  -2.252   1.233  1.00  0.00           H  
HETATM   48  H24 UNL     1       5.035  -1.384  -0.388  1.00  0.00           H  
HETATM   49  H25 UNL     1       4.620  -3.099  -0.194  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    4
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   22   32
CONECT    6    7   22   33
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   34   35
CONECT   11   12   20
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   20
CONECT   16   17   36   37
CONECT   17   18   38   39
CONECT   18   19   40   41
CONECT   19   42   43
CONECT   20   21   21
CONECT   22   23   24
CONECT   23   44   45   46
CONECT   24   47   48   49
END

HMDB0258915
     RDKit          3D
Tetramethrin
 49 51  0  0  0  0  0  0  0  0999 V2000
    4.6498    2.5622   -1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6324    1.5675   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    1.4929   -1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8344    0.7587    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -0.2739    0.7044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2915   -1.2419   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8277   -1.5997   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1168   -1.8508   -1.1657 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2458   -1.6601    1.0578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -1.9601    1.3852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0995   -1.1285    0.8819 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -1.2182   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8545   -2.1058   -1.1902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8133   -0.0630   -0.3011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331    0.6892    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4193    1.9442    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233    2.0901    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0318    1.7475   -1.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8377    0.2466   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5591    0.0555    1.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157    0.5059    2.6211 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -1.7038    0.7229 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -2.5888    1.7849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -2.1281    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4236    3.0104   -2.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6401    3.3743   -0.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    2.1190   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    2.5353   -1.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5298    1.0940   -0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5964    0.9076   -2.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    0.8344    0.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823    0.0720    1.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6906   -1.2125   -1.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3204   -3.0455    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0697   -1.9873    2.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8710    1.8476    2.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7510    2.8255    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4121    1.4847    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8731    3.1582    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946    2.0761   -2.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0575    2.2352   -1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7519   -0.2962   -1.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4749   -0.0824   -2.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4112   -3.1245    2.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0789   -1.9338    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8899   -3.2956    1.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2511   -2.2515    1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0351   -1.3836   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6203   -3.0992   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  1  0
 22 24  1  0
 22  5  1  0
 20 11  1  0
 19 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
 10 34  1  0
 10 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 24 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Neo-pynamin	ChEBI
Neopinamin	ChEBI
Phthalthrin	ChEBI
Neopinamine	MeSH
2,2-Dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid, ester with N-(hydroxymethyl)-1-cyclo hexene 1,2-dicarboximide	MeSH
Neopynamin	MeSH

Chemical Formula

C₁₉H₂₅NO₄

Average Molecular Weight

331.4061

Monoisotopic Molecular Weight

331.178358293

IUPAC Name

(1,3-dioxo-2,3,4,5,6,7-hexahydro-1H-isoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

Traditional Name

tetramethrin

CAS Registry Number

Not Available

SMILES

CC(C)=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C

InChI Identifier

InChI=1S/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3

InChI Key

CXBMCYHAMVGWJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Bicyclic monoterpenoid
Isoindolone
Monoterpenoid
Isoindole
Maleimide
Cyclopropanecarboxylic acid or derivatives
Carboxylic acid imide, n-substituted
Pyrroline
Carboxylic acid imide
Dicarboximide
Carboxylic acid ester
Lactam
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cyclopropanes (CHEBI:39397 )
phthalimide insecticide (CHEBI:39397 )
Pyrethroid insecticides (C18373 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0258915)

Source

Exogenous

Exogenous (HMDB: HMDB0258915)

Process

Not Available

Role

Industrial application

Agriculture

Pesticide

Pyrethroid ester insecticide (HMDB: HMDB0258915)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.84	ALOGPS
logP	3.09	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	90.19 m³·mol⁻¹	ChemAxon
Polarizability	36.16 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.022	30932474
DeepCCS	[M-H]-	178.664	30932474
DeepCCS	[M-2H]-	212.823	30932474
DeepCCS	[M+Na]+	188.05	30932474
AllCCS	[M+H]+	178.3	32859911
AllCCS	[M+H-H2O]+	175.4	32859911
AllCCS	[M+NH4]+	180.8	32859911
AllCCS	[M+Na]+	181.6	32859911
AllCCS	[M-H]-	182.7	32859911
AllCCS	[M+Na-2H]-	183.0	32859911
AllCCS	[M+HCOO]-	183.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tetramethrin	CC(C)=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C	3461.3	Standard polar	33892256
Tetramethrin	CC(C)=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C	2372.6	Standard non polar	33892256
Tetramethrin	CC(C)=CC1C(C(=O)OCN2C(=O)C3=C(CCCC3)C2=O)C1(C)C	2452.9	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 - Tetramethrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2020-08-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetramethrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 10V, Positive-QTOF	splash10-0w30-0914000000-8d0f8879961828dc6abf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 20V, Positive-QTOF	splash10-0ik9-1900000000-962d8c4288f0e1b2d7b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 40V, Positive-QTOF	splash10-0zgi-9600000000-3a0666ffcfaf453348bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 10V, Negative-QTOF	splash10-0fai-0904000000-2534905791b09dd44487	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 20V, Negative-QTOF	splash10-0udi-1901000000-81333aa37d4f7eae1da0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetramethrin 40V, Negative-QTOF	splash10-0pk9-2900000000-a348ae4a06d6c20ce637	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13752

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

75773

KEGG Compound ID

C18373

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetramethrin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

39397

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1341681

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Tetramethrin (HMDB0258915)

MOL for HMDB0258915 (Tetramethrin)

3D MOL for HMDB0258915 (Tetramethrin)

3D SDF for HMDB0258915 (Tetramethrin)

3D-SDF for HMDB0258915 (Tetramethrin)

PDB for HMDB0258915 (Tetramethrin)

3D PDB for HMDB0258915 (Tetramethrin)

SMILES for HMDB0258915 (Tetramethrin)

INCHI for HMDB0258915 (Tetramethrin)

Structure for HMDB0258915 (Tetramethrin)

3D Structure for HMDB0258915 (Tetramethrin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra