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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2023-02-21 17:18:34 UTC

HMDB ID

HMDB0015687

Secondary Accession Numbers

HMDB15687

Metabolite Identification

Common Name

Salicylamide

Description

Salicylamide is the common name for the substance o-hydroxybenzamide, or amide of salicyl. Salicylamide is a non-prescription drug with analgesic and antipyretic properties. Its medicinal uses are similar to those of aspirin. Salicylamide is used in combination with both aspirin and caffeine in the over-the-counter pain remedies

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Carbamoylphenol	ChEBI
2-Carboxamidophenol	ChEBI
2-Hydroxybenzamide	ChEBI
O-Hydroxybenzamide	ChEBI
OHB	ChEBI
Salicilamida	ChEBI
Salicylamidum	ChEBI
Salicylic acid amide	ChEBI
Salicylate amide	Generator
Salicylamide sulfate	HMDB
Salicylamide, 3H-labeled	HMDB
Salicylamide, monosodium salt	HMDB
Salicylamide, calcium (2:1) salt	HMDB
Salicylamide sodium	HMDB

Chemical Formula

C₇H₇NO₂

Average Molecular Weight

137.136

Monoisotopic Molecular Weight

137.047678473

IUPAC Name

2-hydroxybenzamide

Traditional Name

salicylamide

CAS Registry Number

65-45-2

SMILES

NC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C7H7NO2/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10)

InChI Key

SKZKKFZAGNVIMN-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
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:32114 )
salicylamides (CHEBI:32114 )
a small molecule (SALICYLAMIDE )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	140 °C	Not Available
Boiling Point	181.50 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	2060 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	1.280	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	121.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000807
[M+H]+	Not Available	124.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000807

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.82 g/L	ALOGPS
logP	0.74	ALOGPS
logP	1.17	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.12 m³·mol⁻¹	ChemAxon
Polarizability	13.22 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
DarkChem	[M+H]+	128.056	31661259
DarkChem	[M-H]-	122.453	31661259
DeepCCS	[M+H]+	129.435	30932474
DeepCCS	[M-H]-	127.046	30932474
DeepCCS	[M-2H]-	162.997	30932474
DeepCCS	[M+Na]+	137.931	30932474
AllCCS	[M+H]+	129.0	32859911
AllCCS	[M+H-H2O]+	124.3	32859911
AllCCS	[M+NH4]+	133.4	32859911
AllCCS	[M+Na]+	134.6	32859911
AllCCS	[M-H]-	123.5	32859911
AllCCS	[M+Na-2H]-	125.1	32859911
AllCCS	[M+HCOO]-	126.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Salicylamide	NC(=O)C1=CC=CC=C1O	2336.9	Standard polar	33892256
Salicylamide	NC(=O)C1=CC=CC=C1O	1464.1	Standard non polar	33892256
Salicylamide	NC(=O)C1=CC=CC=C1O	1428.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Salicylamide,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1C(N)=O	1551.9	Semi standard non polar	33892256
Salicylamide,1TMS,isomer #2	C[Si](C)(C)NC(=O)C1=CC=CC=C1O	1517.3	Semi standard non polar	33892256
Salicylamide,2TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C	1656.6	Semi standard non polar	33892256
Salicylamide,2TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C	1672.6	Standard non polar	33892256
Salicylamide,2TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C	1739.3	Standard polar	33892256
Salicylamide,2TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C	1557.0	Semi standard non polar	33892256
Salicylamide,2TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C	1666.0	Standard non polar	33892256
Salicylamide,2TMS,isomer #2	C[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C	1885.1	Standard polar	33892256
Salicylamide,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1680.6	Semi standard non polar	33892256
Salicylamide,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1706.8	Standard non polar	33892256
Salicylamide,3TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C)[Si](C)(C)C	1730.0	Standard polar	33892256
Salicylamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(N)=O	1791.6	Semi standard non polar	33892256
Salicylamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CC=C1O	1765.2	Semi standard non polar	33892256
Salicylamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2104.4	Semi standard non polar	33892256
Salicylamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2093.2	Standard non polar	33892256
Salicylamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2052.7	Standard polar	33892256
Salicylamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	2044.0	Semi standard non polar	33892256
Salicylamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	2050.3	Standard non polar	33892256
Salicylamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CC=C1O)[Si](C)(C)C(C)(C)C	2077.8	Standard polar	33892256
Salicylamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2341.8	Semi standard non polar	33892256
Salicylamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2328.1	Standard non polar	33892256
Salicylamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2120.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Salicylamide EI-B (Non-derivatized)	splash10-00du-4900000000-f5a22e5a4fb556796bd9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Salicylamide EI-B (Non-derivatized)	splash10-00du-8900000000-701c75263149bd35390b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Salicylamide EI-B (Non-derivatized)	splash10-00du-4900000000-f5a22e5a4fb556796bd9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Salicylamide EI-B (Non-derivatized)	splash10-00du-8900000000-701c75263149bd35390b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dr-5900000000-34487b27347166b47c91	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylamide GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-7910000000-4ceac10899bc2bd84993	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylamide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide , negative-QTOF	splash10-000i-1900000000-132217380eb9a2784eb0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 20V, Positive-QTOF	splash10-00di-5900000000-3514f0541f3795f71dbf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 0V, Positive-QTOF	splash10-0079-0900000000-1332c56ba9ac3ef8d855	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 30V, Positive-QTOF	splash10-014i-9100000000-e954a1393b3fa6e55e25	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-00di-0900000000-7f2d4c95dfd91bbee7f2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 40V, Positive-QTOF	splash10-014i-9000000000-0badfa3dbe56d85736f7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 30V, Negative-QTOF	splash10-00ku-2900000000-7255c4dc6adcdac743f0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 0V, Positive-QTOF	splash10-0079-0900000000-9644e91722b6cf633110	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 15V, Negative-QTOF	splash10-00ku-2900000000-c7ad1b72adf39d15c9c5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-00di-6900000000-7f24ecf80bd35bb96d6a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-00dr-0900000000-bc7caaa9243e4e46391b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 30V, Negative-QTOF	splash10-0006-9000000000-1388f0ca51c4e75f6b42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 30V, Positive-QTOF	splash10-014i-9100000000-df32b49e057b6a5edd97	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-00di-0900000000-9651135645968dce9b22	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 40V, Positive-QTOF	splash10-014i-9000000000-07578727695a08ce800b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-0002-9200000000-f09400063d3927823895	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 40V, Negative-QTOF	splash10-0006-9000000000-8040399ca8ae40e84474	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-00di-0900000000-ef2ddbc13330f45e4bad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Salicylamide 20V, Positive-QTOF	splash10-00di-6900000000-9f69f405679b9796ae17	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 10V, Positive-QTOF	splash10-000i-0900000000-c655cd261a8c661e33aa	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 20V, Positive-QTOF	splash10-00di-2900000000-ea12fb3cd63cf537aaa4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 40V, Positive-QTOF	splash10-0ukc-9200000000-96adc1ac568629779c05	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 10V, Negative-QTOF	splash10-000i-1900000000-60bb0d72d85918c14248	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 20V, Negative-QTOF	splash10-000l-6900000000-166f967b97ba1ec9aa9f	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salicylamide 40V, Negative-QTOF	splash10-0006-9000000000-7c31d3d2a8e030eb4234	2016-08-04	Wishart Lab	View Spectrum

NMR Spectra

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

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08797	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08797	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08797

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Salicylamide

METLIN ID

Not Available

PubChem Compound

5147

PDB ID

Not Available

ChEBI ID

32114

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1281501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Not Available

Showing metabocard for Salicylamide (HMDB0015687)

MOL for HMDB0015687 (Salicylamide)

3D MOL for HMDB0015687 (Salicylamide)

3D SDF for HMDB0015687 (Salicylamide)

3D-SDF for HMDB0015687 (Salicylamide)

PDB for HMDB0015687 (Salicylamide)

3D PDB for HMDB0015687 (Salicylamide)

SMILES for HMDB0015687 (Salicylamide)

INCHI for HMDB0015687 (Salicylamide)

Structure for HMDB0015687 (Salicylamide)

3D Structure for HMDB0015687 (Salicylamide)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra