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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:31 UTC

Update Date

2022-03-07 02:53:07 UTC

HMDB ID

HMDB0031796

Secondary Accession Numbers

HMDB31796

Metabolite Identification

Common Name

Isofenphos

Description

Isofenphos, also known as oftanol or amaze, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Based on a literature review very few articles have been published on Isofenphos.

Structure

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

HMDB0031796
     RDKit          3D
Isofenphos
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.2512    3.4909    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    2.0725    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459    1.9150    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634    0.3446    0.3510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9890   -0.2808   -0.9176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1625   -0.6079    1.8133 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -1.8383    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5957    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -2.6685    2.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3223    0.2614   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146    0.7957   -1.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812    1.4753   -2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    2.0047   -3.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380    1.8416   -3.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    1.1704   -2.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    0.6366   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -0.0744   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431   -0.5398    0.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396   -0.2665   -0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -0.9459    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581   -2.0776   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    0.0001    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655    3.4418    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427    4.0804    1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    3.9637    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3864    1.3257    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1371    1.8635   -0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -0.0820    2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6029    0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.8846    0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -3.4248    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -3.0189   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -3.6703    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -2.1799    3.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2357   -2.7343    2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    1.5956   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592    2.5249   -4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040    2.2455   -4.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    1.0358   -2.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3288    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.6280   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8501   -2.7131    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -1.5848   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.5452    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891   -0.6280    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.7450    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END


  Mrv0541 05061306082D          

 22 22  0  0  0  0            999 V2000
    3.0789    1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    3.9039    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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    1.7605    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    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    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    3.1895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  2  1  0  0  0  0
 11  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 15  2  0  0  0  0
 18  6  1  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 21 16  1  0  0  0  0
 21 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031796

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24NO4PS/c1-6-18-21(22,16-11(2)3)20-14-10-8-7-9-13(14)15(17)19-12(4)5/h7-12H,6H2,1-5H3,(H,16,22)

> <INCHI_KEY>
HOQADATXFBOEGG-UHFFFAOYSA-N

> <FORMULA>
C15H24NO4PS

> <MOLECULAR_WEIGHT>
345.394

> <EXACT_MASS>
345.116365463

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
35.39826944543996

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
propan-2-yl 2-({ethoxy[(propan-2-yl)amino]sulfanylidene-λ⁵-phosphanyl}oxy)benzoate

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.8394966516666655

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.76248849608136

> <JCHEM_PKA_STRONGEST_BASIC>
-7.001665208839403

> <JCHEM_POLAR_SURFACE_AREA>
56.790000000000006

> <JCHEM_REFRACTIVITY>
92.92580000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
LE-mat

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031796
     RDKit          3D
Isofenphos
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.2512    3.4909    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    2.0725    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459    1.9150    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634    0.3446    0.3510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9890   -0.2808   -0.9176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1625   -0.6079    1.8133 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -1.8383    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5957    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -2.6685    2.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3223    0.2614   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146    0.7957   -1.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812    1.4753   -2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    2.0047   -3.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380    1.8416   -3.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    1.1704   -2.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    0.6366   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -0.0744   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431   -0.5398    0.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396   -0.2665   -0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -0.9459    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581   -2.0776   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    0.0001    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655    3.4418    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427    4.0804    1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    3.9637    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3864    1.3257    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1371    1.8635   -0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -0.0820    2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6029    0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.8846    0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -3.4248    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -3.0189   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -3.6703    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -2.1799    3.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2357   -2.7343    2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    1.5956   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592    2.5249   -4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040    2.2455   -4.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    1.0358   -2.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3288    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.6280   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8501   -2.7131    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -1.5848   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.5452    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891   -0.6280    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.7450    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.747   1.953   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.897   8.621   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   7.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   3.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   7.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.897   5.954   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.437   3.286   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0       2.667   4.620   0.000  0.00  0.00           P+0
HETATM   22  S   UNK     0       4.001   5.390   0.000  0.00  0.00           S+0
CONECT    1    6                                                            
CONECT    2   11                                                            
CONECT    3   11                                                            
CONECT    4   12                                                            
CONECT    5   12                                                            
CONECT    6    1   18                                                       
CONECT    7    8    9                                                       
CONECT    8    7   10                                                       
CONECT    9    7   13                                                       
CONECT   10    8   14                                                       
CONECT   11    2    3   16                                                  
CONECT   12    4    5   19                                                  
CONECT   13    9   14   15                                                  
CONECT   14   10   13   20                                                  
CONECT   15   13   17   19                                                  
CONECT   16   11   21                                                       
CONECT   17   15                                                            
CONECT   18    6   21                                                       
CONECT   19   12   15                                                       
CONECT   20   14   21                                                       
CONECT   21   16   18   20   22                                             
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0031796
HETATM    1  C1  UNL     1      -4.251   3.491   0.860  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.837   2.073   0.535  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.446   1.915   0.707  1.00  0.00           O  
HETATM    4  P1  UNL     1      -1.963   0.345   0.351  1.00  0.00           P  
HETATM    5  S1  UNL     1      -2.989  -0.281  -0.918  1.00  0.00           S  
HETATM    6  N1  UNL     1      -2.162  -0.608   1.813  1.00  0.00           N  
HETATM    7  C3  UNL     1      -2.805  -1.838   1.474  1.00  0.00           C  
HETATM    8  C4  UNL     1      -1.955  -2.596   0.484  1.00  0.00           C  
HETATM    9  C5  UNL     1      -3.133  -2.668   2.694  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.322   0.261  -0.086  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.215   0.796  -1.234  1.00  0.00           C  
HETATM   12  C7  UNL     1      -0.581   1.475  -2.165  1.00  0.00           C  
HETATM   13  C8  UNL     1      -0.024   2.005  -3.311  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.338   1.842  -3.505  1.00  0.00           C  
HETATM   15  C10 UNL     1       2.113   1.170  -2.582  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.570   0.637  -1.433  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.395  -0.074  -0.456  1.00  0.00           C  
HETATM   18  O3  UNL     1       1.843  -0.540   0.573  1.00  0.00           O  
HETATM   19  O4  UNL     1       3.740  -0.267  -0.593  1.00  0.00           O  
HETATM   20  C13 UNL     1       4.563  -0.946   0.327  1.00  0.00           C  
HETATM   21  C14 UNL     1       5.258  -2.078  -0.406  1.00  0.00           C  
HETATM   22  C15 UNL     1       5.631   0.000   0.862  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.866   3.442   1.806  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.343   4.080   1.099  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.829   3.964   0.041  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.386   1.326   1.159  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.137   1.863  -0.516  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.627  -0.082   2.568  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.766  -1.603   0.937  1.00  0.00           H  
HETATM   30  H8  UNL     1      -1.242  -1.885   0.018  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.375  -3.425   0.984  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.572  -3.019  -0.349  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.673  -3.670   2.615  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.760  -2.180   3.640  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.236  -2.734   2.830  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.644   1.596  -2.000  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.659   2.525  -4.014  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.804   2.246  -4.394  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.189   1.036  -2.726  1.00  0.00           H  
HETATM   40  H18 UNL     1       4.018  -1.329   1.208  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.483  -2.628  -0.961  1.00  0.00           H  
HETATM   42  H20 UNL     1       5.850  -2.713   0.283  1.00  0.00           H  
HETATM   43  H21 UNL     1       5.906  -1.585  -1.179  1.00  0.00           H  
HETATM   44  H22 UNL     1       6.080   0.545   0.002  1.00  0.00           H  
HETATM   45  H23 UNL     1       6.389  -0.628   1.396  1.00  0.00           H  
HETATM   46  H24 UNL     1       5.200   0.745   1.558  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4
CONECT    4    5    5    6   10
CONECT    6    7   28
CONECT    7    8    9   29
CONECT    8   30   31   32
CONECT    9   33   34   35
CONECT   10   11
CONECT   11   12   12   16
CONECT   12   13   36
CONECT   13   14   14   37
CONECT   14   15   38
CONECT   15   16   16   39
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   21   22   40
CONECT   21   41   42   43
CONECT   22   44   45   46
END

HMDB0031796
     RDKit          3D
Isofenphos
 46 46  0  0  0  0  0  0  0  0999 V2000
   -4.2512    3.4909    0.8600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8370    2.0725    0.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459    1.9150    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9634    0.3446    0.3510 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.9890   -0.2808   -0.9176 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1625   -0.6079    1.8133 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -1.8383    1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -2.5957    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -2.6685    2.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3223    0.2614   -0.0864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2146    0.7957   -1.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812    1.4753   -2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0237    2.0047   -3.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380    1.8416   -3.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    1.1704   -2.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    0.6366   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949   -0.0744   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431   -0.5398    0.5734 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396   -0.2665   -0.5934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -0.9459    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2581   -2.0776   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    0.0001    0.8622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8655    3.4418    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3427    4.0804    1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    3.9637    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3864    1.3257    1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1371    1.8635   -0.5156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266   -0.0820    2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.6029    0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2424   -1.8846    0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -3.4248    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5716   -3.0189   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -3.6703    2.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599   -2.1799    3.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2357   -2.7343    2.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    1.5956   -1.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592    2.5249   -4.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8040    2.2455   -4.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    1.0358   -2.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0184   -1.3288    1.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -2.6280   -0.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8501   -2.7131    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9055   -1.5848   -1.1792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0795    0.5452    0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891   -0.6280    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1996    0.7450    1.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 16 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Methylethyl 2-({ethoxy[(1-methylethyl)amino]phosphorothioyl}oxy)benzoate	ChEBI
1-Methylethyl-2-((ethoxy((1-methylethyl)amino)phosphinothioyl)oxy) benzoate	ChEBI
2-[[Ethoxy[(1-methylethyl)amino]phosphinothioyl]oxy]benzoic acid 1-methylethyl ester	ChEBI
Isophenphos	ChEBI
Isopropyl 2-{[ethoxy(isopropylamino)phosphorothioyl]oxy}benzoate	ChEBI
Isopropylsalicylate, O-ester with O-ethyl isopropylphosphoramidothioate	ChEBI
O-Ethyl O-(2-isopropoxycarbonyl)phenyl isopropylphosphoramidothioate	ChEBI
Oftanol	ChEBI
1-Methylethyl 2-({ethoxy[(1-methylethyl)amino]phosphorothioyl}oxy)benzoic acid	Generator
1-Methylethyl-2-((ethoxy((1-methylethyl)amino)phosphinothioyl)oxy) benzoic acid	Generator
2-[[Ethoxy[(1-methylethyl)amino]phosphinothioyl]oxy]benzoate 1-methylethyl ester	Generator
Isopropyl 2-{[ethoxy(isopropylamino)phosphorothioyl]oxy}benzoic acid	Generator
Isopropylsalicylic acid, O-ester with O-ethyl isopropylphosphoramidothioic acid	Generator
O-Ethyl O-(2-isopropoxycarbonyl)phenyl isopropylphosphoramidothioic acid	Generator
1-Methylethyl 2-[[ethoxy[(1-methylethyl)amino]phosphinothioyl]oxy]benzoate, 9ci	HMDB
Amaze	HMDB
Amidocid	HMDB
Discus	HMDB
Le-mat	HMDB
O-Ethyl O-2-isopropoxycarbonylphenyl isopropylphosphoramidothioate	HMDB
Pryfon	HMDB
Pyrfon	HMDB

Chemical Formula

C₁₅H₂₄NO₄PS

Average Molecular Weight

345.394

Monoisotopic Molecular Weight

345.116365463

IUPAC Name

propan-2-yl 2-({ethoxy[(propan-2-yl)amino]sulfanylidene-λ⁵-phosphanyl}oxy)benzoate

Traditional Name

LE-mat

CAS Registry Number

25311-71-1

SMILES

CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C

InChI Identifier

InChI=1S/C15H24NO4PS/c1-6-18-21(22,16-11(2)3)20-14-10-8-7-9-13(14)15(17)19-12(4)5/h7-12H,6H2,1-5H3,(H,16,22)

InChI Key

HOQADATXFBOEGG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Phenoxy compound
Benzoyl
Organic thiophosphoric acid or derivatives
Thiophosphoric acid ester
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

salicylates (CHEBI:6009 )
organic phosphonate (CHEBI:6009 )
phosphonic ester (CHEBI:6009 )
organothiophosphate insecticide (CHEBI:6009 )
Organophosphorus insecticides (C11002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0031796)

Cellular substructure

Membrane (HMDB: HMDB0031796)

Source

Endogenous

Endogenous (HMDB: HMDB0031796)

Exogenous

Food

Food (HMDB: HMDB0031796)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	-12 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.022 mg/mL at 20 °C	Not Available
LogP	4.12	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0047 g/L	ALOGPS
logP	4.48	ALOGPS
logP	3.84	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.79 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	92.93 m³·mol⁻¹	ChemAxon
Polarizability	35.4 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	179.606	31661259
DarkChem	[M-H]-	176.309	31661259
DeepCCS	[M+H]+	175.163	30932474
DeepCCS	[M-H]-	172.805	30932474
DeepCCS	[M-2H]-	206.208	30932474
DeepCCS	[M+Na]+	181.434	30932474
AllCCS	[M+H]+	179.9	32859911
AllCCS	[M+H-H2O]+	177.4	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	182.9	32859911
AllCCS	[M-H]-	177.5	32859911
AllCCS	[M+Na-2H]-	178.1	32859911
AllCCS	[M+HCOO]-	178.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isofenphos	CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C	3118.2	Standard polar	33892256
Isofenphos	CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C	2157.2	Standard non polar	33892256
Isofenphos	CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C	2094.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isofenphos,1TMS,isomer #1	CCOP(=S)(OC1=CC=CC=C1C(=O)OC(C)C)N(C(C)C)[Si](C)(C)C	2197.5	Semi standard non polar	33892256
Isofenphos,1TMS,isomer #1	CCOP(=S)(OC1=CC=CC=C1C(=O)OC(C)C)N(C(C)C)[Si](C)(C)C	2303.4	Standard non polar	33892256
Isofenphos,1TBDMS,isomer #1	CCOP(=S)(OC1=CC=CC=C1C(=O)OC(C)C)N(C(C)C)[Si](C)(C)C(C)(C)C	2417.4	Semi standard non polar	33892256
Isofenphos,1TBDMS,isomer #1	CCOP(=S)(OC1=CC=CC=C1C(=O)OC(C)C)N(C(C)C)[Si](C)(C)C(C)(C)C	2471.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Isofenphos GC-EI-Q (Non-derivatized)	splash10-0ab9-9840000000-b95f40096879a4468f84	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Isofenphos GC-EI-Q (Non-derivatized)	splash10-0ab9-9840000000-b95f40096879a4468f84	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isofenphos GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7396000000-d79d9aced6ab27eb463c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isofenphos 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 - Isofenphos 10V, Positive-QTOF	splash10-0gba-2249000000-ea815528ec0894871760	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 20V, Positive-QTOF	splash10-0200-6691000000-317afbd5afe312925a9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 40V, Positive-QTOF	splash10-08fu-9240000000-971cf1b94715c9e8b95f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 10V, Negative-QTOF	splash10-00mo-3729000000-98fe5000ded01a2dae85	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 20V, Negative-QTOF	splash10-0pvi-4796000000-974217098f59a8f7c69a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 40V, Negative-QTOF	splash10-0a4i-9140000000-0da15a1267fc48ab1a0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 10V, Negative-QTOF	splash10-00di-1901000000-b79a3fa3a97748cea3bf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 20V, Negative-QTOF	splash10-00dl-0913000000-61d57d4478fca5d885b7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 40V, Negative-QTOF	splash10-05fu-6910000000-c2c6e303486195c1ac3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 10V, Positive-QTOF	splash10-0f92-0189000000-05255d7e3b5b7a493539	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 20V, Positive-QTOF	splash10-0a4r-0971000000-d59395226fd0ce818ded	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isofenphos 40V, Positive-QTOF	splash10-005c-9340000000-7c888489aa62b9337119	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB008469

KNApSAcK ID

Not Available

Chemspider ID

30459

KEGG Compound ID

C11002

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

32872

PDB ID

Not Available

ChEBI ID

6009

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)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isofenphos (HMDB0031796)

MOL for HMDB0031796 (Isofenphos)

3D MOL for HMDB0031796 (Isofenphos)

3D SDF for HMDB0031796 (Isofenphos)

3D-SDF for HMDB0031796 (Isofenphos)

PDB for HMDB0031796 (Isofenphos)

3D PDB for HMDB0031796 (Isofenphos)

SMILES for HMDB0031796 (Isofenphos)

INCHI for HMDB0031796 (Isofenphos)

Structure for HMDB0031796 (Isofenphos)

3D Structure for HMDB0031796 (Isofenphos)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra