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Showing metabocard for Deoxyguanosine (HMDB0000085)

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enzymes (9) Show 9 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:48:16 UTC
HMDB IDHMDB0000085
Secondary Accession Numbers
  • HMDB00085
Metabolite Identification
Common NameDeoxyguanosine
DescriptionDeoxyguanosine, also known as dG, belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2’. Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. Deoxyguanosine is one of the four deoxyribonucleosides that make up DNA. Deoxyguanosine exists in all living species, ranging from bacteria to plants to humans. Deoxyguanosine participates in a number of enzymatic reactions. In particular, deoxyguanosine can be biosynthesized from 2'-deoxyguanosine 5'-monophosphate through the enzyme known as cytosolic purine 5'-nucleotidase. In addition, deoxyguanosine can be converted into 2'-deoxyguanosine 5'-monophosphate (dGMP); which is mediated by the enzyme deoxyguanosine kinase. Deoxyguanosine is involved in the rare, inherited metabolic disorder called the purine nucleoside phosphorylase deficiency (PNP deficiency). In particular PNP deficiency is characterized by elevated levels of dGTP (deoxyguanosine triphosphate). PNP accounts for approximately 4% of patients with severe combined immunodeficiency (PMID: 1931007 ). PNP-deficient patients suffer from recurrent infections, usually beginning in the first year of life. Two thirds of patients have evidence of neurologic disorders with spasticity, developmental delay and mental retardation. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. 8-hydroxy-deoxyguanosine is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion.
Structure
Data?1584034432
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000085 (Deoxyguanosine)


  Mrv1652309032023512D          

 19 21  0  0  0  0            999 V2000
    4.9452    0.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -0.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443    0.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -0.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443   -1.1252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6993   -1.9100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2143   -2.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -3.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4442   -4.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963   -4.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4838   -2.9899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1513   -3.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839   -2.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452    1.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 17  1  0  0  0  0
 17  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000085 (Deoxyguanosine)

HMDB0000085
     RDKit          3D
Deoxyguanosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3718   -2.0550    0.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -0.7937   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.7145    0.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.4263   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.5703   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5474   -0.5946 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.0653   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    0.7565   -0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.1493    0.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5848    0.3511    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -0.7341    1.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0805   -1.9032    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -0.8801   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9512   -0.1232   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.1988   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584   -0.3210   -0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136    1.4809   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    2.5032   -0.8591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.3027   -0.3966 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.4398    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -2.5899   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    2.6754   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1507    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3505    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    1.3033    0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908   -0.4657    1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -2.5168    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903   -1.9306   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8531   -0.5891   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0151   -0.2003   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    1.7723   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    0.2529   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19  2  1  0
  8  4  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  1
 12 27  1  0
 13 28  1  1
 14 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
M  END
Download

3D SDF for HMDB0000085 (Deoxyguanosine)


  Mrv1652309032023512D          

 19 21  0  0  0  0            999 V2000
    4.9452    0.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308   -0.0451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6597   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443    0.2096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9293   -0.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4443   -1.1252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6993   -1.9100    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2143   -2.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992   -3.2449    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4442   -4.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9963   -4.6426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4838   -2.9899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1513   -3.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839   -2.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2307   -0.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5162   -1.2827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9452    1.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2 17  1  0  0  0  0
 17  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000085

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1

> <INCHI_KEY>
YKBGVTZYEHREMT-KVQBGUIXSA-N

> <FORMULA>
C10H13N5O4

> <MOLECULAR_WEIGHT>
267.2413

> <EXACT_MASS>
267.096753929

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.238180518018385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one

> <ALOGPS_LOGP>
-1.75

> <JCHEM_LOGP>
-1.8055801330000003

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.886841415564113

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.158527534112794

> <JCHEM_PKA_STRONGEST_BASIC>
0.4648935108305678

> <JCHEM_POLAR_SURFACE_AREA>
134.98999999999998

> <JCHEM_REFRACTIVITY>
63.110399999999984

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-deoxyguanosine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000085 (Deoxyguanosine)

HMDB0000085
     RDKit          3D
Deoxyguanosine
 32 34  0  0  0  0  0  0  0  0999 V2000
    4.3718   -2.0550    0.1038 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -0.7937   -0.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868   -0.7145    0.0077 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7010    0.4263   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.5703   -0.4754 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5474   -0.5946 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    2.0653   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3967    0.7565   -0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539   -0.1493    0.1722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5848    0.3511    1.2776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6364   -0.7341    1.1595 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0805   -1.9032    1.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945   -0.8801   -0.3473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9512   -0.1232   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.1988   -0.3888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5584   -0.3210   -0.8687 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136    1.4809   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4676    2.5032   -0.8591 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4464    0.3027   -0.3966 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -2.4398    1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8209   -2.5899   -0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341    2.6754   -0.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -1.1507    0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0865    0.3505    2.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0154    1.3033    0.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5908   -0.4657    1.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634   -2.5168    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7903   -1.9306   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8531   -0.5891   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0151   -0.2003   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274    1.7723   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    0.2529   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  1  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 19  2  1  0
  8  4  1  0
 16  9  1  0
  1 20  1  0
  1 21  1  0
  7 22  1  0
  9 23  1  1
 10 24  1  0
 10 25  1  0
 11 26  1  1
 12 27  1  0
 13 28  1  1
 14 29  1  0
 14 30  1  0
 15 31  1  0
 19 32  1  0
M  END
Download

PDB for HMDB0000085 (Deoxyguanosine)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       9.231   0.686   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.897  -0.084   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.231  -2.394   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      10.565  -1.624   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.565  -0.084   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      12.029   0.391   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.935  -0.855   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.029  -2.100   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.505  -3.565   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.600  -4.811   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.505  -6.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.029  -7.522   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.060  -8.666   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.970  -5.581   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      15.216  -6.486   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.970  -4.041   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.897  -1.624   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.564  -2.394   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       9.231   2.226   0.000  0.00  0.00           O+0
CONECT    1   19    2    5                                                  
CONECT    2    1   17                                                       
CONECT    3   17    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16    9   14                                                       
CONECT   17    2    3   18                                                  
CONECT   18   17                                                            
CONECT   19    1                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END
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3D PDB for HMDB0000085 (Deoxyguanosine)

COMPND    HMDB0000085
HETATM    1  N1  UNL     1       4.372  -2.055   0.104  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.732  -0.794  -0.101  1.00  0.00           C  
HETATM    3  N2  UNL     1       2.387  -0.714   0.008  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.701   0.426  -0.167  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.440   1.570  -0.475  1.00  0.00           C  
HETATM    6  N3  UNL     1       1.523   2.547  -0.595  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.280   2.065  -0.378  1.00  0.00           C  
HETATM    8  N4  UNL     1       0.397   0.757  -0.115  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.654  -0.149   0.172  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.585   0.351   1.278  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.636  -0.734   1.160  1.00  0.00           C  
HETATM   12  O1  UNL     1      -2.081  -1.903   1.672  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.694  -0.880  -0.347  1.00  0.00           C  
HETATM   14  C9  UNL     1      -3.951  -0.123  -0.799  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.906   1.199  -0.389  1.00  0.00           O  
HETATM   16  O3  UNL     1      -1.558  -0.321  -0.869  1.00  0.00           O  
HETATM   17  C10 UNL     1       3.814   1.481  -0.584  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.468   2.503  -0.859  1.00  0.00           O  
HETATM   19  N5  UNL     1       4.446   0.303  -0.397  1.00  0.00           N  
HETATM   20  H1  UNL     1       4.380  -2.440   1.073  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.821  -2.590  -0.670  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.634   2.675  -0.421  1.00  0.00           H  
HETATM   23  H4  UNL     1      -0.313  -1.151   0.504  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.087   0.350   2.259  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.015   1.303   0.981  1.00  0.00           H  
HETATM   26  H7  UNL     1      -3.591  -0.466   1.608  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.763  -2.517   0.945  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.790  -1.931  -0.661  1.00  0.00           H  
HETATM   29  H10 UNL     1      -4.853  -0.589  -0.371  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.015  -0.200  -1.904  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.127   1.772  -1.178  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.494   0.253  -0.484  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3   19
CONECT    3    4
CONECT    4    5    5    8
CONECT    5    6   17
CONECT    6    7    7
CONECT    7    8   22
CONECT    8    9
CONECT    9   10   16   23
CONECT   10   11   24   25
CONECT   11   12   13   26
CONECT   12   27
CONECT   13   14   16   28
CONECT   14   15   29   30
CONECT   15   31
CONECT   17   18   18   19
CONECT   19   32
END
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SMILES for HMDB0000085 (Deoxyguanosine)

NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1
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INCHI for HMDB0000085 (Deoxyguanosine)

InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-olChEBI
9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanineChEBI
dGChEBI
Guanine deoxy nucleosideChEBI
2'-DeoxyguanosineKegg
2-Amino-9-(2-deoxy-9-b-D-ribofuranosyl)-9H-purin-6-olGenerator
2-Amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-olGenerator
9-(2-Deoxy-b-D-erythro-pentofuranosyl)-guanineGenerator
9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanineGenerator
2'-Deoxy-guanosineHMDB
2-DeoxyguanosineHMDB
9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanineHMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-guanineHMDB
9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanineHMDB
DesoxyguanosineHMDB
Guanine deoxyribosideHMDB
DeoxyguanosineChEBI
Chemical FormulaC10H13N5O4
Average Molecular Weight267.2413
Monoisotopic Molecular Weight267.096753929
IUPAC Name2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
Traditional Name2-deoxyguanosine
CAS Registry Number961-07-9
SMILES
NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1
InChI Identifier
InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1
InChI KeyYKBGVTZYEHREMT-KVQBGUIXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassPurine 2'-deoxyribonucleosides
Direct ParentPurine 2'-deoxyribonucleosides
Alternative Parents
Substituents
  • Purine 2'-deoxyribonucleoside
  • 6-oxopurine
  • Hypoxanthine
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Pyrimidone
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource