NP-MRD: Showing NP-Card for Dimethyl terephthalate (NP0007991)

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Record Information

Version

2.0

Created at

2020-12-09 05:36:16 UTC

Updated at

2021-08-19 23:59:45 UTC

NP-MRD ID

NP0007991

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dimethyl terephthalate

Provided By

NPAtlas

Description

DIMETHYL TEREPHTHALATE is also known as dimethyl 4-phthalate or di-me terephthalate. Dimethyl terephthalate is found in Abies pindrow, Garcinia xanthochymus, Hypotrachyna nepalensis, Phoma betae and Unknown-fungus sonchifolius (Asteraceae). Dimethyl terephthalate was first documented in 2013 (PMID: 23544613). Based on a literature review a small amount of articles have been published on DIMETHYL TEREPHTHALATE (PMID: 31383114) (PMID: 31670182) (PMID: 31691678).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106063D          

 24 24  0  0  0  0            999 V2000
   -5.1259    0.0570    0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445    0.3140    0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7708   -0.5943   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1762   -1.7160   -0.6262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503   -0.3151   -0.1524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9256    0.9084    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331    1.1982    0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    0.2591   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    0.5809    0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631    1.6857    0.4640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7416   -0.3514   -0.3280 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979   -0.0019   -0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9166   -0.9641   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -1.2542   -0.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5406    0.6850   -0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6682    0.3500    1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3536   -1.0141   -0.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139    1.6774    0.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7898    2.1556    0.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4960    0.4125   -1.1950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7293   -0.8976    0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2804    0.7647    0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6472   -1.7055   -0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425   -2.2343   -0.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14  5  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  6 18  1  0  0  0  0
  7 19  1  0  0  0  0
 12 20  1  0  0  0  0
 12 21  1  0  0  0  0
 12 22  1  0  0  0  0
 13 23  1  0  0  0  0
 14 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007991

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])C([H])=C1C(=O)OC([H])([H])[H])C(=O)OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O4/c1-13-9(11)7-3-5-8(6-4-7)10(12)14-2/h3-6H,1-2H3

> <INCHI_KEY>
WOZVHXUHUFLZGK-UHFFFAOYSA-N

> <FORMULA>
C10H10O4

> <MOLECULAR_WEIGHT>
194.186

> <EXACT_MASS>
194.057908802

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.82755153881705

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4-dimethyl benzene-1,4-dicarboxylate

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.980199744

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.596643088595881

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
50.10860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethyl terephthalate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.126   0.057   0.109  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.744   0.314   0.163  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.771  -0.594  -0.213  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.176  -1.716  -0.626  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.350  -0.315  -0.152  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.926   0.908   0.299  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.433   1.198   0.366  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.369   0.259  -0.021  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.789   0.581   0.056  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.163   1.686   0.464  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.742  -0.351  -0.328  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.098  -0.002  -0.238  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.917  -0.964  -0.471  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.440  -1.254  -0.538  0.00  0.00           C+0
HETATM   15  H   UNK     0      -5.541   0.685  -0.709  0.00  0.00           H+0
HETATM   16  H   UNK     0      -5.668   0.350   1.026  0.00  0.00           H+0
HETATM   17  H   UNK     0      -5.354  -1.014  -0.072  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.614   1.677   0.613  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.790   2.156   0.718  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.496   0.413  -1.195  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.729  -0.898   0.008  0.00  0.00           H+0
HETATM   22  H   UNK     0       5.280   0.765   0.546  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.647  -1.706  -0.776  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.743  -2.234  -0.900  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   20   21   22                                             
CONECT   13    8   14   23                                                  
CONECT   14   13    5   24                                                  
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
CONECT   22   12                                                            
CONECT   23   13                                                            
CONECT   24   14                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1,4-Benzenedicarboxylic acid dimethyl ester	ChEBI
1,4-Benzenedicarboxylic acid, 1,4-dimethyl ester	ChEBI
Di-me terephthalate	ChEBI
Dimethyl 1,4-benzenedicarboxylate	ChEBI
Dimethyl 4-phthalate	ChEBI
Dimethyl p-benzenedicarboxylate	ChEBI
Dimethyl p-phthalate	ChEBI
Methyl 4-carbomethoxybenzoate	ChEBI
Methyl p-(methoxycarbonyl)benzoate	ChEBI
Terephthalic acid dimethyl ester	ChEBI
Terephthalic acid, dimethyl ester	ChEBI
1,4-Benzenedicarboxylate dimethyl ester	Generator
1,4-Benzenedicarboxylate, 1,4-dimethyl ester	Generator
Di-me terephthalic acid	Generator
Dimethyl 1,4-benzenedicarboxylic acid	Generator
Dimethyl 4-phthalic acid	Generator
Dimethyl p-benzenedicarboxylic acid	Generator
Dimethyl p-phthalic acid	Generator
Methyl 4-carbomethoxybenzoic acid	Generator
Methyl p-(methoxycarbonyl)benzoic acid	Generator
Terephthalate dimethyl ester	Generator
Terephthalate, dimethyl ester	Generator
DIMETHYL terephthalic acid	Generator
Dimethylterephthalate	MeSH
1,4-Dimethyl benzene-1,4-dicarboxylic acid	Generator

Chemical Formula

C₁₀H₁₀O₄

Average Mass

194.1860 Da

Monoisotopic Mass

194.05791 Da

IUPAC Name

1,4-dimethyl benzene-1,4-dicarboxylate

Traditional Name

dimethyl terephthalate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H10O4/c1-13-9(11)7-3-5-8(6-4-7)10(12)14-2/h3-6H,1-2H3

InChI Key

WOZVHXUHUFLZGK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies pindrow	LOTUS Database	35616633
Garcinia xanthochymus	LOTUS Database	35616633
Hypotrachyna nepalensis	LOTUS Database	35616633
Phoma betae	LOTUS Database	35616633
Unknown-fungus sonchifolius (Asteraceae)	NPAtlas	18798172

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as p-phthalate esters. These are ester derivatives of p-phthalic acids, which are based on a benzene 1,4-dicarboxylic acid skeleton.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Phthalate esters

Alternative Parents

Substituents

Para-phthalic acid ester
Para_phthalic_acid
Benzoate ester
Benzoyl
Dicarboxylic acid or derivatives
Methyl ester
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	19 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.83	ALOGPS
logP	1.98	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.11 m³·mol⁻¹	ChemAxon
Polarizability	19.83 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA015282

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13863300

KEGG Compound ID

Not Available

BioCyc ID

CPD-19189

BiGG ID

Not Available

Wikipedia Link

Dimethyl_terephthalate

METLIN ID

Not Available

PubChem Compound

8441

PDB ID

Not Available

ChEBI ID

156286

Good Scents ID

rw1239641

References

General References

Stavila E, Alberda van Ekenstein GO, Loos K: Enzyme-catalyzed synthesis of aliphatic-aromatic oligoamides. Biomacromolecules. 2013 May 13;14(5):1600-6. doi: 10.1021/bm400243a. Epub 2013 Apr 12. [PubMed:23544613 ]
Qu E, Luo J, Di X, Li C, Liang C: Selective Hydrogenation of Dimethyl Terephthalate to 1,4-Cyclohexane Dicarboxylate by Highly Dispersed Bimetallic Ru-Re/AC Catalysts. J Nanosci Nanotechnol. 2020 Feb 1;20(2):1140-1147. doi: 10.1166/jnn.2020.16965. [PubMed:31383114 ]
Cheng X, Dong S, Chen D, Rui Q, Guo J, Dayong Wang, Jiang J: Potential of esterase DmtH in transforming plastic additive dimethyl terephthalate to less toxic mono-methyl terephthalate. Ecotoxicol Environ Saf. 2020 Jan 15;187:109848. doi: 10.1016/j.ecoenv.2019.109848. Epub 2019 Oct 25. [PubMed:31670182 ]
Sartorelli P, d'Hauw G, Spina D, Volterrani L, Mazzei MA: A case of hypersensitivity pneumonitis in a worker exposed to terephthalic acid in the production of polyethylene terephthalate. Int J Occup Med Environ Health. 2020 Jan 17;33(1):119-123. doi: 10.13075/ijomeh.1896.01465. Epub 2019 Oct 30. [PubMed:31691678 ]

Showing NP-Card for Dimethyl terephthalate (NP0007991)

MOL for NP0007991 (Dimethyl terephthalate)

3D MOL for NP0007991 (Dimethyl terephthalate)

3D SDF for NP0007991 (Dimethyl terephthalate)

3D-SDF for NP0007991 (Dimethyl terephthalate)

PDB for NP0007991 (Dimethyl terephthalate)

3D PDB for NP0007991 (Dimethyl terephthalate)

SMILES for NP0007991 (Dimethyl terephthalate)

INCHI for NP0007991 (Dimethyl terephthalate)

Structure for NP0007991 (Dimethyl terephthalate)

3D Structure for NP0007991 (Dimethyl terephthalate)