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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:28:11 UTC

Update Date

2021-09-26 22:59:36 UTC

HMDB ID

HMDB0249006

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzo[d]isoxazol-3-ol

Description

Benzo[d]isoxazol-3-ol belongs to the class of organic compounds known as benzisoxazolones. These are aromatic compounds containing a benzene ring fused to an isoxazolone moiety. Based on a literature review a significant number of articles have been published on Benzo[d]isoxazol-3-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzo[d]isoxazol-3-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzo[d]isoxazol-3-ol 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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-1,2-benzisoxazole	HMDB

Chemical Formula

C₇H₅NO₂

Average Molecular Weight

135.122

Monoisotopic Molecular Weight

135.032028405

IUPAC Name

2,3-dihydro-1,2-benzoxazol-3-one

Traditional Name

2H-1,2-benzoxazol-3-one

CAS Registry Number

Not Available

SMILES

O=C1NOC2=CC=CC=C12

InChI Identifier

InChI=1S/C7H5NO2/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9)

InChI Key

QLDQYRDCPNBPII-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzisoxazolones. These are aromatic compounds containing a benzene ring fused to an isoxazolone moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzisoxazoles

Sub Class

Benzisoxazolones

Direct Parent

Benzisoxazolones

Alternative Parents

Substituents

Benzisoxazolone
Benzenoid
Azole
Isoxazole
Heteroaromatic compound
Lactam
Azacycle
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
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: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	0.79	ALOGPS
logP	0.88	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.23	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.33 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	35.1 m³·mol⁻¹	ChemAxon
Polarizability	12.47 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	158.199	30932474
DeepCCS	[M+Na]+	133.169	30932474
AllCCS	[M+H]+	126.3	32859911
AllCCS	[M+H-H2O]+	121.4	32859911
AllCCS	[M+NH4]+	130.9	32859911
AllCCS	[M+Na]+	132.2	32859911
AllCCS	[M-H]-	122.2	32859911
AllCCS	[M+Na-2H]-	123.2	32859911
AllCCS	[M+HCOO]-	124.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzo[d]isoxazol-3-ol	O=C1NOC2=CC=CC=C12	2356.9	Standard polar	33892256
Benzo[d]isoxazol-3-ol	O=C1NOC2=CC=CC=C12	1286.4	Standard non polar	33892256
Benzo[d]isoxazol-3-ol	O=C1NOC2=CC=CC=C12	1436.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzo[d]isoxazol-3-ol,1TMS,isomer #1	C[Si](C)(C)N1OC2=CC=CC=C2C1=O	1561.3	Semi standard non polar	33892256
Benzo[d]isoxazol-3-ol,1TMS,isomer #1	C[Si](C)(C)N1OC2=CC=CC=C2C1=O	1591.8	Standard non polar	33892256
Benzo[d]isoxazol-3-ol,1TMS,isomer #1	C[Si](C)(C)N1OC2=CC=CC=C2C1=O	1856.4	Standard polar	33892256
Benzo[d]isoxazol-3-ol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1OC2=CC=CC=C2C1=O	1825.5	Semi standard non polar	33892256
Benzo[d]isoxazol-3-ol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1OC2=CC=CC=C2C1=O	1793.8	Standard non polar	33892256
Benzo[d]isoxazol-3-ol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1OC2=CC=CC=C2C1=O	1986.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[d]isoxazol-3-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-1900000000-8f74e94e28541782f9b6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzo[d]isoxazol-3-ol 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 - Benzo[d]isoxazol-3-ol 10V, Negative-QTOF	splash10-001i-0900000000-dfaff11718b97e70ed95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[d]isoxazol-3-ol 20V, Negative-QTOF	splash10-001i-0900000000-dfaff11718b97e70ed95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[d]isoxazol-3-ol 40V, Negative-QTOF	splash10-001i-0900000000-dfaff11718b97e70ed95	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[d]isoxazol-3-ol 10V, Positive-QTOF	splash10-000i-0900000000-e2e7d043b3ca335bfaf0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[d]isoxazol-3-ol 20V, Positive-QTOF	splash10-0a4r-0900000000-bfacbdb34fe19acc844a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzo[d]isoxazol-3-ol 40V, Positive-QTOF	splash10-114i-9400000000-de0071cb1d6a47534406	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	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

182761

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

210830

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 Benzo[d]isoxazol-3-ol (HMDB0249006)

MOL for HMDB0249006 (Benzo[d]isoxazol-3-ol)

3D MOL for HMDB0249006 (Benzo[d]isoxazol-3-ol)

3D SDF for HMDB0249006 (Benzo[d]isoxazol-3-ol)

3D-SDF for HMDB0249006 (Benzo[d]isoxazol-3-ol)

PDB for HMDB0249006 (Benzo[d]isoxazol-3-ol)

3D PDB for HMDB0249006 (Benzo[d]isoxazol-3-ol)

SMILES for HMDB0249006 (Benzo[d]isoxazol-3-ol)

INCHI for HMDB0249006 (Benzo[d]isoxazol-3-ol)

Structure for HMDB0249006 (Benzo[d]isoxazol-3-ol)

3D Structure for HMDB0249006 (Benzo[d]isoxazol-3-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra