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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:36 UTC

HMDB ID

HMDB0014394

Secondary Accession Numbers

HMDB14394

Metabolite Identification

Common Name

Idoxuridine

Description

Idoxuridine is only found in individuals that have used or taken this drug. It is an analog of deoxyuridine that inhibits viral DNA synthesis. The drug is used as an antiviral agent. [PubChem]Idoxuridine acts as an antiviral agent by inhibiting viral replication by substituting itself for thymidine in viral DNA. This in turn inhibits thymidylate phosphorylase and viral DNA polymerases from properly functioning. The effect of Idoxuridine results in the inability of the virus to reproduce or to infect/destroy tissue.

Structure

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

249
  Mrv0541 02231214332D          

 17 18  0  0  1  0            999 V2000
    4.5079    1.9573    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.7464   -1.0026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -2.4547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969   -2.3685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.3073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.5448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6665   -1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0790   -0.5177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4115   -1.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.7873    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9764   -2.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 10  1  0  0  0  0
  2 12  1  0  0  0  0
  9  3  1  1  0  0  0
  4 13  1  0  0  0  0
  5 14  2  0  0  0  0
  6 17  2  0  0  0  0
 10  7  1  6  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 14  1  0  0  0  0
  8 17  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014394

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

> <INCHI_KEY>
XQFRJNBWHJMXHO-RRKCRQDMSA-N

> <FORMULA>
C9H11IN2O5

> <MOLECULAR_WEIGHT>
354.0985

> <EXACT_MASS>
353.971264892

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
26.05630388305577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-0.5289186266666662

> <ALOGPS_LOGS>
-1.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.907878894441737

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.05608275887248

> <JCHEM_PKA_STRONGEST_BASIC>
-2.978083591952415

> <JCHEM_POLAR_SURFACE_AREA>
99.09999999999998

> <JCHEM_REFRACTIVITY>
64.40390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
idoxuridine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 249                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  I   UNK     0       8.415   3.654   0.000  0.00  0.00           I+0
HETATM    2  O   UNK     0       6.993  -1.872   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.072  -4.582   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       8.954  -4.421   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.080   0.574   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.747   5.194   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       5.747   0.574   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.414   2.884   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.977  -3.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.747  -0.966   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.501  -1.872   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.517  -3.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.423  -4.582   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414   1.344   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081   1.344   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   2.884   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.747   3.654   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   10   12                                                       
CONECT    3    9                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6   17                                                            
CONECT    7   10   14   15                                                  
CONECT    8   14   17                                                       
CONECT    9    3   11   12                                                  
CONECT   10    2    7   11                                                  
CONECT   11    9   10                                                       
CONECT   12    2    9   13                                                  
CONECT   13    4   12                                                       
CONECT   14    5    7    8                                                  
CONECT   15    7   16                                                       
CONECT   16    1   15   17                                                  
CONECT   17    6    8   16                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0014394
HETATM    1  O1  UNL     1       5.172  -0.797  -1.423  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.000  -0.664  -0.955  1.00  0.00           C  
HETATM    3  N1  UNL     1       3.080   0.095  -1.591  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.830   0.273  -1.147  1.00  0.00           C  
HETATM    5  O2  UNL     1       0.977   0.983  -1.747  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.447  -0.331  -0.003  1.00  0.00           N  
HETATM    7  C3  UNL     1       0.132  -0.157   0.484  1.00  0.00           C  
HETATM    8  C4  UNL     1      -0.251   1.251   0.822  1.00  0.00           C  
HETATM    9  C5  UNL     1      -1.765   1.216   0.639  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.418   1.582   1.802  1.00  0.00           O  
HETATM   11  C6  UNL     1      -2.001  -0.255   0.326  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.273  -0.454  -0.459  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.338   0.334  -1.581  1.00  0.00           O  
HETATM   14  O5  UNL     1      -0.864  -0.553  -0.424  1.00  0.00           O  
HETATM   15  C8  UNL     1       2.338  -1.103   0.669  1.00  0.00           C  
HETATM   16  C9  UNL     1       3.618  -1.280   0.207  1.00  0.00           C  
HETATM   17  I1  UNL     1       4.975  -2.475   1.260  1.00  0.00           I  
HETATM   18  H1  UNL     1       3.346   0.574  -2.477  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.028  -0.774   1.394  1.00  0.00           H  
HETATM   20  H3  UNL     1       0.217   2.015   0.212  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.047   1.461   1.881  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.090   1.783  -0.245  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.307   1.121   1.864  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.030  -0.827   1.269  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.110  -0.161   0.208  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.381  -1.529  -0.655  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.267   0.272  -1.934  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.037  -1.601   1.604  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   16
CONECT    3    4   18
CONECT    4    5    5    6
CONECT    6    7   15
CONECT    7    8   14   19
CONECT    8    9   20   21
CONECT    9   10   11   22
CONECT   10   23
CONECT   11   12   14   24
CONECT   12   13   25   26
CONECT   13   27
CONECT   15   16   16   28
CONECT   16   17
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(+)-5-Iodo-2'-deoxyuridine	ChEBI
1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil	ChEBI
1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil	ChEBI
1beta-D-2'-Deoxyribofuranosyl-5-iodouracil	ChEBI
2'-Deoxy-5-iodouridine	ChEBI
5-Iododeoxyuridine	ChEBI
5-Iodouracil deoxyriboside	ChEBI
Idoxuridin	ChEBI
Idoxuridina	ChEBI
Idoxuridinum	ChEBI
IdU	ChEBI
Iododeoxyridine	ChEBI
Iodoxuridine	ChEBI
Joddeoxiuridin	ChEBI
Dendrid	Kegg
Herplex	Kegg
ABBR idu	Kegg
1-(2-Deoxy-b-D-ribofuranosyl)-5-iodouracil	Generator
1-(2-Deoxy-β-D-ribofuranosyl)-5-iodouracil	Generator
1-b-D-2'-Deoxyribofuranosyl-5-iodouracil	Generator
1-Β-D-2'-deoxyribofuranosyl-5-iodouracil	Generator
1b-D-2'-Deoxyribofuranosyl-5-iodouracil	Generator
1Β-D-2'-deoxyribofuranosyl-5-iodouracil	Generator
5IDU	HMDB
5IUDR	HMDB
Allergan 201	HMDB
Allergan 211	HMDB
ID2	HMDB
Idossuridina	HMDB
IDUR	HMDB
IUDR	HMDB
3H-Labeled idoxuridine	HMDB
Kerecide	HMDB
Liquifilm, herplex	HMDB
Stoxil	HMDB
5 Iodo 2' deoxyuridine	HMDB
5-Iodo-2'-deoxyuridine	HMDB
Idoxuridine, 123I-labeled	HMDB
Idoxuridine, 131I-labeled	HMDB
Idoxuridine, 3H labeled	HMDB
Herplex liquifilm	HMDB
Idoxuridine, 125I-labeled	HMDB
Idoxuridine, 3H-labeled	HMDB
Idoxuridine, radical ion (+1)	HMDB
Idoxuridine, radical ion (1-)	HMDB
Iododeoxyuridine	HMDB
Oftan-idu	HMDB
SK And F-14287	HMDB
123I-labeled idoxuridine	HMDB
125I-labeled idoxuridine	HMDB
131I-labeled idoxuridine	HMDB
5 Iododeoxyuridine	HMDB
Idoxuridine, 123I labeled	HMDB
Idoxuridine, 125I labeled	HMDB
Idoxuridine, 131I labeled	HMDB
Oftan idu	HMDB
OftanIDU	HMDB
Idoxuridine	ChEBI

Chemical Formula

C₉H₁₁IN₂O₅

Average Molecular Weight

354.0985

Monoisotopic Molecular Weight

353.971264892

IUPAC Name

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

idoxuridine

CAS Registry Number

54-42-2

SMILES

OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O

InChI Identifier

InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI Key

XQFRJNBWHJMXHO-RRKCRQDMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Pyrimidine 2'-deoxyribonucleoside
Halopyrimidine
Hydroxypyrimidine
Pyrimidone
Aryl halide
Aryl iodide
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organoiodine compound (CHEBI:147675 )
pyrimidine 2'-deoxyribonucleoside (CHEBI:147675 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014394)

Source

Exogenous

Exogenous (HMDB: HMDB0014394)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	164 - 166 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	23.4 g/L	Not Available
LogP	-0.5	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.4 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-0.53	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	8.06	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.4 m³·mol⁻¹	ChemAxon
Polarizability	26.06 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	170.007	30932474
DeepCCS	[M-H]-	167.611	30932474
DeepCCS	[M-2H]-	200.496	30932474
DeepCCS	[M+Na]+	176.005	30932474
AllCCS	[M+H]+	171.0	32859911
AllCCS	[M+H-H2O]+	167.8	32859911
AllCCS	[M+NH4]+	174.0	32859911
AllCCS	[M+Na]+	174.8	32859911
AllCCS	[M-H]-	159.5	32859911
AllCCS	[M+Na-2H]-	160.1	32859911
AllCCS	[M+HCOO]-	160.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Idoxuridine	OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O	3386.5	Standard polar	33892256
Idoxuridine	OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O	2327.5	Standard non polar	33892256
Idoxuridine	OC[C@H]1O[C@H](C[C@@H]1O)N1C=C(I)C(=O)NC1=O	2753.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Idoxuridine,1TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)[NH]C2=O)C[C@@H]1O	2492.0	Semi standard non polar	33892256
Idoxuridine,1TMS,isomer #2	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(I)C(=O)[NH]C2=O)O[C@@H]1CO	2510.0	Semi standard non polar	33892256
Idoxuridine,1TMS,isomer #3	C[Si](C)(C)N1C(=O)C(I)=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C1=O	2547.9	Semi standard non polar	33892256
Idoxuridine,2TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)[NH]C2=O)C[C@@H]1O[Si](C)(C)C	2493.3	Semi standard non polar	33892256
Idoxuridine,2TMS,isomer #2	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C)C2=O)C[C@@H]1O	2551.5	Semi standard non polar	33892256
Idoxuridine,2TMS,isomer #3	C[Si](C)(C)O[C@H]1C[C@H](N2C=C(I)C(=O)N([Si](C)(C)C)C2=O)O[C@@H]1CO	2584.1	Semi standard non polar	33892256
Idoxuridine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C	2563.8	Semi standard non polar	33892256
Idoxuridine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C	2561.5	Standard non polar	33892256
Idoxuridine,3TMS,isomer #1	C[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C	2724.9	Standard polar	33892256
Idoxuridine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)[NH]C2=O)C[C@@H]1O	2736.2	Semi standard non polar	33892256
Idoxuridine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(I)C(=O)[NH]C2=O)O[C@@H]1CO	2765.5	Semi standard non polar	33892256
Idoxuridine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C(=O)C(I)=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C1=O	2784.8	Semi standard non polar	33892256
Idoxuridine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)[NH]C2=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	2978.0	Semi standard non polar	33892256
Idoxuridine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C[C@@H]1O	3001.8	Semi standard non polar	33892256
Idoxuridine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C[C@H](N2C=C(I)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)O[C@@H]1CO	3033.1	Semi standard non polar	33892256
Idoxuridine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3252.4	Semi standard non polar	33892256
Idoxuridine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3218.5	Standard non polar	33892256
Idoxuridine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=C(I)C(=O)N([Si](C)(C)C(C)(C)C)C2=O)C[C@@H]1O[Si](C)(C)C(C)(C)C	2998.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Idoxuridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9044000000-bccd33421cbd5827f9e3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Idoxuridine GC-MS (2 TMS) - 70eV, Positive	splash10-0v6u-9642400000-d09550b7622d0c69b6ff	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Idoxuridine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Idoxuridine 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 - Idoxuridine 10V, Positive-QTOF	splash10-000i-0090000000-503ffdc301f622376ef7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 20V, Positive-QTOF	splash10-000i-0090000000-e66a7d844dfee68481bf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 40V, Positive-QTOF	splash10-000i-0690000000-4c754856d776ee07cebf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 10V, Negative-QTOF	splash10-0ktf-5079000000-7500193a38a21df71a72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 20V, Negative-QTOF	splash10-03dr-1193000000-e1259b68275318de6919	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 40V, Negative-QTOF	splash10-0006-9010000000-be831d327a49e1e8662c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 10V, Negative-QTOF	splash10-0udi-0039000000-3de48ce6c73f3678a325	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 20V, Negative-QTOF	splash10-01p6-4192000000-bb1a34efb9165855507d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 40V, Negative-QTOF	splash10-0006-9220000000-7322fd218a08475b9bd0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 10V, Positive-QTOF	splash10-0udr-0059000000-86cefb7305f6f5493731	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 20V, Positive-QTOF	splash10-000l-2491000000-4255679ae8c5451c203b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Idoxuridine 40V, Positive-QTOF	splash10-052r-2190000000-5aa7750d1b5c22b471c8	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00249	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00249	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00249

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00008801

Chemspider ID

5694

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Idoxuridine

METLIN ID

Not Available

PubChem Compound

5905

PDB ID

ID2

ChEBI ID

147675

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1430561

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Fauth E, Zankl H: Comparison of spontaneous and idoxuridine-induced micronuclei by chromosome painting. Mutat Res. 1999 Apr 6;440(2):147-56. [PubMed:10209337 ]
Otto SE: Radiopharmaceuticals (Strontium 89) and radiosensitizers (idoxuridine). J Intraven Nurs. 1998 Nov-Dec;21(6):335-7. [PubMed:10392098 ]
Seth AK, Misra A, Umrigar D: Topical liposomal gel of idoxuridine for the treatment of herpes simplex: pharmaceutical and clinical implications. Pharm Dev Technol. 2004 Aug;9(3):277-89. [PubMed:15458233 ]

Showing metabocard for Idoxuridine (HMDB0014394)

MOL for HMDB0014394 (Idoxuridine)

3D MOL for HMDB0014394 (Idoxuridine)

3D SDF for HMDB0014394 (Idoxuridine)

3D-SDF for HMDB0014394 (Idoxuridine)

PDB for HMDB0014394 (Idoxuridine)

3D PDB for HMDB0014394 (Idoxuridine)

SMILES for HMDB0014394 (Idoxuridine)

INCHI for HMDB0014394 (Idoxuridine)

Structure for HMDB0014394 (Idoxuridine)

3D Structure for HMDB0014394 (Idoxuridine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra