5'-Thymidylic acid

HCID 9700CAS 365-07-1
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Basic information

Standard SMILES
Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O
InChIKey
GYOZYWVXFNDGLU-XLPZGREQSA-N
Molecular formula
C10H15N2O8P
Average molar mass
322.21 g/mol
Monoisotopic mass
322.05660207

Overview

DTMP is the neutral species of thymidine 5'-monophosphate (2'-deoxythymidine 5'-monophosphate). It has a role as a fundamental metabolite. It is a conjugate acid of a dTMP(-). It is an enantiomer of a 1-(2-deoxy-5-O-phosphono-beta-L-ribofuranosyl)thymine.

Names & identifiers

Preferred name
5'-Thymidylic acid
IUPAC
[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen phosphate

Names & synonyms

dTMP5'-Thymidylic acidthymidine monophosphate365-07-1Thymidine 5'-monophosphate5-Methyl-dUMPThymidylateThymidine mononucleotideThymidine 5'-phosphateDeoxy TMPThymidine-5'-monophosphoric acidDeoxythymidine 5'-phosphate
Show more names
Deoxythymidine monophosphate5'-TMPDeoxyribosylthymine monophosphateThymidine 5'-phosphoric acidTMP (nucleotide)Deoxythymidylic acidthymidine-5'-monophosphateThymidine 5'-(dihydrogen phosphate)

Database identifiers

CAS
365-07-1
PubChem CID
9700
DTXSID
DTXSID60904171
ChEMBL
CHEMBL394429
ChEBI
CHEBI:17013
UNII
43W3021X6C
Nikkaji
J150.344H

Properties

Computed structural properties

XLogP
-2.8
Topological polar surface area
146 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
8
Rotatable bonds
4
Heavy atoms
21

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Nucleic Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
Physical Description · 2 items

Solid; [Sigma-Aldrich MSDS]

Solid

Collision Cross Section · 4 items

163.84 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]

173.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

170 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]

167.7 Ų [M-2H+Na]-

Safety & regulation

Hazard information

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]

Chemistry & industry

Pharmacology

Tissue LocationsFibroblasts
Cellular LocationsLysosome
Metabolite PathwaysBeta Ureidopropionase Deficiency

Uses & manufacturing

UsesA thymine nucleotide; [ChemIDplus]

Related reactions

26 records
New reaction record

Linked notes

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