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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:53:42 UTC

Update Date

2021-09-26 23:01:05 UTC

HMDB ID

HMDB0249929

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Benzyl-1-(benzyloxymethyl)-5-iodouracil

Description

6-Benzyl-1-(benzyloxymethyl)-5-iodouracil belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review a small amount of articles have been published on 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-benzyl-1-(benzyloxymethyl)-5-iodouracil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 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

  Mrv1652309112108542D          

 25 27  0  0  0  0            999 V2000
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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    1.2375    0.0000 C   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
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
  9 25  1  0  0  0  0
M  END

HMDB0249929
     RDKit          3D
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.1139   -4.1135    1.7028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5573   -3.2156    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -3.5380   -0.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256   -2.6021   -0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -2.9620   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -1.2768   -0.5208 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -0.3618   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.0690   -1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.5065    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4476    0.6647    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.4157   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    1.5862   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347    1.0260    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    0.2754    1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.1076    1.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.8785    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977    0.5560    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8896    0.8489    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    0.5718   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5278    0.8624   -1.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    1.4461   -0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7215    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.4311    1.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7772   -1.8646    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -1.3966    2.7988 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5498   -4.5622   -0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -0.8277   -2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.5806   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476   -0.1505    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    1.5001    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    1.8856   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217    2.1713   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2923    1.1227    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0921   -0.1680    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -0.4836    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2603    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.6940    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    0.1159   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.6227   -2.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4264    1.6450   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8148    2.1731    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714    1.6795    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  2  0
 24 25  1  0
 24  2  1  0
 15 10  1  0
 23 18  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

  Mrv1652309112108542D          

 25 27  0  0  0  0            999 V2000
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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    1.2375    0.0000 C   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
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
  9 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249929

> <DATABASE_NAME>
hmdb

> <SMILES>
IC1=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H17IN2O3/c20-17-16(11-14-7-3-1-4-8-14)22(19(24)21-18(17)23)13-25-12-15-9-5-2-6-10-15/h1-10H,11-13H2,(H,21,23,24)

> <INCHI_KEY>
DZMYZUPNSMGTEY-UHFFFAOYSA-N

> <FORMULA>
C19H17IN2O3

> <MOLECULAR_WEIGHT>
448.26

> <EXACT_MASS>
448.02839

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
38.79294768881889

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-benzyl-1-[(benzyloxy)methyl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
3.28

> <JCHEM_LOGP>
4.000068146666666

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.741930055247973

> <JCHEM_PKA_STRONGEST_BASIC>
-4.259409323998292

> <JCHEM_POLAR_SURFACE_AREA>
58.64

> <JCHEM_REFRACTIVITY>
105.11870000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.01e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-benzyl-1-[(benzyloxy)methyl]-5-iodo-3H-pyrimidine-2,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249929
     RDKit          3D
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.1139   -4.1135    1.7028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5573   -3.2156    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -3.5380   -0.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256   -2.6021   -0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -2.9620   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -1.2768   -0.5208 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -0.3618   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.0690   -1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.5065    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4476    0.6647    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.4157   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    1.5862   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347    1.0260    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    0.2754    1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.1076    1.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.8785    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977    0.5560    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8896    0.8489    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    0.5718   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5278    0.8624   -1.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    1.4461   -0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7215    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.4311    1.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7772   -1.8646    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -1.3966    2.7988 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5498   -4.5622   -0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -0.8277   -2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.5806   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476   -0.1505    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    1.5001    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    1.8856   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217    2.1713   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2923    1.1227    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0921   -0.1680    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -0.4836    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2603    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.6940    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    0.1159   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.6227   -2.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4264    1.6450   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8148    2.1731    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714    1.6795    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  2  0
 24 25  1  0
 24  2  1  0
 15 10  1  0
 23 18  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.670   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.337   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   25  I   UNK     0       5.335  -0.000   0.000  0.00  0.00           I+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   25                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0249929
HETATM    1  O1  UNL     1      -2.114  -4.114   1.703  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.557  -3.216   0.995  1.00  0.00           C  
HETATM    3  N1  UNL     1      -0.719  -3.538  -0.013  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.126  -2.602  -0.764  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.649  -2.962  -1.694  1.00  0.00           O  
HETATM    6  N2  UNL     1      -0.364  -1.277  -0.521  1.00  0.00           N  
HETATM    7  C3  UNL     1       0.326  -0.362  -1.372  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.605  -0.069  -1.050  1.00  0.00           O  
HETATM    9  C4  UNL     1       1.942   0.507   0.118  1.00  0.00           C  
HETATM   10  C5  UNL     1       3.448   0.665   0.249  1.00  0.00           C  
HETATM   11  C6  UNL     1       4.129   1.416  -0.700  1.00  0.00           C  
HETATM   12  C7  UNL     1       5.502   1.586  -0.609  1.00  0.00           C  
HETATM   13  C8  UNL     1       6.235   1.026   0.411  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.528   0.275   1.353  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.164   0.108   1.260  1.00  0.00           C  
HETATM   16  C11 UNL     1      -1.182  -0.879   0.455  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.498   0.556   0.712  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.890   0.849   0.226  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.254   0.572  -1.071  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.528   0.862  -1.561  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.468   1.446  -0.736  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.101   1.721   0.557  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.828   1.431   1.046  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.777  -1.865   1.214  1.00  0.00           C  
HETATM   25  I1  UNL     1      -3.070  -1.397   2.799  1.00  0.00           I  
HETATM   26  H1  UNL     1      -0.550  -4.562  -0.183  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.359  -0.828  -2.406  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.248   0.581  -1.549  1.00  0.00           H  
HETATM   29  H4  UNL     1       1.648  -0.151   0.960  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.476   1.500   0.314  1.00  0.00           H  
HETATM   31  H6  UNL     1       3.624   1.886  -1.531  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.022   2.171  -1.352  1.00  0.00           H  
HETATM   33  H8  UNL     1       7.292   1.123   0.533  1.00  0.00           H  
HETATM   34  H9  UNL     1       6.092  -0.168   2.156  1.00  0.00           H  
HETATM   35  H10 UNL     1       3.620  -0.484   2.005  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.801   1.260   0.276  1.00  0.00           H  
HETATM   37  H12 UNL     1      -1.463   0.694   1.812  1.00  0.00           H  
HETATM   38  H13 UNL     1      -2.549   0.116  -1.731  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.763   0.623  -2.595  1.00  0.00           H  
HETATM   40  H15 UNL     1      -6.426   1.645  -1.171  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.815   2.173   1.212  1.00  0.00           H  
HETATM   42  H17 UNL     1      -3.571   1.680   2.069  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4   26
CONECT    4    5    5    6
CONECT    6    7   16
CONECT    7    8   27   28
CONECT    8    9
CONECT    9   10   29   30
CONECT   10   11   11   15
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   35
CONECT   16   17   24   24
CONECT   17   18   36   37
CONECT   18   19   19   23
CONECT   19   20   38
CONECT   20   21   21   39
CONECT   21   22   40
CONECT   22   23   23   41
CONECT   23   42
CONECT   24   25
END

HMDB0249929
     RDKit          3D
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil
 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.1139   -4.1135    1.7028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5573   -3.2156    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -3.5380   -0.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256   -2.6021   -0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6492   -2.9620   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3635   -1.2768   -0.5208 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3259   -0.3618   -1.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6047   -0.0690   -1.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9418    0.5065    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4476    0.6647    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290    1.4157   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    1.5862   -0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347    1.0260    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281    0.2754    1.3531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1640    0.1076    1.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -0.8785    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977    0.5560    0.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8896    0.8489    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2536    0.5718   -1.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5278    0.8624   -1.5611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    1.4461   -0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1010    1.7215    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8284    1.4311    1.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7772   -1.8646    1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -1.3966    2.7988 I   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5498   -4.5622   -0.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3586   -0.8277   -2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2476    0.5806   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6476   -0.1505    0.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    1.5001    0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6239    1.8856   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217    2.1713   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2923    1.1227    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0921   -0.1680    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6198   -0.4836    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8007    1.2603    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.6940    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5490    0.1159   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7626    0.6227   -2.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4264    1.6450   -1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8148    2.1731    1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5714    1.6795    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  2  0
 24 25  1  0
 24  2  1  0
 15 10  1  0
 23 18  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 20 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Benzyl-1-benzyloxymethyl-5-iodouracil	HMDB

Chemical Formula

C₁₉H₁₇IN₂O₃

Average Molecular Weight

448.26

Monoisotopic Molecular Weight

448.02839

IUPAC Name

6-benzyl-1-[(benzyloxy)methyl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

6-benzyl-1-[(benzyloxy)methyl]-5-iodo-3H-pyrimidine-2,4-dione

CAS Registry Number

Not Available

SMILES

IC1=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C(=O)NC1=O

InChI Identifier

InChI=1S/C19H17IN2O3/c20-17-16(11-14-7-3-1-4-8-14)22(19(24)21-18(17)23)13-25-12-15-9-5-2-6-10-15/h1-10H,11-13H2,(H,21,23,24)

InChI Key

DZMYZUPNSMGTEY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Halopyrimidines

Alternative Parents

Substituents

Halopyrimidine
Pyrimidone
Aryl halide
Aryl iodide
Monocyclic benzene moiety
Hydropyrimidine
Benzenoid
Vinylogous amide
Heteroaromatic compound
Urea
Lactam
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	3.28	ALOGPS
logP	4	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	58.64 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.12 m³·mol⁻¹	ChemAxon
Polarizability	38.79 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	195.531	30932474
DeepCCS	[M-H]-	193.173	30932474
DeepCCS	[M-2H]-	226.525	30932474
DeepCCS	[M+Na]+	201.781	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil	IC1=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C(=O)NC1=O	3967.3	Standard polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil	IC1=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C(=O)NC1=O	2974.7	Standard non polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil	IC1=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C(=O)NC1=O	3252.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3016.4	Semi standard non polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3221.4	Standard non polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TMS,isomer #1	C[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3663.8	Standard polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3270.4	Semi standard non polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3450.5	Standard non polar	33892256
6-Benzyl-1-(benzyloxymethyl)-5-iodouracil,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1C(=O)C(I)=C(CC2=CC=CC=C2)N(COCC2=CC=CC=C2)C1=O	3681.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-2129100000-273f16b53c9e66e58716	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 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 - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 10V, Positive-QTOF	splash10-0002-0000900000-5a9b3bfc556a974edb54	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 20V, Positive-QTOF	splash10-002g-2009300000-74c1b58e4a48a262a3e9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 40V, Positive-QTOF	splash10-0006-9027100000-39d2272918cf84e6be8d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 10V, Negative-QTOF	splash10-0002-0002900000-fc6268cad67c50848cc4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 20V, Negative-QTOF	splash10-004l-1009100000-b5b9ce55584f324285fd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil 40V, Negative-QTOF	splash10-00kf-6921000000-a9a40d840a558e8882e4	2021-10-12	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28510392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70688235

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

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 6-Benzyl-1-(benzyloxymethyl)-5-iodouracil (HMDB0249929)

MOL for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

3D MOL for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

3D SDF for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

3D-SDF for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

PDB for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

3D PDB for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

SMILES for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

INCHI for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

Structure for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

3D Structure for HMDB0249929 (6-Benzyl-1-(benzyloxymethyl)-5-iodouracil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra