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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:49:09 UTC

Update Date

2021-09-26 22:54:26 UTC

HMDB ID

HMDB0245766

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-((Aminooxy)methyl)phenol

Description

3-((Aminooxy)methyl)phenol, also known as NSD 1024 hydrochloride, belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position. Based on a literature review very few articles have been published on 3-((Aminooxy)methyl)phenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-((aminooxy)methyl)phenol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-((Aminooxy)methyl)phenol 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
NSD 1024 Hydrochloride	HMDB

Chemical Formula

C₇H₉NO₂

Average Molecular Weight

139.154

Monoisotopic Molecular Weight

139.063328534

IUPAC Name

3-[(aminooxy)methyl]phenol

Traditional Name

3-[(aminooxy)methyl]phenol

CAS Registry Number

Not Available

SMILES

NOCC1=CC(O)=CC=C1

InChI Identifier

InChI=1S/C7H9NO2/c8-10-5-6-2-1-3-7(9)4-6/h1-4,9H,5,8H2

InChI Key

YYNLEFBYJNNGQA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-4-unsubstituted benzenoids. These are phenols that are unsubstituted at the 4-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-4-unsubstituted benzenoids

Direct Parent

1-hydroxy-4-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.73	ALOGPS
logP	1.06	ChemAxon
logS	-0.55	ALOGPS
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	38.92 m³·mol⁻¹	ChemAxon
Polarizability	14.33 Å³	ChemAxon
Number of Rings	1	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]+	127.712	30932474
DeepCCS	[M-H]-	124.196	30932474
DeepCCS	[M-2H]-	161.65	30932474
DeepCCS	[M+Na]+	136.699	30932474
AllCCS	[M+H]+	130.1	32859911
AllCCS	[M+H-H2O]+	125.4	32859911
AllCCS	[M+NH4]+	134.4	32859911
AllCCS	[M+Na]+	135.6	32859911
AllCCS	[M-H]-	127.2	32859911
AllCCS	[M+Na-2H]-	128.9	32859911
AllCCS	[M+HCOO]-	130.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.7799 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	946.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	325.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	95.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	79.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	320.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	315.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	391.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	707.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	222.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	883.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	208.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	529.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	348.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	199.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-((Aminooxy)methyl)phenol	NOCC1=CC(O)=CC=C1	2555.2	Standard polar	33892256
3-((Aminooxy)methyl)phenol	NOCC1=CC(O)=CC=C1	1444.1	Standard non polar	33892256
3-((Aminooxy)methyl)phenol	NOCC1=CC(O)=CC=C1	1443.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-((Aminooxy)methyl)phenol,2TMS,isomer #1	C[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C)=C1	1578.0	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TMS,isomer #1	C[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C)=C1	1608.1	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TMS,isomer #1	C[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C)=C1	1745.9	Standard polar	33892256
3-((Aminooxy)methyl)phenol,2TMS,isomer #2	C[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C	1804.5	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TMS,isomer #2	C[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C	1781.2	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TMS,isomer #2	C[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C	1950.1	Standard polar	33892256
3-((Aminooxy)methyl)phenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C)[Si](C)(C)C)=C1	1810.8	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C)[Si](C)(C)C)=C1	1741.5	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C)[Si](C)(C)C)=C1	1732.3	Standard polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	2043.6	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	2017.9	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NOCC1=CC=CC(O[Si](C)(C)C(C)(C)C)=C1	2031.5	Standard polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	2208.9	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	2176.7	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(OCC1=CC=CC(O)=C1)[Si](C)(C)C(C)(C)C	2083.1	Standard polar	33892256
3-((Aminooxy)methyl)phenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2477.6	Semi standard non polar	33892256
3-((Aminooxy)methyl)phenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2320.9	Standard non polar	33892256
3-((Aminooxy)methyl)phenol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC(CON([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2094.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-65b57d3ffd8690683369	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-((Aminooxy)methyl)phenol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 3-((Aminooxy)methyl)phenol 10V, Positive-QTOF	splash10-0a4i-1900000000-8d6055f747c26dd294b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((Aminooxy)methyl)phenol 20V, Positive-QTOF	splash10-0a4l-9700000000-5b40ab2e782d7d3d5f16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((Aminooxy)methyl)phenol 40V, Positive-QTOF	splash10-0006-9200000000-5e86a5eaa1c0350ebb01	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((Aminooxy)methyl)phenol 10V, Negative-QTOF	splash10-000l-4900000000-f64eaa11457cd6c0b4fe	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((Aminooxy)methyl)phenol 20V, Negative-QTOF	splash10-0abc-4900000000-82cc5674272d7869771d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-((Aminooxy)methyl)phenol 40V, Negative-QTOF	splash10-0006-9100000000-e38d54dc4a23b6674cd1	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	¹H NMR Spectrum (1D, 200 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	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	¹H NMR Spectrum (1D, 400 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, 500 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, 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	¹H NMR Spectrum (1D, 700 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, 800 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	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

164182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188951

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 3-((Aminooxy)methyl)phenol (HMDB0245766)

MOL for HMDB0245766 (3-((Aminooxy)methyl)phenol)

3D MOL for HMDB0245766 (3-((Aminooxy)methyl)phenol)

3D SDF for HMDB0245766 (3-((Aminooxy)methyl)phenol)

3D-SDF for HMDB0245766 (3-((Aminooxy)methyl)phenol)

PDB for HMDB0245766 (3-((Aminooxy)methyl)phenol)

3D PDB for HMDB0245766 (3-((Aminooxy)methyl)phenol)

SMILES for HMDB0245766 (3-((Aminooxy)methyl)phenol)

INCHI for HMDB0245766 (3-((Aminooxy)methyl)phenol)

Structure for HMDB0245766 (3-((Aminooxy)methyl)phenol)

3D Structure for HMDB0245766 (3-((Aminooxy)methyl)phenol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra