Human Metabolome Database: Showing metabocard for Antipyrine (HMDB0015503)

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

Record Information

Version

4.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2018-05-20 20:19:40 UTC

HMDB ID

HMDB0015503

Secondary Accession Numbers

HMDB15503

Metabolite Identification

Common Name

Antipyrine

Description

An analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,2-dihydro-1,5-Dimethyl-2-phenyl-3H-pyrazol-3-one	ChEBI
2,3-Dimethyl-1-phenyl-5-pyrazolone	ChEBI
Fenazona	ChEBI
Phenazone	ChEBI
Analgesine	HMDB
Anodynin	HMDB
Anodynine	HMDB
Antipirin	HMDB
Antipyrin	HMDB
Antipyrinum	HMDB
Azophen	HMDB
Azophenum	HMDB
Fenazone	HMDB
Phenozone	HMDB
Pyramidone	MeSH

Chemical Formula

C₁₁H₁₂N₂O

Average Molecular Weight

188.2258

Monoisotopic Molecular Weight

188.094963016

IUPAC Name

1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one

Traditional Name

antipyrine

CAS Registry Number

60-80-0

SMILES

CN1N(C(=O)C=C1C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3

InChI Key

VEQOALNAAJBPNY-UHFFFAOYSA-N

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Pyrazoles

Direct Parent

Phenylpyrazoles

Alternative Parents

Substituents

Phenylpyrazole
Monocyclic benzene moiety
Pyrazolinone
Benzenoid
Heteroaromatic compound
Vinylogous amide
Lactam
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrazolone (CHEBI:31225 )

Ontology

Disposition

Biological location:

Biofluid and excreta:

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Antipyrine Action Pathway

Role

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	114 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	47.4 g/L	Not Available
LogP	0.38	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
Water Solubility	47.4 g/L	ALOGPS
logP	1.18	ALOGPS
logP	1.22	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Basic)	0.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	56.42 m³·mol⁻¹	ChemAxon
Polarizability	20.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	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 - CI-B (Non-derivatized)	splash10-000i-0900000000-1ac29db9e7ca9b1271ed	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0550-9600000000-0c90aa2dd40a0fac3c48	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9600000000-297680e0a5f2e22c7de5	View in MoNA
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-000i-0900000000-1ac29db9e7ca9b1271ed	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0550-9600000000-0c90aa2dd40a0fac3c48	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-9600000000-297680e0a5f2e22c7de5	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ri-4900000000-83deafb6ee63b89d8830	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-001a-0900000000-94d2c7fe629bedc897b3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-ebc5f64904e52ff3d68e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-602baaec0430c9c48fc7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-a3fafbc8e8baf10dba96	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-ad19708445bbe9cd2bff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-052s-2900000000-efb8c895ae384b102f76	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-4900000000-80fc3f4f0ffbc6d8c8bb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-3a2d3f4534b07f6de875	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-dbaaf801a6650b53331b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-0258999e6a4bf7041dea	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-4b511d8866a35ece5abd	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4s-2900000000-eea7fbb638b6e5146e90	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4i-4900000000-80478740d36be900a6e7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01q1-0900000000-e6dcb2d1a0ca860186fb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-ae7f87ba95e0fc52493e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-1011-1900000000-a520cee151b2f2b6fcd1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-4fe0a2e33ea5e0c5c876	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-01wb-0900000000-1eaec6590298997b716e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-65a45a9258dc65cd80a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-75738b0061f94adaa1e7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-5900000000-11582ec37210a47ee370	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ki6-9100000000-ad117a2a6d3164d893e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1900000000-442cd4768f9e324094e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-2900000000-e823309262321fae485c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fr6-9200000000-10852cc4dc4bc0e299ac	View in MoNA

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Antipyrine Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified		Not Available	Not Available	Taking drug identified by DrugBank entry DB01435	21059682	details
Urine	Expected but not Quantified		Not Available	Not Available	Taking drug identified by DrugBank entry DB01435	21059682	details