ContaminantDB: Acemetacin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:36:39 UTC

Update Date

2016-11-09 01:15:25 UTC

Accession Number

CHEM016544

Identification

Common Name

Acemetacin

Class

Small Molecule

Description

A carboxylic ester that is the carboxymethyl ester of indometacin. A non-steroidal anti-inflammatory drug, it is used in the treatment of rheumatoid arthritis, osteoarthritis, and low back pain, as well as for postoperative pain and inflammation. Its activity is due to both acemetacin and its major metabolite, indometacin.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acemetacina	ChEBI
Acemetacine	ChEBI
Acemetacinum	ChEBI
Acemix	ChEBI
Emflex	ChEBI
Indometacin carboxymethyl ester	ChEBI
Indometacin glycolic ester	ChEBI
Indomethacin carboxymethyl ester	ChEBI
Indomethacin glycolic ester	ChEBI
K 708	ChEBI
K-708	ChEBI
Rantudil	ChEBI
Solart	ChEBI
TV-1322	ChEBI
TVX 3322	ChEBI
Acemetacin intermuti	HMDB
Azeat	HMDB
Heumann brand OF acemetacin	HMDB
Intermuti brand OF acemetacin	HMDB
Docpharm brand OF acemetacin	HMDB
Europharma brand OF acemetacin	HMDB
Acemetadoc	HMDB
Acemetacin stada	HMDB
Azupharma brand OF acemetacin	HMDB
Acemetacin monohydrate	HMDB
Acemetacin heumann	HMDB
Oldan	HMDB
Stada brand OF acemetacin	HMDB
Acephlogont	HMDB
Rantodil	HMDB
Tropon brand OF acemetacin	HMDB
Bayer brand OF acemetacin	HMDB
Merck brand OF acemetacin	HMDB
Acemetacin von CT	HMDB
Mibe brand OF acemetacin	HMDB
Espledol	HMDB
Fher brand OF acemetacin	HMDB
Acemetacin sodium	HMDB
CT-Arzneimittel brand OF acemetacin	HMDB

Chemical Formula

C₂₁H₁₈ClNO₆

Average Molecular Mass

415.830 g/mol

Monoisotopic Mass

415.082 g/mol

CAS Registry Number

53164-05-9

IUPAC Name

2-({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)acetic acid

Traditional Name

acemetacin

SMILES

COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(=O)OCC(O)=O

InChI Identifier

InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)

InChI Key

FSQKKOOTNAMONP-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzoylindoles. These are organic compounds containing an indole attached to a benzoyl moiety through the acyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Benzoylindoles

Direct Parent

Benzoylindoles

Alternative Parents

Substituents

Benzoylindole
Indole-3-acetic acid derivative
Indolecarboxylic acid derivative
4-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
3-alkylindole
Benzoic acid or derivatives
Indole
Anisole
Benzoyl
Alkyl aryl ether
Chlorobenzene
Halobenzene
Benzenoid
Aryl chloride
Substituted pyrrole
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Heteroaromatic compound
Pyrrole
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:31162 )
carboxylic ester (CHEBI:31162 )
monochlorobenzenes (CHEBI:31162 )
N-acylindole (CHEBI:31162 )
indol-3-yl carboxylic acid (CHEBI:31162 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0023 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.15	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	3.26	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.66 m³·mol⁻¹	ChemAxon
Polarizability	41.23 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-7935000000-5245aff5072776d67f55	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0690-1960000000-8c5ca483f0016c2028f6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03dj-2960000000-d0ec945e4feb335c1288	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9000000000-a88b981f972b7490041c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9000000000-5022ac71b0218e05c255	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9010000000-7313a9e1ea4e6eadd36a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9010000000-06c9e0b7be55ee33883e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9010000000-c018c587e277a577b1dc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-004i-9110000000-579c64350d45101c2939	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0210900000-e952722b47bc6f5bce93	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-c5202d3fb48f6df18dce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-b5f7e4a388e86e743206	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-47ab4028894c896b53b3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-50c13e48179e8e0a0fb2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0911000000-28e04265af736ccc17a9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-85d2686103fd853155ba	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-5add7b0f737e82efdd15	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-095e5b098c5f7dd6bc5a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-8939159ece125ac8a14b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-002r-1900000000-f0f214f31c71a92a8b3d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1008900000-0ac8e397c3f26f32e315	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-1009100000-08529d47d8b57f49fb3c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-5359000000-ccdb45a0d2640027265e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03dr-1008900000-fccee5c6d1d6cc42edf2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ri-2109200000-d77a9c9a63607a240ff7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-072i-5229000000-f6a112ce34e75d8d3dbf	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB13783

HMDB ID

HMDB0247898

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Acemetacin

Chemspider ID

1904

ChEBI ID

31162

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. 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.

Acemetacin (CHEM016544)

Structure for CHEM016544: Acemetacin