MiMeDB: Showing metabocard for 2'-Deoxyuridine (MMDBc0033011)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:31:03 UTC

Update Date

2024-04-20 06:11:52 UTC

Metabolite ID

MMDBc0033011

Metabolite Identification

Common Name

2'-Deoxyuridine

Description

Deoxyuridine, also known as dU, 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. It is similar in chemical structure to uridine, but without the 2'-hydroxyl group. Deoxyuridine exists in all living organisms, ranging from bacteria to humans. Within humans, deoxyuridine participates in a number of enzymatic reactions. In particular, deoxyuridine can be biosynthesized from deoxycytidine through its interaction with the enzyme cytidine deaminase. In addition, deoxyuridine can be converted into uracil and deoxyribose 1-phosphate through its interaction with the enzyme thymidine phosphorylase. Deoxyuridine is considered to be an antimetabolite that is converted into deoxyuridine triphosphate during DNA synthesis. Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemia due to vitamin B12 and folate deficiencies. In humans, deoxyuridine is involved in the metabolic disorder called UMP synthase deficiency (orotic aciduria). Outside of the human body, deoxyuridine has been detected, but not quantified in, several different foods, such as lichee, highbush blueberries, agaves, macadamia nut (M. tetraphylla), and red bell peppers. This could make deoxyuridine a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

ChEBI
  Mrv0541 02241222222D          

 16 17  0  0  1  0            999 V2000
    6.4185   -3.5210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0880   -3.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -4.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0880   -2.3436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7490   -3.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7490   -2.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -1.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7806   -3.5210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -1.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0563   -4.3060    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7259   -3.7980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3103   -5.0909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1645   -5.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8024   -5.7835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2252   -4.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0637   -3.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  1  1  0  0  0  0
  4  2  1  0  0  0  0
  8  2  2  0  0  0  0
 11  3  1  0  0  0  0
 13  3  1  0  0  0  0
  7  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 10 15  1  1  0  0  0
 13 12  1  0  0  0  0
 12 14  1  6  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033011

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8?/m0/s1

> <INCHI_KEY>
MXHRCPNRJAMMIM-FWHJPCMOSA-N

> <FORMULA>
C9H12N2O5

> <MOLECULAR_WEIGHT>
228.202

> <EXACT_MASS>
228.074621504

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
20.99815409158322

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.49

> <JCHEM_LOGP>
-1.514604078666666

> <ALOGPS_LOGS>
-0.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.907903439872065

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.705729612726527

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9780835884997945

> <JCHEM_POLAR_SURFACE_AREA>
99.10000000000001

> <JCHEM_REFRACTIVITY>
51.0549

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
uracil deoxyriboside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: ChEBI                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      11.981  -6.573   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      13.231  -5.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.981  -8.038   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      13.231  -4.375   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      10.731  -5.840   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.731  -4.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.981  -3.642   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.524  -6.573   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      11.981  -2.177   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.438  -8.038   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.688  -7.090   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.913  -9.503   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.507  -9.503   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.964 -10.796   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.887  -7.521   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.586  -6.012   0.000  0.00  0.00           O+0
CONECT    1    2    3    5                                                  
CONECT    2    1    4    8                                                  
CONECT    3    1   11   13                                                  
CONECT    4    2    7                                                       
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    4    6    9                                                  
CONECT    8    2                                                            
CONECT    9    7                                                            
CONECT   10   11   12   15                                                  
CONECT   11    3   10                                                       
CONECT   12   10   13   14                                                  
CONECT   13    3   12                                                       
CONECT   14   12                                                            
CONECT   15   10   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

Synonyms

Not Available

Molecular Formula

C₉H₁₂N₂O₅

Average Mass

228.202

Monoisotopic Mass

228.074621504

IUPAC Name

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

Traditional Name

uracil deoxyriboside

CAS Registry Number

951-78-0

SMILES

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

InChI Identifier

InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8?/m0/s1

InChI Key

MXHRCPNRJAMMIM-FWHJPCMOSA-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
Pyrimidone
Hydropyrimidine
Pyrimidine
Heteroaromatic compound
Tetrahydrofuran
Vinylogous amide
Lactam
Secondary alcohol
Urea
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	90.6 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-1.5	ChemAxon
logS	-0.4	ALOGPS
pKa (Strongest Acidic)	9.71	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	51.05 m³·mol⁻¹	ChemAxon
Polarizability	21 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r7-9610000000-dfaab249ec8e9361b4bf	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-1900000000-4e3e387ebbab12abe1fd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-5900000000-e483c01cc3a2bd6439c1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9800000000-e0e5bb84af10a0c46b95	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0036-8960000000-f6a195e38452cd824d19	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000f-7910000000-8de672c701d38c2dd5d3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9100000000-6e86ecc024dbcde80d90	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Mitochondria
Nucleus

Biospecimen Locations

Bladder
Blood
Bone Marrow
Cerebrospinal Fluid (CSF)
Fibroblasts
Intestine
Leukocyte
Neuron
Pancreas
Placenta
Prostate
Skeletal Muscle
Testis
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	110	Pig ; Human feces; Cattle ; Human ; River trout ; Chicken
Bacteria	Firmicutes	16	Human feces; Human ; Cattle
Bacteria	Tenericutes	3	Human
Bacteria	Actinobacteria	2	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	20				uM	Adult (>18 years old)	Male	Thymidine phosphorylase deficiency	HMDB	20151198
Human Urine	Detected and Quantified	51				umol/mmol creatinine	Adult (>18 years old)	Male	Thymidine phosphorylase deficiency	HMDB	20151198
Human Blood	Detected and Quantified	<0.1				uM	Adult (>18 years old)	Not Specified	Normal	HMDB	20151198
Human Urine	Detected and Quantified	<0.3				umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	30817767
Human Urine	Detected and Quantified	<1				umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	HMDB	20151198
Human Cerebrospinal fluid (csf)	Detected and Quantified			0	0.1	uM	Adult (>18 years old)	Both	Normal	HMDB	6656991
Human Blood	Detected and Quantified	0.052		0.049	0.056	uM	Adult (>18 years old)	Both	Normal	HMDB	15866500
Human Blood	Detected and Quantified	0.200		0.100	0.300	uM	Adult (>18 years old)	Both	Normal	HMDB	6656991
Human Blood	Detected and Quantified	0.6	0.6			uM	Adult (>18 years old)	Both	Normal	HMDB	7877593
Human Urine	Detected and Quantified	1.00		0.00	2.00	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16613999
Human Urine	Detected and Quantified	1.195				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified			0	2	umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	HMDB	BC Children's Hospital Biochemical Genetics Lab
Human Bladder	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Bone marrow	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Leukocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Pancreas	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

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

644272

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Huong PL, Kolk AH, Eggelte TA, Verstijnen CP, Gilis H, Hendriks JT: Measurement of antigen specific lymphocyte proliferation using 5-bromo-deoxyuridine incorporation. An easy and low cost alternative to radioactive thymidine incorporation. J Immunol Methods. 1991 Jul 5;140(2):243-8. doi: 10.1016/0022-1759(91)90377-r. [PubMed:1906076 ]
Remacha A, Barcelo MJ, Pastor M, Ubeda J, Espadaler M, Gimferrer E: The deoxyuridine suppression test in peripheral lymphocytes. Eur J Haematol. 1990 Mar;44(3):196-200. doi: 10.1111/j.1600-0609.1990.tb00376.x. [PubMed:2328792 ]
Kanazawa S, Herbert V: Detection of folate deficiency in alcoholism using the peripheral blood lymphocyte deoxyuridine suppression test. J Nutr Sci Vitaminol (Tokyo). 1986 Jun;32(3):251-7. doi: 10.3177/jnsv.32.251. [PubMed:3761048 ]
Reidy JA: Deoxyuridine increases folate-sensitive fragile site expression in human lymphocytes. Am J Med Genet. 1987 Jan;26(1):1-5. doi: 10.1002/ajmg.1320260102. [PubMed:3812550 ]
Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. doi: 10.1007/BF00965000. [PubMed:6656991 ]
Di Stefano G, Busi C, Derenzini M, Trere D, Fiume L: Conjugation of 5-fluoro-2'-deoxyuridine with lactosaminated poly-l-lysine to reduce extrahepatic toxicity in the treatment of hepatocarcinomas. Ital J Gastroenterol Hepatol. 1998 Apr;30(2):173-7. [PubMed:9675653 ]
Zittoun J, Zittoun R: Modern clinical testing strategies in cobalamin and folate deficiency. Semin Hematol. 1999 Jan;36(1):35-46. [PubMed:9930567 ]
Galanis E, Goldberg R, Reid J, Atherton P, Sloan J, Pitot H, Rubin J, Adjei AA, Burch P, Safgren SL, Witzig TE, Ames MM, Erlichman C: Phase I trial of sequential administration of raltitrexed (Tomudex) and 5-iodo-2'-deoxyuridine (IdUrd). Ann Oncol. 2001 May;12(5):701-7. doi: 10.1023/a:1011182123545. [PubMed:11432631 ]
Fairbanks LD, Marinaki AM, Carrey EA, Hammans SR, Duley JA: Deoxyuridine accumulation in urine in thymidine phosphorylase deficiency (MNGIE). J Inherit Metab Dis. 2002 Nov;25(7):603-4. doi: 10.1023/a:1022007827133. [PubMed:12638947 ]
Li KM, Rivory LP, Clarke SJ: Rapid quantitation of plasma 2'-deoxyuridine by high-performance liquid chromatography/atmospheric pressure chemical ionization mass spectrometry and its application to pharmacodynamic studies in cancer patients. J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Jun 5;820(1):121-30. doi: 10.1016/j.jchromb.2005.03.008. Epub 2005 Apr 19. [PubMed:15866500 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Rahman, A. et al. (1972). Rahman, A. et al., Acta Cryst. B, 1972, 28, 2260, (cryst struct). Acta Cryst..
Fox, J.J. et al. (1959). Fox, J.J. et al., Adv. Carbohydr. Chem., 1959, 14, 283, (rev). Adv. Carbohydr. Chem.
Charles J. Pouchert (1992). Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 3, 374B, (nmr). Aldrich Chemical.
Charles J. Pouchert (1985). Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 816A, (ir). Aldrich Chemical Company.
Komori, T. et al. (1980). Komori, T. et al., Annalen, 1980, 653-668, (isol). Annalen.
Sprecher, C.A. et al. (1977). Sprecher, C.A. et al., Biopolymers, 1977, 16, 2243, (cd). Biopolymers.
Hruska, F.E. et al. (1974). Hruska, F.E. et al., Can. J. Chem., 1974, 52, 497, (conformn, pmr). Can. J. Chem..
Kikugawa, K. et al. (1969). Kikugawa, K. et al., Chem. Pharm. Bull., 1969, 17, 785, (synth, deriv). Chem. Pharm. Bull..
Dematte, N. et al. (1986). Dematte, N. et al., Comp. Biochem. Physiol., B: Comp. Biochem., 1986, 84, 11, (isol, acid). Comp. Biochem..
Sakema, S. et al. (1985). Sakema, S. et al., Comp. Biochem. Physiol., B: Comp. Biochem., 1985, 82, 107-109, (isol). Comp. Biochem..
Rimerman, R.A. et al. (1993). Rimerman, R.A. et al., J. Chromatogr., B: Biomed. Appl., 1993, 619, 29-35, (5'-triphosphate). J. Chromatogr..
Schinazi, R.F. et al. (1978). Schinazi, R.F. et al., J. Med. Chem., 1978, 21, 1141, (synth, acid). J. Med. Chem..
Lidgren, G. et al. (1988). Lidgren, G. et al., J. Nat. Prod., 1988, 51, 1277-1280, (2'-Deoxy-3-methyluridine). J. Nat. Prod..
Akhrem, A.A. et al. (1979). Akhrem, A.A. et al., Org. Magn. Reson., 1979, 12, 247, (cmr). Org. Magn. Reson..
Ludwig, J. et al. (1982). Ludwig, J. et al., Synthesis, 1982, 32-34, (5'-phosphate). Synthesis.
J. G. Moffatt and K. E. Pfitzner (1966). U.S. Pat., 1966, 3 280 104, CA, 66, 38207y. U.S. Pat..
Barr, P.J. et al. (1980). Barr, P.J. et al., Tetrahedron, 1980, 36, 1269, (cryst struct). Tetrahedron.

Showing metabocard for 2'-Deoxyuridine (MMDBc0033011)

MOL for #<Metabolite:0x00007fecb74671d8>

3D MOL for #<Metabolite:0x00007fecb74671d8>

3D SDF for #<Metabolite:0x00007fecb74671d8>

3D-SDF for #<Metabolite:0x00007fecb74671d8>

PDB for #<Metabolite:0x00007fecb74671d8>

3D PDB for #<Metabolite:0x00007fecb74671d8>

SMILES for #<Metabolite:0x00007fecb74671d8>

INCHI for #<Metabolite:0x00007fecb74671d8>

Structure for #<Metabolite:0x00007fecb74671d8>

3D Structure for #<Metabolite:0x00007fecb74671d8>