Showing Compound Acetylsalicylic acid (FDB000894)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:45 UTC

Update date

2019-11-26 02:55:36 UTC

Primary ID

FDB000894

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acetylsalicylic acid

Description

Aspirin, also known as acetylsalicylate or easprin, belongs to the class of organic compounds known as acylsalicylic acids. These are o-acylated derivatives of salicylic acid. Aspirin has been detected, but not quantified in, herbs and spices. This could make aspirin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Aspirin.

CAS Number

50-78-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Search:

Synonym	Source
2-(ACETYLOXY)benzoate	Generator
2-(ACETYLOXY)benzoIC ACID	ChEBI
2-Acetoxybenzenecarboxylate	Generator
2-Acetoxybenzenecarboxylic acid	ChEBI
2-Acetoxybenzoate	Generator
2-Acetoxybenzoic acid	ChEBI
2-Acetyloxybenzoic acid, 9CI	db_source
2-Carboxyphenyl acetate	HMDB
Acenterine	HMDB
Acetard	HMDB

Showing 1 to 10 of 88 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.46 g/L	ALOGPS
logP	1.43	ALOGPS
logP	1.24	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.41	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	44.45 m³·mol⁻¹	ChemAxon
Polarizability	17.1 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C9H8O4

IUPAC name

2-(acetyloxy)benzoic acid

InChI Identifier

InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)

InChI Key

BSYNRYMUTXBXSQ-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)OC1=CC=CC=C1C(O)=O

Average Molecular Weight

180.1574

Monoisotopic Molecular Weight

180.042258744

Classification

Description

Belongs to the class of organic compounds known as acylsalicylic acids. These are o-acylated derivatives of salicylic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylsalicylic acids

Alternative Parents

Substituents

Acylsalicylic acid
Phenol ester
Benzoic acid
Phenoxy compound
Benzoyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

salicylates (CHEBI:15365 )
acetate ester (CHEBI:15365 )
benzoic acids (CHEBI:15365 )

Ontology

Food

Synthetic:

Personal care product

Biological:

Plant

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Element:

Platelet

Subcellular:

Cytoplasm

Biofluid and excreta:

Role

Indirect biological role:

Teratogen

Biological role:

Platelet aggregation inhibitor

Industrial application:

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	1.19	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 3.38 (25°, 1M KCl)	DFC
Experimental Water Solubility	4.6 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Isoelectric point	Not Available
Mass Composition	C 60.00%; H 4.48%; O 35.52%	DFC
Melting Point	Fp 118°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-00dl-6900000000-74f8a29aa18d0c3afe98	2014-09-20	View Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-014l-2960000000-ffcb8d28ab7e460b0da8	Spectrum
GC-MS	Acetylsalicylic acid, 1 TMS, GC-MS Spectrum	splash10-006w-2910000000-910e8ce2493a05870b33	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-00dl-9400000000-64327d3bef0063cf4fe1	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-00di-0900000000-113943b65024522c1712	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-014i-1590000000-7890c99ca2b0e2c4ff19	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-014l-2960000000-ffcb8d28ab7e460b0da8	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-006w-2910000000-910e8ce2493a05870b33	Spectrum
GC-MS	Acetylsalicylic acid, non-derivatized, GC-MS Spectrum	splash10-006w-2900000000-253eb678a85f77d4ba61	Spectrum
Predicted GC-MS	Acetylsalicylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000f-8900000000-760033c820b78b9452ed	Spectrum
Predicted GC-MS	Acetylsalicylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9830000000-b3fcef47ab2b2ba0e7d1	Spectrum
Predicted GC-MS	Acetylsalicylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00kr-6900000000-324f46e8def1652ed4bf	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-cdf64eaf75083da6f355	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-ee75806b6fb8a38fd697	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-00dl-9400000000-64327d3bef0063cf4fe1	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - CI-B (Unknown) , Positive	splash10-00di-0900000000-113943b65024522c1712	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-1900000000-bc50013edb10656e0aa4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-2900000000-8c55c1f8d7cb7f247a5d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000l-9700000000-d475fd0478daf18a419a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9100000000-3daaf3c8697e17e67869	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-ee876bcdd1a5c7c229a0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-cd4e1f8fe0a2bbc869f9	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-4dca49851b5b9fd03d1a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-00kf-9000000000-4611655c6aff89d706eb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-014l-9000000000-4d636e2d7318b857528d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-1256ca04e4244fbc4a64	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-2cae7e19320bfa1a03a0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-42f69c49b256900b7524	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-4860d5cbeeb9c31311ec	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-006t-3900000000-cc185048e2a1bcc52124	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-96fcc874bfbf44a6ce6c	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-1900000000-8ea2ab1846fc78de4262	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fkc-9700000000-53fc1f45243a05bf1c17	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-1900000000-421bc1739eeb6dced80a	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-4900000000-1c7dec3a4993a5b23cd8	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-81a6114ec99ac0f0f393	2017-07-26	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum