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Cyclic 1,N(2)-propanodeoxyguanosine

PubChem CID
128650
Structure
Cyclic 1,N(2)-propanodeoxyguanosine_small.png
Cyclic 1,N(2)-propanodeoxyguanosine_3D_Structure.png
Molecular Formula
Synonyms
  • Cyclic 1,N(2)-propanodeoxyguanosine
  • 85352-97-2
  • C-1,N-Pdgu
  • R-pro-dG
  • DTXSID30234538
Molecular Weight
337.33 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2005-08-08
  • Modify:
    2025-02-01

1 Structures

1.1 2D Structure

Chemical Structure Depiction
Cyclic 1,N(2)-propanodeoxyguanosine.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,8R)-8-hydroxy-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-methyl-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

2.1.2 InChI

InChI=1S/C14H19N5O5/c1-6-2-9(22)19-13(23)11-12(17-14(19)16-6)18(5-15-11)10-3-7(21)8(4-20)24-10/h5-10,20-22H,2-4H2,1H3,(H,16,17)/t6-,7+,8-,9-,10-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.3 InChIKey

DKBDYPZFCQIHPX-JDDHQFAOSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

2.1.4 SMILES

C[C@@H]1C[C@H](N2C(=O)C3=C(N=C2N1)N(C=N3)[C@H]4C[C@@H]([C@H](O4)CO)O)O
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C14H19N5O5
Computed by PubChem 2.2 (PubChem release 2021.10.14)

2.3 Other Identifiers

2.3.1 CAS

85352-97-2

2.3.2 DSSTox Substance ID

2.3.3 Nikkaji Number

2.3.4 Wikidata

2.4 Synonyms

2.4.1 MeSH Entry Terms

  • C-1,N-PDGU
  • cyclic 1,N(2)-propanodeoxyguanosine
  • cyclic 1,N(2)-propanodeoxyguanosine, (6S-trans)-isomer

2.4.2 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
337.33 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-1.1
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
7
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
337.13861872 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
337.13861872 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
132 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
560
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
5
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

4 Spectral Information

4.1 Mass Spectrometry

4.1.1 LC-MS

1 of 3
View All
MS Category
Experimental
MS Type
LC-MS
Precursor Type
[M+H]+
Precursor m/z
338.145898825
Instrument
LTQ Orbitrap Fusion Tribrid, Thermo Scientfic
Ionization Mode
positive
Collision Energy
90
Top 5 Peaks

153.040649414062 1

179.05632019043 0.61

135.030075073242 0.54

178.07234954834 0.40

Thumbnail
Thumbnail
2 of 3
View All
MS Category
Experimental
MS Type
LC-MS
Precursor Type
[M+H]+
Precursor m/z
338.145898825
Instrument
LTQ Orbitrap Fusion Tribrid, Thermo Scientfic
Ionization Mode
positive
Collision Energy
80
Top 5 Peaks

153.040664672852 1

178.072326660156 0.92

179.05632019043 0.69

135.03010559082 0.42

136.050483703613 0.21

Thumbnail
Thumbnail

4.1.2 Other MS

1 of 3
View All
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
302.43901
Instrument
QTOF 6530, Agilent Technologies.
Instrument Type
QTOF
Ionization
ESI
Ionization Mode
positive
Collision Energy
40
Top 5 Peaks

178.07165 1

135.03022 0.29

204.08719 0.13

161.04605 0.12

Thumbnail
Thumbnail
License
CC BY 4.0
2 of 3
View All
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+H]+
Precursor m/z
302.43901
Instrument
QTOF 6530, Agilent Technologies.
Instrument Type
QTOF
Ionization
ESI
Ionization Mode
positive
Collision Energy
20
Top 5 Peaks

177.99463 1

204.08778 0.32

135.02998 0.32

152.05622 0.27

Thumbnail
Thumbnail
License
CC BY 4.0

6 Chemical Vendors

7 Literature

7.1 Consolidated References

7.2 NLM Curated PubMed Citations

7.3 Chemical Co-Occurrences in Literature

7.4 Chemical-Gene Co-Occurrences in Literature

7.5 Chemical-Disease Co-Occurrences in Literature

8 Classification

8.1 MeSH Tree

8.2 ChemIDplus

8.3 EPA DSSTox Classification

9 Information Sources

  1. ChemIDplus
    ChemIDplus Chemical Information Classification
    https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
  2. EPA DSSTox
    Cyclic 1,N(2)-propanodeoxyguanosine
    https://comptox.epa.gov/dashboard/DTXSID30234538
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  3. Japan Chemical Substance Dictionary (Nikkaji)
  4. MassBank of North America (MoNA)
    LICENSE
    The content of the MoNA database is licensed under CC BY 4.0.
    https://mona.fiehnlab.ucdavis.edu/documentation/license
  5. Wikidata
    Cyclic 1,N(2)-propanodeoxyguanosine
    https://www.wikidata.org/wiki/Q83116333
  6. PubChem
  7. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
    cyclic 1,N(2)-propanodeoxyguanosine
    https://www.ncbi.nlm.nih.gov/mesh/67060195
CONTENTS