NP-MRD: Showing NP-Card for 1-(3-carbonylbutyl)purine-6,8-dione (NP0033702)

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Record Information

Version

2.0

Created at

2021-06-20 17:38:47 UTC

Updated at

2021-06-30 00:03:39 UTC

NP-MRD ID

NP0033702

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3-carbonylbutyl)purine-6,8-dione

Provided By

JEOL Database JEOL Logo

Description

1-(3-carbonylbutyl)purine-6,8-dione is found in Subergorgia suberosa. 1-(3-carbonylbutyl)purine-6,8-dione was first documented in 2008 (Qi, S. -H., et al.). Based on a literature review very few articles have been published on 8-hydroxy-1-(3-oxobutyl)-6,9-dihydro-1H-purin-6-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119383D          

 26 27  0  0  0  0            999 V2000
   -1.4094   -2.8811   -2.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667   -2.3519   -0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143   -2.7092    0.0111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183   -1.3976   -0.6589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6369   -0.7003    0.6992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6140    0.3413    0.7446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    0.1085    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    0.9653    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124    2.1619    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    3.2163    0.9271 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5828    4.2876    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542    5.3883    0.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    3.8080   -0.1661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7907    2.5242    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.5677    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    1.8493   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484   -3.5537   -2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431   -2.0496   -2.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3075   -3.4345   -2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -0.6659   -1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390   -1.9896   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570   -1.4252    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -0.2235    0.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -0.8974    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889    3.2278    1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3652    4.3268   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14  9  2  0  0  0  0
  6  5  1  0  0  0  0
 11 12  2  0  0  0  0
  6  7  1  0  0  0  0
  5  4  1  0  0  0  0
  6 15  1  0  0  0  0
  4  2  1  0  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
  8  9  1  0  0  0  0
  2  3  2  0  0  0  0
  7 24  1  0  0  0  0
 10 25  1  0  0  0  0
 13 26  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END


  Mrv1652306202119383D          

 26 27  0  0  0  0            999 V2000
   -1.4094   -2.8811   -2.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5667   -2.3519   -0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8143   -2.7092    0.0111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7183   -1.3976   -0.6589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6369   -0.7003    0.6992 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6140    0.3413    0.7446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    0.1085    1.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5595    0.9653    1.5161 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124    2.1619    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    3.2163    0.9271 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5828    4.2876    0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542    5.3883    0.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6762    3.8080   -0.1661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7907    2.5242    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.5677    0.1405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    1.8493   -0.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5484   -3.5537   -2.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431   -2.0496   -2.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3075   -3.4345   -2.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7353   -0.6659   -1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6390   -1.9896   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4570   -1.4252    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -0.2235    0.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098   -0.8974    1.8357 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889    3.2278    1.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3652    4.3268   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 14  9  2  0  0  0  0
  6  5  1  0  0  0  0
 11 12  2  0  0  0  0
  6  7  1  0  0  0  0
  5  4  1  0  0  0  0
  6 15  1  0  0  0  0
  4  2  1  0  0  0  0
  7  8  2  0  0  0  0
  2  1  1  0  0  0  0
  8  9  1  0  0  0  0
  2  3  2  0  0  0  0
  7 24  1  0  0  0  0
 10 25  1  0  0  0  0
 13 26  1  0  0  0  0
  5 22  1  0  0  0  0
  5 23  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033702

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C(=O)N([H])C2=C1N=C([H])N(C2=O)C([H])([H])C([H])([H])C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N4O3/c1-5(14)2-3-13-4-10-7-6(8(13)15)11-9(16)12-7/h4H,2-3H2,1H3,(H2,11,12,16)

> <INCHI_KEY>
PMNDTYDFQFLPGU-UHFFFAOYSA-N

> <FORMULA>
C9H10N4O3

> <MOLECULAR_WEIGHT>
222.204

> <EXACT_MASS>
222.075290198

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.732702998217135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3-oxobutyl)-6,7,8,9-tetrahydro-1H-purine-6,8-dione

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.9783869636666669

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.636567759475133

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.371922949277031

> <JCHEM_PKA_STRONGEST_BASIC>
1.054598814965436

> <JCHEM_POLAR_SURFACE_AREA>
90.87

> <JCHEM_REFRACTIVITY>
63.7503

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3-oxobutyl)-7,9-dihydropurine-6,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.409  -2.881  -2.295  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.567  -2.352  -0.894  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.814  -2.709   0.011  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.718  -1.398  -0.659  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.637  -0.700   0.699  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.614   0.341   0.745  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.408   0.109   1.396  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.560   0.965   1.516  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.312   2.162   0.936  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.175   3.216   0.927  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.583   4.288   0.234  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.054   5.388   0.024  0.00  0.00           O+0
HETATM   13  N   UNK     0      -0.676   3.808  -0.166  0.00  0.00           N+0
HETATM   14  C   UNK     0      -0.791   2.524   0.281  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.885   1.568   0.141  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.913   1.849  -0.466  0.00  0.00           O+0
HETATM   17  H   UNK     0      -0.548  -3.554  -2.341  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.243  -2.050  -2.985  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.308  -3.434  -2.580  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.735  -0.666  -1.473  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.639  -1.990  -0.707  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.457  -1.425   1.501  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.604  -0.224   0.902  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.310  -0.897   1.836  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.089   3.228   1.348  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.365   4.327  -0.688  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2   20   21                                             
CONECT    5    6    4   22   23                                             
CONECT    6    5    7   15                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9   10   14    8                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   14   26                                                  
CONECT   14   13   15    9                                                  
CONECT   15   14   16    6                                                  
CONECT   16   15                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    4                                                            
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23    5                                                            
CONECT   24    7                                                            
CONECT   25   10                                                            
CONECT   26   13                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₀N₄O₃

Average Mass

222.2040 Da

Monoisotopic Mass

222.07529 Da

IUPAC Name

1-(3-oxobutyl)-6,7,8,9-tetrahydro-1H-purine-6,8-dione

Traditional Name

1-(3-oxobutyl)-7,9-dihydropurine-6,8-dione

CAS Registry Number

Not Available

SMILES

[H]N1C(=O)N([H])C2=C1N=C([H])N(C2=O)C([H])([H])C([H])([H])C(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C9H10N4O3/c1-5(14)2-3-13-4-10-7-6(8(13)15)11-9(16)12-7/h4H,2-3H2,1H3,(H2,11,12,16)

InChI Key

PMNDTYDFQFLPGU-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Subergorgia suberosa	JEOL database	Qi, S. -H., et al, J. Nat. Prod. 71, 716 (2008)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hypoxanthines. These are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Imidazopyrimidines

Sub Class

Purines and purine derivatives

Direct Parent

Hypoxanthines

Alternative Parents

Substituents

6-oxopurine
Hypoxanthine
Pyrimidone
Pyrimidine
Azole
Imidazole
Vinylogous amide
Heteroaromatic compound
Lactam
Ketone
Urea
Azacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.51	ALOGPS
logP	-0.98	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.37	ChemAxon
pKa (Strongest Basic)	1.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.87 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.75 m³·mol⁻¹	ChemAxon
Polarizability	20.73 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00029584

Chemspider ID

27023328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24862007

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Qi, S. -H., et al. (2008). Qi, S. -H., et al, J. Nat. Prod. 71, 716 (2008) . J. Nat. Prod..

Showing NP-Card for 1-(3-carbonylbutyl)purine-6,8-dione (NP0033702)

MOL for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

3D MOL for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

3D SDF for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

3D-SDF for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

PDB for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

3D PDB for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

SMILES for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

INCHI for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

Structure for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)

3D Structure for NP0033702 (1-(3-carbonylbutyl)purine-6,8-dione)