Terephthalic acid

Details

• Internal ID: 092995c1-a554-4cfe-97c7-e4ab84207d86
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Phthalic acid and derivatives > P-phthalic acid and derivatives
• IUPAC Name: terephthalic acid
• SMILES (Canonical): C1=CC(=CC=C1C(=O)O)C(=O)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)O)C(=O)O
• InChI: 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
• Popularity: 6,629 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₆O₄
• Molecular Weight: 166.13 g/mol
• Exact Mass: 166.02660867 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 100-21-0
• p-Phthalic acid
• 1,4-Benzenedicarboxylic acid
• benzene-1,4-dicarboxylic acid
• p-Dicarboxybenzene
• p-Benzenedicarboxylic acid
• p-Carboxybenzoic acid
• Acide terephtalique
• Tephthol
• para-Phthalic acid
• 1,4-dicarboxybenzene
• Kyselina tereftalova
• 4-Carboxybenzoic Acid
• TA-33MP
• WR 16262
• NSC 36973
• HSDB 834
• TA 12
• CCRIS 2786
• p-Phthalate
• UNII-6S7NKZ40BQ
• EINECS 202-830-0
• Kyselina terftalova
• 6S7NKZ40BQ
• BRN 1909333
• DTXSID6026080
• CHEBI:15702
• AI3-16108
• NSC-36973
• Benzene-p-dicarboxylic acid
• TEREPHTHALIC-CARBOXY-13C2 ACID
• para-benzenedicarboxylic acid
• DTXCID006080
• EC 202-830-0
• 4-09-00-03301 (Beilstein Handbook Reference)
• Acide terephtalique [French]
• Kyselina tereftalova [Czech]
• CAS-100-21-0
• terephtalic acid
• P-Phthelate
• P-Phthelic acid
• UB7
• MFCD00002558
• p-Benzenedicarboxylate
• terephthalsäure
• Benzene-p-dicarboxylate
• p-Dicarboxybenzoic acid
• P-PTHALIC ACID
• benzene-1,4-dioic acid
• WLN: QVR DVQ
• Terephthalic acid, 97%
• Terephthalic acid, 98%
• Purified terephthalic acid
• SCHEMBL1655
• Benzene, p-dicarboxylic acid
• BIDD:ER0245
• 1,4-benzene dicarboxylic acid
• TEREPHTHALIC ACID [MI]
• CHEMBL1374420
• TEREPHTHALIC ACID [HSDB]
• Benzene, 1,4-Dicarboxylic acid
• 'benzene-1,4-dicarboxylic acid'
• BCP06429
• NSC36973
• STR02759
• Tox21_201659
• Tox21_303229
• s6251
• Terephthalic acid, analytical standard
• AKOS000119464
• CS-W010814
• HY-W010098
• NCGC00091618-01
• NCGC00091618-02
• NCGC00091618-03
• NCGC00257014-01
• NCGC00259208-01
• AC-10250
• BP-21157
• FT-0674866
• FT-0773240
• T0166
• EN300-18042
• C06337
• Terephthalic acid, SAJ special grade, >=98.0%
• A852800
• AE-562/40217759
• Q408984
• Terephthalic acid, Vetec(TM) reagent grade, 98%
• Z57127536

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9092	90.92%
Caco-2	+	0.8226	82.26%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8711	87.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9802	98.02%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9335	93.35%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.9971	99.71%
CYP3A4 substrate	-	0.8956	89.56%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.9792	97.92%
CYP2C9 inhibition	-	0.9846	98.46%
CYP2C19 inhibition	-	0.9888	98.88%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9698	96.98%
CYP2C8 inhibition	-	0.9395	93.95%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5408	54.08%
Carcinogenicity (trinary)	Non-required	0.7467	74.67%
Eye corrosion	+	0.5000	50.00%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8254	82.54%
Skin corrosion	-	0.7189	71.89%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9579	95.79%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.5704	57.04%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.8667	86.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5886	58.86%
Acute Oral Toxicity (c)	IV	0.6316	63.16%
Estrogen receptor binding	-	0.8770	87.70%
Androgen receptor binding	-	0.7781	77.81%
Thyroid receptor binding	-	0.7871	78.71%
Glucocorticoid receptor binding	-	0.9192	91.92%
Aromatase binding	-	0.8413	84.13%
PPAR gamma	-	0.8565	85.65%
Honey bee toxicity	-	0.9907	99.07%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	+	0.9415	94.15%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	92.03%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.86%	81.11%
CHEMBL4208	P20618	Proteasome component C5	83.73%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL3194	P02766	Transthyretin	82.89%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.99%	95.56%

Plants that contains it

• Cassia roxburghii
• Pinus pinaster

Cross-Links

• PubChem: 7489
• LOTUS: LTS0169562
• wikiData: Q408984