Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2023-02-21 17:18:27 UTC

HMDB ID

HMDB0015231

Secondary Accession Numbers

HMDB15231

Metabolite Identification

Common Name

Flucytosine

Description

Flucytosine is only found in individuals that have used or taken this drug. It is a fluorinated cytosine analog that is used as an antifungal agent. [PubChem]Although the exact mode of action is unknown, it has been proposed that flucytosine acts directly on fungal organisms by competitive inhibition of purine and pyrimidine uptake and indirectly by intracellular metabolism to 5-fluorouracil. Flucytosine enters the fungal cell via cytosine permease; thus, flucytosine is metabolized to 5-fluorouracil within fungal organisms. The 5-fluorouracil is extensively incorporated into fungal RNA and inhibits synthesis of both DNA and RNA. The result is unbalanced growth and death of the fungal organism. It also appears to be an inhibitor of fungal thymidylate synthase.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-FC	ChEBI
5-Fluorocystosine	ChEBI
5-Fluorocytosine	ChEBI
Ancobon	ChEBI
Ancotil	ChEBI
Flucytosina	ChEBI
Flucytosinum	ChEBI
5-Fluorocytosin	HMDB
5-Flurocytosine	HMDB
Flucytosin	HMDB
Fluocytosine	HMDB
Fluorcytosine	HMDB
Dermatech brand OF flucytosine	HMDB
Roche brand OF flucytosine	HMDB
Alcobon	HMDB
CSP Brand OF flucytosine	HMDB
ICN pharmaceuticals brand OF flucytosine	HMDB
Allphar brand OF flucytosine	HMDB

Chemical Formula

C₄H₄FN₃O

Average Molecular Weight

129.0925

Monoisotopic Molecular Weight

129.03383997

IUPAC Name

6-amino-5-fluoro-1,2-dihydropyrimidin-2-one

Traditional Name

flucytosine

CAS Registry Number

2022-85-7

SMILES

NC1=C(F)C=NC(=O)N1

InChI Identifier

InChI=1S/C4H4FN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

InChI Key

XRECTZIEBJDKEO-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

Aminopyrimidine
Halopyrimidine
Pyrimidone
Aryl fluoride
Aryl halide
Hydropyrimidine
Heteroaromatic compound
Azacycle
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound (CHEBI:5100 )
aminopyrimidine (CHEBI:5100 )
pyrimidone (CHEBI:5100 )
nucleoside analogue (CHEBI:5100 )
pyrimidine antifungal drug (CHEBI:5100 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0015231)
Extracellular (HMDB: HMDB0015231)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Process

Not Available

Role

Industrial application

Antifungal agent (HMDB: HMDB0015231)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	296 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.92 g/L	Not Available
LogP	-1.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.92 g/L	ALOGPS
logP	-0.24	ALOGPS
logP	-0.95	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	8.16	ChemAxon
pKa (Strongest Basic)	1.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.48 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	38.22 m³·mol⁻¹	ChemAxon
Polarizability	9.97 Å³	ChemAxon
Number of Rings	1	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]+	126.363	30932474
DeepCCS	[M-H]-	123.652	30932474
DeepCCS	[M-2H]-	160.388	30932474
DeepCCS	[M+Na]+	135.101	30932474
AllCCS	[M+H]+	128.0	32859911
AllCCS	[M+H-H2O]+	123.3	32859911
AllCCS	[M+NH4]+	132.5	32859911
AllCCS	[M+Na]+	133.8	32859911
AllCCS	[M-H]-	120.9	32859911
AllCCS	[M+Na-2H]-	123.0	32859911
AllCCS	[M+HCOO]-	125.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Flucytosine	NC1=C(F)C=NC(=O)N1	2350.8	Standard polar	33892256
Flucytosine	NC1=C(F)C=NC(=O)N1	1314.5	Standard non polar	33892256
Flucytosine	NC1=C(F)C=NC(=O)N1	1449.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Flucytosine,1TMS,isomer #1	C[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	1432.3	Semi standard non polar	33892256
Flucytosine,1TMS,isomer #1	C[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	1345.3	Standard non polar	33892256
Flucytosine,1TMS,isomer #1	C[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	2001.2	Standard polar	33892256
Flucytosine,1TMS,isomer #2	C[Si](C)(C)N1C(N)=C(F)C=NC1=O	1429.9	Semi standard non polar	33892256
Flucytosine,1TMS,isomer #2	C[Si](C)(C)N1C(N)=C(F)C=NC1=O	1368.2	Standard non polar	33892256
Flucytosine,1TMS,isomer #2	C[Si](C)(C)N1C(N)=C(F)C=NC1=O	2093.8	Standard polar	33892256
Flucytosine,2TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C	1443.7	Semi standard non polar	33892256
Flucytosine,2TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C	1419.2	Standard non polar	33892256
Flucytosine,2TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C	1825.2	Standard polar	33892256
Flucytosine,2TMS,isomer #2	C[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C	1595.3	Semi standard non polar	33892256
Flucytosine,2TMS,isomer #2	C[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C	1427.1	Standard non polar	33892256
Flucytosine,2TMS,isomer #2	C[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C	1823.4	Standard polar	33892256
Flucytosine,3TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C)[Si](C)(C)C	1682.5	Semi standard non polar	33892256
Flucytosine,3TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C)[Si](C)(C)C	1586.6	Standard non polar	33892256
Flucytosine,3TMS,isomer #1	C[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C)[Si](C)(C)C	1660.6	Standard polar	33892256
Flucytosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	1694.4	Semi standard non polar	33892256
Flucytosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	1520.9	Standard non polar	33892256
Flucytosine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)[NH]1	2114.0	Standard polar	33892256
Flucytosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=C(F)C=NC1=O	1670.2	Semi standard non polar	33892256
Flucytosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=C(F)C=NC1=O	1538.2	Standard non polar	33892256
Flucytosine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C(N)=C(F)C=NC1=O	2172.4	Standard polar	33892256
Flucytosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C(C)(C)C	1897.7	Semi standard non polar	33892256
Flucytosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C(C)(C)C	1835.5	Standard non polar	33892256
Flucytosine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)[NH]1)[Si](C)(C)C(C)(C)C	1999.3	Standard polar	33892256
Flucytosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C	1978.9	Semi standard non polar	33892256
Flucytosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C	1759.1	Standard non polar	33892256
Flucytosine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C	2023.4	Standard polar	33892256
Flucytosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2243.8	Semi standard non polar	33892256
Flucytosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2192.0	Standard non polar	33892256
Flucytosine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=C(F)C=NC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2026.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Flucytosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-5900000000-62cd06162d248f459f77	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flucytosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Flucytosine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-002r-9400000000-acd1b588a4052f6fc2dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-002r-9400000000-a4e7dd3c4c886861c0ea	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-000i-9200000000-b3fb9cad9c2b375b08c6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-000i-9100000000-11fb61e55faa71878d87	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-000i-9000000000-13935b6ab4a3d8adaa08	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , negative-QTOF	splash10-000i-9000000000-cd981efe159dd44555f4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QTOF , positive-QTOF	splash10-001i-0900000000-a228aa7f5ecaf516455f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QTOF , positive-QTOF	splash10-001i-0900000000-ec5b7f7d9f3c75649dc2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QTOF , positive-QTOF	splash10-03e9-0900000000-15df2a7b685c4dd4ca17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-001i-0900000000-7110f8accb80c700a2a5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-001i-0900000000-89290e0501d587938afb	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-001i-0900000000-7248b6df062077397b61	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-001i-1900000000-df83e87e1bcbc8311be6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-01q9-3900000000-42649a5ceee8a4619fc3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine LC-ESI-QFT , positive-QTOF	splash10-08gr-9800000000-8cb7a586d34dd7913561	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine 0V, Positive-QTOF	splash10-001i-0900000000-973610269bb11b2539b9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine 10V, Positive-QTOF	splash10-001i-0900000000-f98fd5ea350e99bcbb13	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine 0V, Positive-QTOF	splash10-001i-0900000000-f0b5eaeae6c5f2a922c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Flucytosine 30V, Positive-QTOF	splash10-0bti-9300000000-c7808ed54724dbe0b4db	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 10V, Positive-QTOF	splash10-001i-0900000000-3daf46ab201d0847e716	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 20V, Positive-QTOF	splash10-001i-4900000000-08676c044da012e58509	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 40V, Positive-QTOF	splash10-0007-9000000000-fc78e7fb18ada3e97d98	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 10V, Negative-QTOF	splash10-004i-2900000000-d0b2503a7f5865ac1efd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 20V, Negative-QTOF	splash10-00nu-9100000000-ee11917ba44963a8210b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Flucytosine 40V, Negative-QTOF	splash10-0006-9000000000-e5c5889e9b5cd0c8cae9	2016-08-03	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

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX 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 DB01099	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01099	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01099

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Flucytosine

METLIN ID

Not Available

PubChem Compound

3366

PDB ID

Not Available

ChEBI ID

5100

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

Bertout S, Dunyach C, Drakulovski P, Reynes J, Mallie M: Comparison of the Sensititre YeastOne(R) dilution method with the Clinical Laboratory Standards Institute (CLSI) M27-A3 microbroth dilution reference method for determining MIC of eight antifungal agents on 102 yeast strains. Pathol Biol (Paris). 2011 Feb;59(1):48-51. doi: 10.1016/j.patbio.2010.07.020. Epub 2010 Sep 16. [PubMed:20843616 ]
Kaouech E, Kallel K, Belhadj S, Anane S, Ben Chaabane T, Ben Fadhl K, Khedher A, Meddeb B, Ben Lakhal S, Chaker E: [Twenty-two cases of neuromeningeal cryptococcosis in Tunisia]. Med Mal Infect. 2009 Dec;39(12):914-9. doi: 10.1016/j.medmal.2009.02.004. Epub 2009 Apr 8. [PubMed:19359114 ]
Park BJ, Park JC, Taguchi H, Fukushima K, Hyon SH, Takatori K: Antifungal susceptibility of epigallocatechin 3-O-gallate (EGCg) on clinical isolates of pathogenic yeasts. Biochem Biophys Res Commun. 2006 Aug 25;347(2):401-5. Epub 2006 Jun 15. [PubMed:16831406 ]

Enzymes

Enzyme Details

1. DNA (cytosine-5)-methyltransferase 1

General function:: Involved in DNA binding
Specific function:: Methylates CpG residues. Preferentially methylates hemimethylated DNA. Associates with DNA replication sites in S phase maintaining the methylation pattern in the newly synthesized strand, that is essential for epigenetic inheritance. Associates with chromatin during G2 and M phases to maintain DNA methylation independently of replication. It is responsible for maintaining methylation patterns established in development. DNA methylation is coordinated with methylation of histones. Mediates transcriptional repression by direct binding to HDAC2. In association with DNMT3B and via the recruitment of CTCFL/BORIS, involved in activation of BAG1 gene expression by modulating dimethylation of promoter histone H3 at H3K4 and H3K9.
Gene Name:: DNMT1
Uniprot ID:: P26358
Molecular weight:: 184817.425

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Shieh FK, Reich NO: AdoMet-dependent methyl-transfer: Glu119 is essential for DNA C5-cytosine methyltransferase M.HhaI. J Mol Biol. 2007 Nov 9;373(5):1157-68. Epub 2007 Aug 19. [PubMed:17897676 ]
Wyszynski MW, Gabbara S, Kubareva EA, Romanova EA, Oretskaya TS, Gromova ES, Shabarova ZA, Bhagwat AS: The cysteine conserved among DNA cytosine methylases is required for methyl transfer, but not for specific DNA binding. Nucleic Acids Res. 1993 Jan 25;21(2):295-301. [PubMed:8441637 ]

Showing metabocard for Flucytosine (HMDB0015231)

MOL for HMDB0015231 (Flucytosine)

3D MOL for HMDB0015231 (Flucytosine)

3D SDF for HMDB0015231 (Flucytosine)

3D-SDF for HMDB0015231 (Flucytosine)

PDB for HMDB0015231 (Flucytosine)

3D PDB for HMDB0015231 (Flucytosine)

SMILES for HMDB0015231 (Flucytosine)

INCHI for HMDB0015231 (Flucytosine)

Structure for HMDB0015231 (Flucytosine)

3D Structure for HMDB0015231 (Flucytosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

References