Bovine Metabolome Database: Showing metabocard for Aspirin (BMDB0001879)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:48:33 UTC

Update Date

2020-05-11 20:45:02 UTC

BMDB ID

BMDB0001879

Secondary Accession Numbers

BMDB01879

Metabolite Identification

Common Name

Aspirin

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. Based on a literature review a significant number of articles have been published on Aspirin.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(ACETYLOXY)benzoIC ACID	ChEBI
2-Acetoxybenzenecarboxylic acid	ChEBI
2-Acetoxybenzoic acid	ChEBI
Acetylsalicylate	ChEBI
Acetylsalicylsaeure	ChEBI
Acide 2-(acetyloxy)benzoique	ChEBI
Acide acetylsalicylique	ChEBI
Acido acetilsalicilico	ChEBI
Acidum acetylsalicylicum	ChEBI
ASA	ChEBI
Azetylsalizylsaeure	ChEBI
Easprin	ChEBI
O-Acetoxybenzoic acid	ChEBI
O-Acetylsalicylic acid	ChEBI
O-Carboxyphenyl acetate	ChEBI
Salicylic acid acetate	ChEBI
Acetylsalicylic acid	Kegg
Aspalon	Kegg
Durlaza	Kegg
2-(ACETYLOXY)benzoate	Generator
2-Acetoxybenzenecarboxylate	Generator
2-Acetoxybenzoate	Generator
O-Acetoxybenzoate	Generator
O-Acetylsalicylate	Generator
O-Carboxyphenyl acetic acid	Generator
Salicylate acetate	Generator
Salicylic acid acetic acid	Generator
2-Carboxyphenyl acetate	HMDB
Acenterine	HMDB
Acetard	HMDB
Aceticyl	HMDB
Acetol	HMDB
Acetonyl	HMDB
Acetophen	HMDB
Acetosal	HMDB
Acetosalin	HMDB
Acetylin	HMDB
Acetyonyl	HMDB
Acetysal	HMDB, MeSH
Acetysalicylic acid	HMDB
Acylpyrin	HMDB, MeSH
Asatard	HMDB
Aspergum	HMDB
Aspirdrops	HMDB
Benaspir	HMDB
Bialpirinia	HMDB
Bufferin	HMDB
Caprin	HMDB
Cardioaspirina	HMDB
Ecolen	HMDB
Ecotrin	HMDB, MeSH
Empirin	HMDB
Endosprin	HMDB, MeSH
Endydol	HMDB
O-(Acetyloxy)benzoate	HMDB
O-(Acetyloxy)benzoic acid	HMDB
Persistin	HMDB
Pharmacin	HMDB
Polopiryna	HMDB, MeSH
Premaspin	HMDB
Rheumintabletten	HMDB
Rhodine	HMDB
Salcetogen	HMDB
Saletin	HMDB
Salospir	HMDB
Solprin	HMDB, MeSH
Solprin acid	HMDB
Solpyron	HMDB
Tasprin	HMDB
Temperal	HMDB
Toldex	HMDB
Triaminicin	HMDB
Magnecyl	MeSH, HMDB
Polopirin	MeSH, HMDB
Solupsan	MeSH, HMDB
Zorprin	MeSH, HMDB
Dispril	MeSH, HMDB
Aloxiprimum	MeSH, HMDB
Colfarit	MeSH, HMDB
Micristin	MeSH, HMDB
Acid, acetylsalicylic	MeSH, HMDB

Chemical Formula

C₉H₈O₄

Average Molecular Weight

180.1574

Monoisotopic Molecular Weight

180.042258744

IUPAC Name

2-(acetyloxy)benzoic acid

Traditional Name

aspirin

CAS Registry Number

50-78-2

SMILES

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

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

Chemical Taxonomy

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

Status

Expected but not Quantified

Origin

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	135 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	1.19	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
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	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-014l-2960000000-ffcb8d28ab7e460b0da8	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-006w-2910000000-910e8ce2493a05870b33	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00dl-9400000000-64327d3bef0063cf4fe1	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-00di-0900000000-113943b65024522c1712	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-1590000000-7890c99ca2b0e2c4ff19	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-014l-2960000000-ffcb8d28ab7e460b0da8	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-006w-2910000000-910e8ce2493a05870b33	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-006w-2900000000-253eb678a85f77d4ba61	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-8900000000-760033c820b78b9452ed	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9830000000-b3fcef47ab2b2ba0e7d1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-00kr-6900000000-324f46e8def1652ed4bf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-cdf64eaf75083da6f355	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-ee75806b6fb8a38fd697	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-00dl-9400000000-64327d3bef0063cf4fe1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - CI-B (Unknown) , Positive	splash10-00di-0900000000-113943b65024522c1712	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-1900000000-bc50013edb10656e0aa4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000i-2900000000-8c55c1f8d7cb7f247a5d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-000l-9700000000-d475fd0478daf18a419a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9100000000-3daaf3c8697e17e67869	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-ee876bcdd1a5c7c229a0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-cd4e1f8fe0a2bbc869f9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0006-9000000000-4dca49851b5b9fd03d1a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-00kf-9000000000-4611655c6aff89d706eb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-014l-9000000000-4d636e2d7318b857528d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-1256ca04e4244fbc4a64	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-2cae7e19320bfa1a03a0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-42f69c49b256900b7524	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-01ot-0900000000-4860d5cbeeb9c31311ec	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-006t-3900000000-cc185048e2a1bcc52124	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-96fcc874bfbf44a6ce6c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-1900000000-8ea2ab1846fc78de4262	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fkc-9700000000-53fc1f45243a05bf1c17	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-1900000000-421bc1739eeb6dced80a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-4900000000-1c7dec3a4993a5b23cd8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-81a6114ec99ac0f0f393	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-00dl-6900000000-74f8a29aa18d0c3afe98	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer