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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 05:42:44 UTC

Update Date

2021-09-23 05:42:44 UTC

HMDB ID

HMDB0302015

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2'',6''-O-Diacetyloninin

Description

2'',6''-o-diacetyloninin belongs to pteridines and derivatives class of compounds. Those are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. 2'',6''-o-diacetyloninin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2'',6''-o-diacetyloninin can be found in soy bean, which makes 2'',6''-o-diacetyloninin a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241221292D          

 15 16  0  0  1  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
  3 14  1  1  0  0  0
  2 15  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0302015

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](O)[C@H](O)C1=NC2=CN=CN=C2NC1

> <INCHI_IDENTIFIER>
InChI=1S/C9H12N4O2/c1-5(14)8(15)6-3-11-9-7(13-6)2-10-4-12-9/h2,4-5,8,14-15H,3H2,1H3,(H,10,11,12)/t5-,8-/m0/s1

> <INCHI_KEY>
BQADMILWYUBNTA-XNCJUZBTSA-N

> <FORMULA>
C9H12N4O2

> <MOLECULAR_WEIGHT>
208.2172

> <EXACT_MASS>
208.096025648

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
20.43032397146894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S)-1-(7,8-dihydropteridin-6-yl)propane-1,2-diol

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-0.7657260493333329

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.0699355497417

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.278915741085648

> <JCHEM_PKA_STRONGEST_BASIC>
4.23035395303271

> <JCHEM_POLAR_SURFACE_AREA>
90.63000000000001

> <JCHEM_REFRACTIVITY>
57.71149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S)-1-(7,8-dihydropteridin-6-yl)propane-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    4                                                       
CONECT   14    3                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0302015
HETATM    1  C1  UNL     1      -3.125  -0.751  -0.441  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.577   0.614  -0.610  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.081   0.944  -1.846  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.658   0.978   0.527  1.00  0.00           C  
HETATM    5  O2  UNL     1      -1.506   2.398   0.536  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.313   0.348   0.447  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.695   1.127   0.379  1.00  0.00           N  
HETATM    8  C5  UNL     1       2.038   0.747   0.302  1.00  0.00           C  
HETATM    9  C6  UNL     1       3.033   1.713   0.228  1.00  0.00           C  
HETATM   10  N2  UNL     1       4.295   1.273   0.155  1.00  0.00           N  
HETATM   11  C7  UNL     1       4.582  -0.044   0.154  1.00  0.00           C  
HETATM   12  N3  UNL     1       3.605  -0.968   0.226  1.00  0.00           N  
HETATM   13  C8  UNL     1       2.309  -0.605   0.302  1.00  0.00           C  
HETATM   14  N4  UNL     1       1.240  -1.498   0.381  1.00  0.00           N  
HETATM   15  C9  UNL     1      -0.136  -1.102   0.424  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.804  -1.205   0.532  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.887  -1.473  -1.249  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.248  -0.735  -0.355  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.478   1.320  -0.479  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.095   0.104  -2.402  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.092   0.726   1.509  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.418   2.700  -0.403  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.797   2.776   0.230  1.00  0.00           H  
HETATM   24  H9  UNL     1       5.622  -0.341   0.093  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.465  -2.535   0.410  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.688  -1.585  -0.429  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.575  -1.528   1.381  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20
CONECT    4    5    6   21
CONECT    5   22
CONECT    6    7    7   15
CONECT    7    8
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11
CONECT   11   12   24
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   25
CONECT   15   26   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₁₂N₄O₂

Average Molecular Weight

208.2172

Monoisotopic Molecular Weight

208.096025648

IUPAC Name

(1R,2S)-1-(7,8-dihydropteridin-6-yl)propane-1,2-diol

Traditional Name

(1R,2S)-1-(7,8-dihydropteridin-6-yl)propane-1,2-diol

CAS Registry Number

Not Available

SMILES

C[C@H](O)[C@H](O)C1=NC2=CN=CN=C2NC1

InChI Identifier

InChI=1S/C9H12N4O2/c1-5(14)8(15)6-3-11-9-7(13-6)2-10-4-12-9/h2,4-5,8,14-15H,3H2,1H3,(H,10,11,12)/t5-,8-/m0/s1

InChI Key

BQADMILWYUBNTA-XNCJUZBTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Not Available

Direct Parent

Pteridines and derivatives

Alternative Parents

Substituents

Pteridine
Secondary aliphatic/aromatic amine
Pyrimidine
Imidolactam
Heteroaromatic compound
1,2-diol
Ketimine
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Secondary amine
Organic 1,3-dipolar compound
Azacycle
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Imine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Soy bean (FooDB: FOOD00085)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.61	ALOGPS
logP	-0.77	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	4.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.63 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.71 m³·mol⁻¹	ChemAxon
Polarizability	20.43 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	147.425	32859911
AllCCS	[M+H-H2O]+	143.37	32859911
AllCCS	[M+Na]+	152.285	32859911
AllCCS	[M+NH4]+	151.198	32859911
AllCCS	[M-H]-	146.737	32859911
AllCCS	[M+Na-2H]-	146.958	32859911
AllCCS	[M+HCOO]-	147.289	32859911
DeepCCS	[M+H]+	146.952	30932474
DeepCCS	[M-H]-	144.556	30932474
DeepCCS	[M-2H]-	177.876	30932474
DeepCCS	[M+Na]+	152.865	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2'',6''-O-Diacetyloninin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C)C1	1947.9	Semi standard non polar	33892256
2'',6''-O-Diacetyloninin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C)C1	2204.4	Standard non polar	33892256
2'',6''-O-Diacetyloninin,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C)C1	3475.3	Standard polar	33892256
2'',6''-O-Diacetyloninin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C(C)(C)C)C1	2578.8	Semi standard non polar	33892256
2'',6''-O-Diacetyloninin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C(C)(C)C)C1	2941.0	Standard non polar	33892256
2'',6''-O-Diacetyloninin,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C1=NC2=CN=CN=C2N([Si](C)(C)C(C)(C)C)C1	3747.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 10V, Positive-QTOF	splash10-0a4l-0790000000-3a373bb287ef425480e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 20V, Positive-QTOF	splash10-053u-1910000000-35f56f74b776702cf204	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 40V, Positive-QTOF	splash10-001i-2900000000-e37898e48a8c538bcd03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 10V, Negative-QTOF	splash10-0a4i-1950000000-ccabfc985c9182946a59	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 20V, Negative-QTOF	splash10-06w9-4910000000-5783aebe0838845d9653	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 40V, Negative-QTOF	splash10-0ufr-9500000000-903039f63c0b78db5dc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 10V, Positive-QTOF	splash10-0a4i-0590000000-81a74b853c2f5f939b83	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 20V, Positive-QTOF	splash10-0a4l-0970000000-e39e5c4f47484546f20c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 40V, Positive-QTOF	splash10-053s-9800000000-b80a0d52e37bdb89a279	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 10V, Negative-QTOF	splash10-08fr-0960000000-449a0bd43e80523e94aa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 20V, Negative-QTOF	splash10-03di-0900000000-6b0431f2a7edd381ae93	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2'',6''-O-Diacetyloninin 40V, Negative-QTOF	splash10-053r-3900000000-32615bb3e3ffc58c7b5a	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001748

KNApSAcK ID

Not Available

Chemspider ID

389864

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441045

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for 2'',6''-O-Diacetyloninin (HMDB0302015)

MOL for HMDB0302015 (2'',6''-O-Diacetyloninin)

3D MOL for HMDB0302015 (2'',6''-O-Diacetyloninin)

3D SDF for HMDB0302015 (2'',6''-O-Diacetyloninin)

3D-SDF for HMDB0302015 (2'',6''-O-Diacetyloninin)

PDB for HMDB0302015 (2'',6''-O-Diacetyloninin)

3D PDB for HMDB0302015 (2'',6''-O-Diacetyloninin)

SMILES for HMDB0302015 (2'',6''-O-Diacetyloninin)

INCHI for HMDB0302015 (2'',6''-O-Diacetyloninin)

Structure for HMDB0302015 (2'',6''-O-Diacetyloninin)

3D Structure for HMDB0302015 (2'',6''-O-Diacetyloninin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra