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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:40 UTC

Update Date

2023-02-21 17:19:40 UTC

HMDB ID

HMDB0030726

Secondary Accession Numbers

HMDB30726

Metabolite Identification

Common Name

2-Hydroxy-6,7-dimethoxybenzoxazole

Description

2-Hydroxy-6,7-dimethoxybenzoxazole belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. Based on a literature review very few articles have been published on 2-Hydroxy-6,7-dimethoxybenzoxazole.

Structure

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


  Mrv0541 02241220232D          

 14 15  0  0  0  0            999 V2000
   -0.8903    1.2145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    1.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041    0.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0814    0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903    0.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4573   -0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2952   -0.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4855   -1.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8903   -0.8903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4573   -0.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -2.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -2.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    2.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2 14  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030726

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2NC(=O)OC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c1-12-6-4-3-5-7(8(6)13-2)14-9(11)10-5/h3-4H,1-2H3,(H,10,11)

> <INCHI_KEY>
FODHHOASVRMOPW-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.1721

> <EXACT_MASS>
195.053157781

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
18.558659801030416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.0162840873333332

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.532679346233927

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9314063651113846

> <JCHEM_POLAR_SURFACE_AREA>
56.79

> <JCHEM_REFRACTIVITY>
49.1906

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-3H-1,3-benzoxazol-2-one

> <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  N   UNK     0      -1.662   2.267   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -0.152   2.720   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.754   1.511   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.152   0.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.662   0.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.720  -0.301   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.418  -1.813   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.906  -2.266   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.150  -1.207   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.662  -1.662   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.720  -0.604   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.604  -3.777   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.754  -4.232   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.301   4.232   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    1    4    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    4    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₉H₉NO₄

Average Molecular Weight

195.1721

Monoisotopic Molecular Weight

195.053157781

IUPAC Name

6,7-dimethoxy-2,3-dihydro-1,3-benzoxazol-2-one

Traditional Name

6,7-dimethoxy-3H-1,3-benzoxazol-2-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2NC(=O)OC2=C1OC

InChI Identifier

InChI=1S/C9H9NO4/c1-12-6-4-3-5-7(8(6)13-2)14-9(11)10-5/h3-4H,1-2H3,(H,10,11)

InChI Key

FODHHOASVRMOPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazoles

Sub Class

Benzoxazolones

Direct Parent

Benzoxazolones

Alternative Parents

Substituents

Benzoxazolone
Anisole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Oxazole
Azole
Oxacycle
Azacycle
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030726)
Cytoplasm (HMDB: HMDB0030726)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030726)

Source

Endogenous

Endogenous (HMDB: HMDB0030726)

Plant

Poaceae (HMDB: HMDB0030726)

Exogenous

Food

Food (HMDB: HMDB0030726)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	180 °C	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
Water Solubility	5.83 g/L	ALOGPS
logP	1.35	ALOGPS
logP	1.02	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.19 m³·mol⁻¹	ChemAxon
Polarizability	18.56 Å³	ChemAxon
Number of Rings	2	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
DarkChem	[M+H]+	143.434	31661259
DarkChem	[M-H]-	141.902	31661259
DeepCCS	[M+H]+	133.859	30932474
DeepCCS	[M-H]-	131.093	30932474
DeepCCS	[M-2H]-	167.423	30932474
DeepCCS	[M+Na]+	142.954	30932474
AllCCS	[M+H]+	141.2	32859911
AllCCS	[M+H-H2O]+	137.0	32859911
AllCCS	[M+NH4]+	145.2	32859911
AllCCS	[M+Na]+	146.3	32859911
AllCCS	[M-H]-	140.9	32859911
AllCCS	[M+Na-2H]-	141.2	32859911
AllCCS	[M+HCOO]-	141.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-6,7-dimethoxybenzoxazole	COC1=CC=C2NC(=O)OC2=C1OC	2916.0	Standard polar	33892256
2-Hydroxy-6,7-dimethoxybenzoxazole	COC1=CC=C2NC(=O)OC2=C1OC	1779.2	Standard non polar	33892256
2-Hydroxy-6,7-dimethoxybenzoxazole	COC1=CC=C2NC(=O)OC2=C1OC	1906.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-6,7-dimethoxybenzoxazole,1TMS,isomer #1	COC1=CC=C2C(=C1OC)OC(=O)N2[Si](C)(C)C	1887.7	Semi standard non polar	33892256
2-Hydroxy-6,7-dimethoxybenzoxazole,1TMS,isomer #1	COC1=CC=C2C(=C1OC)OC(=O)N2[Si](C)(C)C	1913.9	Standard non polar	33892256
2-Hydroxy-6,7-dimethoxybenzoxazole,1TBDMS,isomer #1	COC1=CC=C2C(=C1OC)OC(=O)N2[Si](C)(C)C(C)(C)C	2117.4	Semi standard non polar	33892256
2-Hydroxy-6,7-dimethoxybenzoxazole,1TBDMS,isomer #1	COC1=CC=C2C(=C1OC)OC(=O)N2[Si](C)(C)C(C)(C)C	2124.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxr-1900000000-0434ef487e686431c5c6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 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 - 2-Hydroxy-6,7-dimethoxybenzoxazole 10V, Positive-QTOF	splash10-0002-0900000000-e128bd1c556a07462786	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 20V, Positive-QTOF	splash10-0002-0900000000-4ae2986f361a72fb3dd7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 40V, Positive-QTOF	splash10-0gc0-1900000000-1c33a31e7dbf33caf840	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 10V, Negative-QTOF	splash10-0006-0900000000-79c73d2c33a4617c1fcf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 20V, Negative-QTOF	splash10-0006-0900000000-bb6b8f11a8bfce79b287	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 40V, Negative-QTOF	splash10-0006-9600000000-8825ec1c439d55a046de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 10V, Negative-QTOF	splash10-0006-0900000000-8bd94400642b1a27bb43	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 20V, Negative-QTOF	splash10-014l-0900000000-43640a1b283734b532da	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 40V, Negative-QTOF	splash10-006y-5900000000-6e650d1a230fe8403ae9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 10V, Positive-QTOF	splash10-0002-0900000000-996b7d53422890d25b2a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 20V, Positive-QTOF	splash10-0002-0900000000-43555fbe331e31eeb79d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-6,7-dimethoxybenzoxazole 40V, Positive-QTOF	splash10-0udi-6900000000-9a06f273d57a63752b34	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB002650

KNApSAcK ID

Not Available

Chemspider ID

9162355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10987158

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Hydroxy-6,7-dimethoxybenzoxazole (HMDB0030726)

MOL for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

3D MOL for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

3D SDF for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

3D-SDF for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

PDB for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

3D PDB for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

SMILES for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

INCHI for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

Structure for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

3D Structure for HMDB0030726 (2-Hydroxy-6,7-dimethoxybenzoxazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra