Terephthalic acid (CED0003925)

Record Information

Version

1.0

Creation Date

2016-05-19 02:54:52 UTC

Update Date

2026-08-24 23:25:24 UTC

Accession Number

CHEM008910

Identification

Common Name

Terephthalic acid

Class

Small Molecule

Description

Terephthalic acid (C8H6O4) is an organic compound with an average molecular weight of 166.13 g/mol. Terephthalic acid belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. Industrially, the compound serves as a plasticizer. The substance is associated with ten recorded sources, including food contact materials and drinking water and water supply. It is also found in electrical and electronic equipment, specifically antennas and amplifiers, as well as building and construction materials such as floors, ceilings, fencing, ladders, stairs and ramps, and one additional source. Exposure to the compound occurs through oral, inhalation, and touch routes. Regarding its relationship with plastics, terephthalic acid is used in polyamide and is released in polyethylene terephthalate and polyvinyl chloride. Its presence in polypropylene remains inconclusive.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-Benzenedicarboxylic acid	ChEBI
p-Benzenedicarboxylic acid	ChEBI
Para-benzenedicarboxylic acid	ChEBI
TPA	ChEBI
1,4-Benzenedicarboxylate	Generator
p-Benzenedicarboxylate	Generator
Para-benzenedicarboxylate	Generator
Terephthalate	Generator
Benzene-P-dicarboxylate	HMDB
Benzene-P-dicarboxylic acid	HMDB
Kyselina terftalova	HMDB
P-Dicarboxybenzene	HMDB
P-Phthalate	HMDB
P-Phthalic acid	HMDB
P-Phthelate	HMDB
P-Phthelic acid	HMDB
Disodium terephthalate	MeSH, HMDB
Terephthalic acid	KEGG

Chemical Formula

C₈H₆O₄

Average Molecular Mass

166.131 g/mol

Monoisotopic Mass

166.027 g/mol

CAS Registry Number

100-21-0

IUPAC Name

benzene-1,4-dicarboxylic acid

Traditional Name

terephthalic acid

SMILES

OC(=O)C1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12)

InChI Key

KKEYFWRCBNTPAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-phthalic acid and derivatives. P-phthalic acid and derivatives are compounds containing a benzene ring bearing a carboxylic acid group at ring carbon atoms 1 and 4.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-phthalic acid and derivatives

Alternative Parents

Substituents

Para_phthalic_acid
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzenedicarboxylic acid (CHEBI:15702 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	2.29 g/L	ALOGPS
logP	1.01	ALOGPS
logP	1.29	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.57 m³·mol⁻¹	ChemAxon
Polarizability	15.2 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-0udj-1960000000-c2ce285b39dcfaade068	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-014j-9500000000-6b6ec61e945c382eed89	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-014j-6900000000-1a7e017001fe0602a248	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-014j-4900000000-95e39c2780c93f2f98fd	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0udj-1960000000-c2ce285b39dcfaade068	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0udj-1960000000-27e0381620f64e37fcad	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-014j-1900000000-a84aff968bc81936616c	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00di-8290000000-755c4a3b1fe10891e0bc	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-95fdf5f4fdee61197dc8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00b9-9800000000-2b52539a11193ccec082	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00b9-8900000000-197587f1e6a9e594c5b3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014j-9500000000-aafffbb19047f4caf673	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-b445c3bf5a9a7a5579fc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-63c35cbaa3dcd73735c8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-4900000000-2e7d3b96b81c41872945	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9300000000-2d9c49fdd3573a453a1b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-9000000000-999fd340fed30a63e4dd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0900000000-b445c3bf5a9a7a5579fc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-63c35cbaa3dcd73735c8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-4900000000-2e7d3b96b81c41872945	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9300000000-df1f4a76d59c66d5070d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00fr-9000000000-999fd340fed30a63e4dd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-b7eddea80c1efd3740d5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-4900000000-395fdb86c134d67a782b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-8eabec3ef384835097ef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-a28fdef9c1c00d45c3ff	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-17c7a2e06ddf58f100a3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-b4922f6308065fd1b3a8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014j-0900000000-384b938e005844d386b8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0900000000-736a9cc29426a85f2dbc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4j-4900000000-be05d9e5afe70d40b269	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-eaf8e1fadaf0331df52f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-2900000000-69d77e7980f3f93873c2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-9700000000-23275ad46308b76fb7c9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-0900000000-241ba3e5146fc0921af7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-9700000000-861e35e1415e854c89f1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9000000000-19bece22e212560f459e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0100-2900000000-ef729a77d02e875e80d6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05mk-0900000000-1db9104003a0390bc207	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-2900000000-8d7f379a7db150c84250	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2860.0	Log mg/kg	[1600:5100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
495	Ceilings	Building & Construction	Not Available
496	Fencing	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available
498	Ladders	Building & Construction	Not Available
500	Stairs And Ramps	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	2.88042
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	4.43741
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	1.63483
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	2.56902
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	1.08989
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	3.73676
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	2.10193
Click to view 3D structure	Carbonic anhydrase	Q2PCB5	Dicentrarchus labrax	Predicted (SEA)	0.0778492
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	3.97031
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	5.60514
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	4.43741
Click to view 3D structure	UDP-3-O-acyl-N-acetylglucosamine deacetylase	O67648	Aquifex aeolicus (strain VF5)	Predicted (SEA)	3.19182
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Organic anion transporter 3	O88909	Mus musculus	Predicted (SEA)	0.934191
Click to view 3D structure	D-amino-acid oxidase	P14920	Humans	Predicted (SEA)	1.16774
Click to view 3D structure	Nicotinate phosphoribosyltransferase	Q6XQN6	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	9.03051
Click to view 3D structure	Protein Tat	P04608	Human immunodeficiency virus type 1 group M subtype B (isolate HXB2)(HIV-1)	Predicted (SEA)	2.49118
Click to view 3D structure	Beta-lactamase	Q44079	Aeromonas hydrophila	Predicted (SEA)	0.389246
Click to view 3D structure	Retinoic acid receptor beta	P10826	Humans	Predicted (SEA)	5.29375
Click to view 3D structure	Cellular retinoic acid-binding protein 2	P29373	Humans	Predicted (SEA)	2.41333
Click to view 3D structure	D-aspartate oxidase	Q922Z0	Mus musculus	Predicted (SEA)	0.155698
Click to view 3D structure	D-aspartate oxidase	D3ZDM7	Rattus norvegicus	Predicted (SEA)	0.155698
Click to view 3D structure	Retinoic acid receptor RXR-alpha	P19793	Humans	Predicted (SEA)	12.923