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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-12 17:31:49 UTC

Update Date

2019-07-23 07:14:32 UTC

HMDB ID

HMDB0060528

Secondary Accession Numbers

HMDB60528

Metabolite Identification

Common Name

N-desethylamiodarone

Description

N-desethylamiodarone belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group. N-desethylamiodarone is a very strong basic compound (based on its pKa). N-Desethylamiodarone is a CYP3A4 metabolite of amiodarone. The main in-vivo metabolite of amiodarone, N-desethylamiodarone (DEAM), possesses clinically relevant class-II antiarrhythmic and vasodilator activities. Amiodarone is recognized as an effective drug in the treatment of arrhythmias.

Structure

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

1118
  Mrv0541 02271201072D          

 29 31  0  0  0  0            999 V2000
    6.2432    1.7958    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.8325   -1.0007    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -2.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3451    0.5677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    0.5012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6650    2.3062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -0.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -2.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4087    1.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -0.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4723    2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6014    1.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -3.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7286    3.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    0.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    1.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  3  8  1  0  0  0  0
  3 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 23  1  0  0  0  0
  5 15  2  0  0  0  0
  6 13  1  0  0  0  0
  6 16  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  2  0  0  0  0
 12 20  2  0  0  0  0
 13 17  1  0  0  0  0
 14 21  1  0  0  0  0
 15 19  1  0  0  0  0
 16 22  1  0  0  0  0
 18 24  1  0  0  0  0
 19 26  2  0  0  0  0
 19 27  1  0  0  0  0
 20 25  1  0  0  0  0
 23 28  2  0  0  0  0
 23 29  1  0  0  0  0
 24 25  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END

HMDB0060528
     RDKit          3D
N-desethylamiodarone
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.6468    4.4064    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7071    3.3466    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1721    1.9608    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1960    1.6539   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300    0.2274   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090   -0.7680   -1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286   -1.9240   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0064   -3.2039   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -4.2196   -1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -3.9921   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075   -2.6905    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.6444   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7375   -0.2834   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    0.4343    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.2141    1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524    0.2423    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6099    0.5709    1.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806    0.3678    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.9335    2.8504 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -0.2159    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163   -0.4664   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -1.6827    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646   -1.8084   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.8393    0.3994 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277    0.4947   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927    1.3924    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294   -0.5619   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -1.4518   -2.5511 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -0.3572   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8276    4.0507    0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    5.3280    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2213    4.6714   -0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5426    3.4412    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2404    3.4624   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.6648    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0329    1.2488   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148    1.7922   -1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    2.3426   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7836   -3.4120   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -5.2490   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6151   -4.7840    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2332   -2.4413    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937    1.0294    2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711   -2.5373   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -1.8492    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720   -1.8946   -1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.8146    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -0.8661    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6107    0.5853   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387    0.8922    0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3023    1.6533    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5505    0.8633    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313    2.3167   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.6296   -1.2976 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 27  1  0
 27 28  1  0
 27 29  2  0
 13  5  2  0
 29 16  1  0
 12  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 17 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 29 54  1  0
M  END

1118
  Mrv0541 02271201072D          

 29 31  0  0  0  0            999 V2000
    6.2432    1.7958    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    6.8325   -1.0007    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -2.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3451    0.5677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650    0.5012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6650    2.3062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412   -1.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597   -0.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -2.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4087    1.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1662   -2.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1159   -0.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4723    2.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6014    1.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9232    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5787   -3.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7286    3.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5379    0.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.1485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1795    0.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4742   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9868    1.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -0.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  3  8  1  0  0  0  0
  3 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 23  1  0  0  0  0
  5 15  2  0  0  0  0
  6 13  1  0  0  0  0
  6 16  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 11 18  2  0  0  0  0
 12 20  2  0  0  0  0
 13 17  1  0  0  0  0
 14 21  1  0  0  0  0
 15 19  1  0  0  0  0
 16 22  1  0  0  0  0
 18 24  1  0  0  0  0
 19 26  2  0  0  0  0
 19 27  1  0  0  0  0
 20 25  1  0  0  0  0
 23 28  2  0  0  0  0
 23 29  1  0  0  0  0
 24 25  2  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060528

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC1=C(C(=O)C2=CC(I)=C(OCCNCC)C(I)=C2)C2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H25I2NO3/c1-3-5-9-20-21(16-8-6-7-10-19(16)29-20)22(27)15-13-17(24)23(18(25)14-15)28-12-11-26-4-2/h6-8,10,13-14,26H,3-5,9,11-12H2,1-2H3

> <INCHI_KEY>
VXOKDLACQICQFA-UHFFFAOYSA-N

> <FORMULA>
C23H25I2NO3

> <MOLECULAR_WEIGHT>
617.2584

> <EXACT_MASS>
616.992380511

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
53.077752722063494

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}(ethyl)amine

> <ALOGPS_LOGP>
6.27

> <JCHEM_LOGP>
6.895565532666667

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.397976982846428

> <JCHEM_POLAR_SURFACE_AREA>
51.47

> <JCHEM_REFRACTIVITY>
135.01149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}(ethyl)amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060528
     RDKit          3D
N-desethylamiodarone
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.6468    4.4064    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7071    3.3466    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1721    1.9608    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1960    1.6539   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300    0.2274   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090   -0.7680   -1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286   -1.9240   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0064   -3.2039   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -4.2196   -1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -3.9921   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075   -2.6905    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.6444   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7375   -0.2834   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    0.4343    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.2141    1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524    0.2423    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6099    0.5709    1.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806    0.3678    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.9335    2.8504 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -0.2159    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163   -0.4664   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -1.6827    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646   -1.8084   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.8393    0.3994 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277    0.4947   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927    1.3924    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294   -0.5619   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -1.4518   -2.5511 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -0.3572   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8276    4.0507    0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    5.3280    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2213    4.6714   -0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5426    3.4412    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2404    3.4624   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.6648    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0329    1.2488   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148    1.7922   -1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    2.3426   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7836   -3.4120   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -5.2490   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6151   -4.7840    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2332   -2.4413    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937    1.0294    2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711   -2.5373   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -1.8492    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720   -1.8946   -1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.8146    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -0.8661    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6107    0.5853   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387    0.8922    0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3023    1.6533    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5505    0.8633    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313    2.3167   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.6296   -1.2976 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 27  1  0
 27 28  1  0
 27 29  2  0
 13  5  2  0
 29 16  1  0
 12  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 17 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 29 54  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1118                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  I   UNK     0      11.654   3.352   0.000  0.00  0.00           I+0
HETATM    2  I   UNK     0      12.754  -1.868   0.000  0.00  0.00           I+0
HETATM    3  O   UNK     0       7.205  -4.153   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.711   1.060   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       6.655   0.936   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      16.175   4.305   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.644  -2.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.104  -2.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.205  -1.674   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.414  -4.248   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.748  -2.144   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -3.684   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.696   2.841   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.644  -5.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.683  -0.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.682   4.622   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.189   2.524   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -1.374   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.190   0.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -4.454   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.414  -6.915   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.160   6.086   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.204   0.742   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.080  -2.144   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.080  -3.684   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.668   1.571   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.219  -1.039   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.175   1.888   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.725  -0.722   0.000  0.00  0.00           C+0
CONECT    1   28                                                            
CONECT    2   29                                                            
CONECT    3    8   12                                                       
CONECT    4   17   23                                                       
CONECT    5   15                                                            
CONECT    6   13   16                                                       
CONECT    7    8   10                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   11   15                                                  
CONECT   10    7   14                                                       
CONECT   11    9   12   18                                                  
CONECT   12    3   11   20                                                  
CONECT   13    6   17                                                       
CONECT   14   10   21                                                       
CONECT   15    5    9   19                                                  
CONECT   16    6   22                                                       
CONECT   17    4   13                                                       
CONECT   18   11   24                                                       
CONECT   19   15   26   27                                                  
CONECT   20   12   25                                                       
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23    4   28   29                                                  
CONECT   24   18   25                                                       
CONECT   25   20   24                                                       
CONECT   26   19   28                                                       
CONECT   27   19   29                                                       
CONECT   28    1   23   26                                                  
CONECT   29    2   23   27                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0060528
HETATM    1  C1  UNL     1      -4.647   4.406   0.297  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.707   3.347   0.128  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.172   1.961   0.161  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.196   1.654  -0.956  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.730   0.227  -0.801  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.309  -0.768  -1.479  1.00  0.00           O  
HETATM    7  C6  UNL     1      -3.729  -1.924  -1.160  1.00  0.00           C  
HETATM    8  C7  UNL     1      -4.006  -3.204  -1.618  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.230  -4.220  -1.101  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.231  -3.992  -0.181  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.007  -2.690   0.230  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.743  -1.644  -0.246  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.738  -0.283  -0.017  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.806   0.434   0.833  1.00  0.00           C  
HETATM   15  O2  UNL     1      -2.183   1.214   1.722  1.00  0.00           O  
HETATM   16  C14 UNL     1      -0.352   0.242   0.642  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.610   0.571   1.541  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.981   0.368   1.371  1.00  0.00           C  
HETATM   19  I1  UNL     1       3.369   0.933   2.850  1.00  0.00           I  
HETATM   20  C17 UNL     1       2.374  -0.216   0.191  1.00  0.00           C  
HETATM   21  O3  UNL     1       3.716  -0.466  -0.085  1.00  0.00           O  
HETATM   22  C18 UNL     1       4.327  -1.683   0.289  1.00  0.00           C  
HETATM   23  C19 UNL     1       5.765  -1.808  -0.116  1.00  0.00           C  
HETATM   24  N1  UNL     1       6.662  -0.839   0.399  1.00  0.00           N  
HETATM   25  C20 UNL     1       6.528   0.495  -0.077  1.00  0.00           C  
HETATM   26  C21 UNL     1       7.593   1.392   0.561  1.00  0.00           C  
HETATM   27  C22 UNL     1       1.429  -0.562  -0.742  1.00  0.00           C  
HETATM   28  I2  UNL     1       2.031  -1.452  -2.551  1.00  0.00           I  
HETATM   29  C23 UNL     1       0.072  -0.357  -0.565  1.00  0.00           C  
HETATM   30  H1  UNL     1      -3.828   4.051   0.987  1.00  0.00           H  
HETATM   31  H2  UNL     1      -5.091   5.328   0.767  1.00  0.00           H  
HETATM   32  H3  UNL     1      -4.221   4.671  -0.684  1.00  0.00           H  
HETATM   33  H4  UNL     1      -6.543   3.441   0.875  1.00  0.00           H  
HETATM   34  H5  UNL     1      -6.240   3.462  -0.863  1.00  0.00           H  
HETATM   35  H6  UNL     1      -4.773   1.665   1.144  1.00  0.00           H  
HETATM   36  H7  UNL     1      -6.033   1.249  -0.011  1.00  0.00           H  
HETATM   37  H8  UNL     1      -4.715   1.792  -1.911  1.00  0.00           H  
HETATM   38  H9  UNL     1      -3.326   2.343  -0.887  1.00  0.00           H  
HETATM   39  H10 UNL     1      -4.784  -3.412  -2.338  1.00  0.00           H  
HETATM   40  H11 UNL     1      -3.372  -5.249  -1.392  1.00  0.00           H  
HETATM   41  H12 UNL     1      -1.615  -4.784   0.237  1.00  0.00           H  
HETATM   42  H13 UNL     1      -1.233  -2.441   0.959  1.00  0.00           H  
HETATM   43  H14 UNL     1       0.294   1.029   2.474  1.00  0.00           H  
HETATM   44  H15 UNL     1       3.771  -2.537  -0.181  1.00  0.00           H  
HETATM   45  H16 UNL     1       4.286  -1.849   1.392  1.00  0.00           H  
HETATM   46  H17 UNL     1       5.872  -1.895  -1.223  1.00  0.00           H  
HETATM   47  H18 UNL     1       6.137  -2.815   0.265  1.00  0.00           H  
HETATM   48  H19 UNL     1       6.768  -0.866   1.420  1.00  0.00           H  
HETATM   49  H20 UNL     1       6.611   0.585  -1.175  1.00  0.00           H  
HETATM   50  H21 UNL     1       5.539   0.892   0.247  1.00  0.00           H  
HETATM   51  H22 UNL     1       7.302   1.653   1.616  1.00  0.00           H  
HETATM   52  H23 UNL     1       8.550   0.863   0.626  1.00  0.00           H  
HETATM   53  H24 UNL     1       7.631   2.317  -0.049  1.00  0.00           H  
HETATM   54  H25 UNL     1      -0.659  -0.630  -1.298  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   35   36
CONECT    4    5   37   38
CONECT    5    6   13   13
CONECT    6    7
CONECT    7    8    8   12
CONECT    8    9   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   12   42
CONECT   12   13
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   17   29
CONECT   17   18   43
CONECT   18   19   20   20
CONECT   20   21   27
CONECT   21   22
CONECT   22   23   44   45
CONECT   23   24   46   47
CONECT   24   25   48
CONECT   25   26   49   50
CONECT   26   51   52   53
CONECT   27   28   29   29
CONECT   29   54
END

HMDB0060528
     RDKit          3D
N-desethylamiodarone
 54 56  0  0  0  0  0  0  0  0999 V2000
   -4.6468    4.4064    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7071    3.3466    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1721    1.9608    0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1960    1.6539   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7300    0.2274   -0.8012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3090   -0.7680   -1.4792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7286   -1.9240   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0064   -3.2039   -1.6179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -4.2196   -1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -3.9921   -0.1808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075   -2.6905    0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.6444   -0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7375   -0.2834   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    0.4343    0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1825    1.2141    1.7223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3524    0.2423    0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6099    0.5709    1.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806    0.3678    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    0.9335    2.8504 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -0.2159    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163   -0.4664   -0.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270   -1.6827    0.2887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7646   -1.8084   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.8393    0.3994 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5277    0.4947   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927    1.3924    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4294   -0.5619   -0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314   -1.4518   -2.5511 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.0719   -0.3572   -0.5651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8276    4.0507    0.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    5.3280    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2213    4.6714   -0.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5426    3.4412    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2404    3.4624   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7732    1.6648    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0329    1.2488   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7148    1.7922   -1.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3258    2.3426   -0.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7836   -3.4120   -2.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3723   -5.2490   -1.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6151   -4.7840    0.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2332   -2.4413    0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937    1.0294    2.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7711   -2.5373   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -1.8492    1.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8720   -1.8946   -1.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1367   -2.8146    0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7684   -0.8661    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6107    0.5853   -1.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387    0.8922    0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3023    1.6533    1.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5505    0.8633    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6313    2.3167   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6592   -0.6296   -1.2976 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 27  1  0
 27 28  1  0
 27 29  2  0
 13  5  2  0
 29 16  1  0
 12  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 17 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 26 53  1  0
 29 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deethylamiodarone	HMDB
N-Desethylamiodarone	MeSH

Chemical Formula

C₂₃H₂₅I₂NO₃

Average Molecular Weight

617.2584

Monoisotopic Molecular Weight

616.992380511

IUPAC Name

{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}(ethyl)amine

Traditional Name

{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}(ethyl)amine

CAS Registry Number

Not Available

SMILES

CCCCC1=C(C(=O)C2=CC(I)=C(OCCNCC)C(I)=C2)C2=CC=CC=C2O1

InChI Identifier

InChI=1S/C23H25I2NO3/c1-3-5-9-20-21(16-8-6-7-10-19(16)29-20)22(27)15-13-17(24)23(18(25)14-15)28-12-11-26-4-2/h6-8,10,13-14,26H,3-5,9,11-12H2,1-2H3

InChI Key

VXOKDLACQICQFA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl-phenylketones. These are aromatic compounds containing a ketone substituted by one aryl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl-phenylketones

Alternative Parents

Substituents

Aryl-phenylketone
Benzofuran
Phenoxy compound
Benzoyl
3-aroylfuran
Phenol ether
Alkyl aryl ether
Halobenzene
Iodobenzene
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Secondary aliphatic amine
Ether
Secondary amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organoiodide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060528)

Organ

Kidney (HMDB: HMDB0060528)
Liver (HMDB: HMDB0060528)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060528)

Cellular substructure

Cytoplasm (HMDB: HMDB0060528)
Membrane (HMDB: HMDB0060528)

Source

Endogenous

Endogenous (HMDB: HMDB0060528)

Process

Not Available

Role

Not Available

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
Water Solubility	0.005 g/L	ALOGPS
logP	6.27	ALOGPS
logP	6.9	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	9.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.47 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	135.01 m³·mol⁻¹	ChemAxon
Polarizability	53.08 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]+	218.777	30932474
DeepCCS	[M-H]-	215.852	30932474
DeepCCS	[M-2H]-	251.019	30932474
DeepCCS	[M+Na]+	227.309	30932474
AllCCS	[M+H]+	219.9	32859911
AllCCS	[M+H-H2O]+	218.4	32859911
AllCCS	[M+NH4]+	221.2	32859911
AllCCS	[M+Na]+	221.6	32859911
AllCCS	[M-H]-	216.1	32859911
AllCCS	[M+Na-2H]-	218.0	32859911
AllCCS	[M+HCOO]-	220.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-desethylamiodarone	CCCCC1=C(C(=O)C2=CC(I)=C(OCCNCC)C(I)=C2)C2=CC=CC=C2O1	4271.1	Standard polar	33892256
N-desethylamiodarone	CCCCC1=C(C(=O)C2=CC(I)=C(OCCNCC)C(I)=C2)C2=CC=CC=C2O1	3488.4	Standard non polar	33892256
N-desethylamiodarone	CCCCC1=C(C(=O)C2=CC(I)=C(OCCNCC)C(I)=C2)C2=CC=CC=C2O1	3676.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-desethylamiodarone,1TMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3739.6	Semi standard non polar	33892256
N-desethylamiodarone,1TMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3510.7	Standard non polar	33892256
N-desethylamiodarone,1TMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3873.3	Standard polar	33892256
N-desethylamiodarone,1TBDMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C(C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3941.2	Semi standard non polar	33892256
N-desethylamiodarone,1TBDMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C(C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3688.3	Standard non polar	33892256
N-desethylamiodarone,1TBDMS,isomer #1	CCCCC1=C(C(=O)C2=CC(I)=C(OCCN(CC)[Si](C)(C)C(C)(C)C)C(I)=C2)C2=CC=CC=C2O1	3930.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-desethylamiodarone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000031000-c61fb1c3ee3bfb39d746	2017-09-20	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 - N-desethylamiodarone 10V, Positive-QTOF	splash10-014i-3100549000-59ef59884d93b25637e1	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 20V, Positive-QTOF	splash10-00dl-9010321000-a9aa3fff76e60e62099d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 40V, Positive-QTOF	splash10-006x-9107200000-d113c86be188909a7a1c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 10V, Negative-QTOF	splash10-014i-2000049000-5f355505168fca4dfbfb	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 20V, Negative-QTOF	splash10-00r6-3102293000-9b3cc6c66ccca7b31317	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 40V, Negative-QTOF	splash10-006x-7902160000-9919a963f9be6f25cbf7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 10V, Positive-QTOF	splash10-014i-2000009000-19bcc15b6f6434fa1725	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 20V, Positive-QTOF	splash10-014i-3000069000-36f7d0bbcad7fe88da8a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 40V, Positive-QTOF	splash10-00dl-9101010000-cf6787f4f3877563cd3d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 10V, Negative-QTOF	splash10-014i-0000009000-6e83756760649809fe32	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 20V, Negative-QTOF	splash10-014i-0400249000-5646f91168685b7da23e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-desethylamiodarone 40V, Negative-QTOF	splash10-004i-0900000000-590206bcf5f65e62fb79	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

104774

PDB ID

Not Available

ChEBI ID

Not Available

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

Himmel HM, Dobrev D, Grossmann M, Ravens U: N-desethylamiodarone modulates intracellular calcium concentration in endothelial cells. Naunyn Schmiedebergs Arch Pharmacol. 2000 Dec;362(6):489-96. [PubMed:11138840 ]

Showing metabocard for N-desethylamiodarone (HMDB0060528)

MOL for HMDB0060528 (N-desethylamiodarone)

3D MOL for HMDB0060528 (N-desethylamiodarone)

3D SDF for HMDB0060528 (N-desethylamiodarone)

3D-SDF for HMDB0060528 (N-desethylamiodarone)

PDB for HMDB0060528 (N-desethylamiodarone)

3D PDB for HMDB0060528 (N-desethylamiodarone)

SMILES for HMDB0060528 (N-desethylamiodarone)

INCHI for HMDB0060528 (N-desethylamiodarone)

Structure for HMDB0060528 (N-desethylamiodarone)

3D Structure for HMDB0060528 (N-desethylamiodarone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra