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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:38:11 UTC

Update Date

2021-09-26 22:57:25 UTC

HMDB ID

HMDB0247633

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one

Description

7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one, also known as HB(T) or T-STate hemoglobin, belongs to the class of organic compounds known as naphthyridines. Naphthyridines are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom. Based on a literature review very few articles have been published on 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-methyl-2-(2-furyl)-1,8-naphthyridine-4(1h)-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112102382D          

 17 19  0  0  0  0            999 V2000
   -1.4289   -1.6500    0.0000 C   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
    0.0000   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   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
    2.1434   -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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116   -1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1636   -1.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7511   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9441   -2.4705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  4 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247633

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NC2=C(C=C1)C(=O)C=C(N2)C1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C13H10N2O2/c1-8-4-5-9-11(16)7-10(15-13(9)14-8)12-3-2-6-17-12/h2-7H,1H3,(H,14,15,16)

> <INCHI_KEY>
INGWEZCOABYORO-UHFFFAOYSA-N

> <FORMULA>
C13H10N2O2

> <MOLECULAR_WEIGHT>
226.235

> <EXACT_MASS>
226.07422757

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
23.726341347067464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(furan-2-yl)-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one

> <ALOGPS_LOGP>
2.87

> <JCHEM_LOGP>
1.8162364076666664

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.964259307197946

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.907790975685683

> <JCHEM_PKA_STRONGEST_BASIC>
4.598261774368379

> <JCHEM_POLAR_SURFACE_AREA>
55.13

> <JCHEM_REFRACTIVITY>
65.8408

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(furan-2-yl)-7-methyl-1H-1,8-naphthyridin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.742  -2.454   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.772  -3.598   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.002  -4.932   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.496  -4.612   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    4                                                       
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0247633
HETATM    1  C1  UNL     1      -4.134   1.880  -0.577  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.138   0.817  -0.235  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.535  -0.457   0.119  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.612  -1.430   0.432  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.260  -1.153   0.398  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.306  -2.107   0.707  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.675  -3.276   1.032  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.029  -1.774   0.656  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.383  -0.492   0.298  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.814  -0.116   0.238  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.316   1.120  -0.102  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.695   1.065  -0.039  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.971  -0.233   0.345  1.00  0.00           C  
HETATM   14  O2  UNL     1       3.842  -0.883   0.495  1.00  0.00           O  
HETATM   15  N1  UNL     1       0.423   0.394   0.009  1.00  0.00           N  
HETATM   16  C13 UNL     1      -0.895   0.131   0.040  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.808   1.072  -0.263  1.00  0.00           N  
HETATM   18  H1  UNL     1      -3.767   2.877  -0.235  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.299   1.912  -1.672  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.100   1.704  -0.037  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.597  -0.683   0.148  1.00  0.00           H  
HETATM   22  H5  UNL     1      -2.932  -2.434   0.711  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.767  -2.523   0.898  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.728   1.988  -0.373  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.401   1.875  -0.249  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.972  -0.637   0.497  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.719   1.363  -0.261  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3   17
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   16
CONECT    6    7    7    8
CONECT    8    9    9   23
CONECT    9   10   15
CONECT   10   11   11   14
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   14   26
CONECT   15   16   27
CONECT   16   17   17
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
HB(T)	HMDB
T-STate Hemoglobin	HMDB
Deoxyhemoglobin	HMDB

Chemical Formula

C₁₃H₁₀N₂O₂

Average Molecular Weight

226.235

Monoisotopic Molecular Weight

226.07422757

IUPAC Name

2-(furan-2-yl)-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one

Traditional Name

2-(furan-2-yl)-7-methyl-1H-1,8-naphthyridin-4-one

CAS Registry Number

Not Available

SMILES

CC1=NC2=C(C=C1)C(=O)C=C(N2)C1=CC=CO1

InChI Identifier

InChI=1S/C13H10N2O2/c1-8-4-5-9-11(16)7-10(15-13(9)14-8)12-3-2-6-17-12/h2-7H,1H3,(H,14,15,16)

InChI Key

INGWEZCOABYORO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridines. Naphthyridines are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridines

Alternative Parents

Substituents

Naphthyridine
Methylpyridine
Pyridine
Furan
Vinylogous amide
Heteroaromatic compound
Azacycle
Oxacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	2.87	ALOGPS
logP	1.82	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.91	ChemAxon
pKa (Strongest Basic)	4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.13 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	65.84 m³·mol⁻¹	ChemAxon
Polarizability	23.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	154.33	30932474
DeepCCS	[M-H]-	151.935	30932474
DeepCCS	[M-2H]-	185.433	30932474
DeepCCS	[M+Na]+	160.417	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one	CC1=NC2=C(C=C1)C(=O)C=C(N2)C1=CC=CO1	2847.0	Standard polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one	CC1=NC2=C(C=C1)C(=O)C=C(N2)C1=CC=CO1	2106.2	Standard non polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one	CC1=NC2=C(C=C1)C(=O)C=C(N2)C1=CC=CO1	2525.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C)C2=N1	2322.6	Semi standard non polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C)C2=N1	2362.6	Standard non polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C)C2=N1	2839.6	Standard polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TBDMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C(C)(C)C)C2=N1	2509.4	Semi standard non polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TBDMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C(C)(C)C)C2=N1	2547.9	Standard non polar	33892256
7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one,1TBDMS,isomer #1	CC1=CC=C2C(=O)C=C(C3=CC=CO3)N([Si](C)(C)C(C)(C)C)C2=N1	2914.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-2960000000-5a3835d3a19b11ef1d17	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 10V, Positive-QTOF	splash10-004i-0090000000-8f2d23b779b3e21b4068	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 20V, Positive-QTOF	splash10-004i-0090000000-8f2d23b779b3e21b4068	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 40V, Positive-QTOF	splash10-0a4i-3920000000-7cacea4305dcf308e779	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 10V, Negative-QTOF	splash10-004i-0090000000-04e71529cf7b5a4918e3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 20V, Negative-QTOF	splash10-004i-0290000000-c9b8168ba64d005d4e46	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one 40V, Negative-QTOF	splash10-0002-0950000000-7f402ee0c50a5d9b4422	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10527420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13285535

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one (HMDB0247633)

MOL for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

3D MOL for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

3D SDF for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

3D-SDF for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

PDB for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

3D PDB for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

SMILES for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

INCHI for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

Structure for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

3D Structure for HMDB0247633 (7-Methyl-2-(2-furyl)-1,8-naphthyridine-4(1H)-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra