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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-10-07 18:54:12 UTC

Update Date

2022-03-07 03:18:16 UTC

HMDB ID

HMDB0240439

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxy-1,4-benzoxazin-3-one sulfate

Description

2-Hydroxy-1,4-benzoxazin-3-one sulfate belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four 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-1,4-benzoxazin-3-one sulfate.

Structure

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

  Mrv1652310071917362D          

 16 17  0  0  0  0            999 V2000
   -0.7145   -0.4125    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    0.7145   -1.2375    0.0000 C   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   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 12  2  0  0  0  0
 16 13  2  0  0  0  0
 16 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240439

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NC2=CC=CC=C2OC1OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO6S/c10-7-8(15-16(11,12)13)14-6-4-2-1-3-5(6)9-7/h1-4,8H,(H,9,10)(H,11,12,13)

> <INCHI_KEY>
XQOGGBJDHDDLTI-UHFFFAOYSA-N

> <FORMULA>
C8H7NO6S

> <MOLECULAR_WEIGHT>
245.21

> <EXACT_MASS>
244.999408123

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
20.84915242839518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3-hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-0.99

> <JCHEM_LOGP>
-0.66717651531424

> <ALOGPS_LOGS>
-2.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
0.5673558982808116

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.6957848624213936

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0069934774417546

> <JCHEM_POLAR_SURFACE_AREA>
105.42000000000002

> <JCHEM_REFRACTIVITY>
52.7704

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3-hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-OCT-19         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   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  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -3.080   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       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       7.438  -3.644   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       5.898  -0.976   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   16  S   UNK     0       6.668  -2.310   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6    9                                                  
CONECT    6    4    5   14                                                  
CONECT    7    8    9   10                                                  
CONECT    8    7   14   15                                                  
CONECT    9    5    7                                                       
CONECT   10    7                                                            
CONECT   11   16                                                            
CONECT   12   16                                                            
CONECT   13   16                                                            
CONECT   14    6    8                                                       
CONECT   15    8   16                                                       
CONECT   16   11   12   13   15                                             
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-1,4-benzoxazin-3-one sulfuric acid	Generator
2-Hydroxy-1,4-benzoxazin-3-one sulphate	Generator
2-Hydroxy-1,4-benzoxazin-3-one sulphuric acid	Generator
(3-Hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulfonate	HMDB
(3-Hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulphonate	HMDB
(3-Hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulphonic acid	HMDB

Chemical Formula

C₈H₇NO₆S

Average Molecular Weight

245.21

Monoisotopic Molecular Weight

244.999408123

IUPAC Name

(3-hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulfonic acid

Traditional Name

(3-hydroxy-2H-1,4-benzoxazin-2-yl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

OC1=NC2=CC=CC=C2OC1OS(O)(=O)=O

InChI Identifier

InChI=1S/C8H7NO6S/c10-7-8(15-16(11,12)13)14-6-4-2-1-3-5(6)9-7/h1-4,8H,(H,9,10)(H,11,12,13)

InChI Key

XQOGGBJDHDDLTI-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazines

Sub Class

Benzoxazinones

Direct Parent

Benzoxazinones

Alternative Parents

Substituents

Benzoxazinone
Benzomorpholine
Oxazinane
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Benzenoid
Sulfuric acid ester
Organic sulfuric acid or derivatives
Carboxamide group
Lactam
Secondary carboxylic acid amide
Carboxylic acid derivative
Oxacycle
Azacycle
Organic oxygen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240439)

Food

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240439)

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	-0.99	ALOGPS
logP	-0.67	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-2.7	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.77 m³·mol⁻¹	ChemAxon
Polarizability	20.85 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
DeepCCS	[M+H]+	142.365	30932474
DeepCCS	[M-H]-	139.845	30932474
DeepCCS	[M-2H]-	175.349	30932474
DeepCCS	[M+Na]+	150.878	30932474
AllCCS	[M+H]+	152.9	32859911
AllCCS	[M+H-H2O]+	149.1	32859911
AllCCS	[M+NH4]+	156.4	32859911
AllCCS	[M+Na]+	157.4	32859911
AllCCS	[M-H]-	145.4	32859911
AllCCS	[M+Na-2H]-	145.4	32859911
AllCCS	[M+HCOO]-	145.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-1,4-benzoxazin-3-one sulfate	OC1=NC2=CC=CC=C2OC1OS(O)(=O)=O	3998.8	Standard polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate	OC1=NC2=CC=CC=C2OC1OS(O)(=O)=O	1998.3	Standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate	OC1=NC2=CC=CC=C2OC1OS(O)(=O)=O	2185.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxy-1,4-benzoxazin-3-one sulfate,1TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O	2117.3	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,1TMS,isomer #2	C[Si](C)(C)OS(=O)(=O)OC1OC2=CC=CC=C2N=C1O	2126.5	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C	2120.3	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C	2181.9	Standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TMS,isomer #1	C[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C	3443.8	Standard polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O	2372.4	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OS(=O)(=O)OC1OC2=CC=CC=C2N=C1O	2358.2	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2584.2	Semi standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	2703.7	Standard non polar	33892256
2-Hydroxy-1,4-benzoxazin-3-one sulfate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=NC2=CC=CC=C2OC1OS(=O)(=O)O[Si](C)(C)C(C)(C)C	3445.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 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-1,4-benzoxazin-3-one sulfate 10V, Positive-QTOF	splash10-0002-0090000000-57f690f004b66925261d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 20V, Positive-QTOF	splash10-0a4i-0910000000-0437ef265ade672087af	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 40V, Positive-QTOF	splash10-0a4i-8900000000-2f011e8fafd24294a8b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 10V, Negative-QTOF	splash10-0006-0090000000-35bf1b803e89adfbc2e0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 20V, Negative-QTOF	splash10-0006-0090000000-e339862cab208bc84967	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxy-1,4-benzoxazin-3-one sulfate 40V, Negative-QTOF	splash10-03xr-6900000000-3fcbf45fbf68e5751e12	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

FDB093595

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156960860

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-Hydroxy-1,4-benzoxazin-3-one sulfate (HMDB0240439)

MOL for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

3D MOL for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

3D SDF for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

3D-SDF for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

PDB for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

3D PDB for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

SMILES for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

INCHI for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

Structure for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

3D Structure for HMDB0240439 (2-Hydroxy-1,4-benzoxazin-3-one sulfate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra