Showing Compound di-(2-Methylpropyl)-phthalate (FDB004315)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:11 UTC

Update date

2019-11-26 02:59:57 UTC

Primary ID

FDB004315

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

di-(2-Methylpropyl)-phthalate

Description

Di-(2-methylpropyl)-phthalate, also known as dibp or isobutyl phthalate, is a member of the class of compounds known as benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. Di-(2-methylpropyl)-phthalate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Di-(2-methylpropyl)-phthalate can be found in kohlrabi, which makes di-(2-methylpropyl)-phthalate a potential biomarker for the consumption of this food product. Di-(2-methylpropyl)-phthalate can be found primarily in urine. Di-(2-methylpropyl)-phthalate is a non-carcinogenic (not listed by IARC) potentially toxic compound. Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’ (A2883) (T3DB).

CAS Number

84-69-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
1,2-Benzenedicarboxylate bis(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate di(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylate, 1,2-bis(2-methylpropyl) ester	Generator
1,2-Benzenedicarboxylic acid bis(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid di(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid, 1,2-bis(2-methylpropyl) ester	ChEBI
1,2-Benzenedicarboxylic acid, bis(2-methylpropyl) ester	HMDB
1,2-Benzenedicarboxylic acid, di(2-methylpropyl) ester	HMDB
Bis(2-methylpropyl) phthalate	ChEBI
Bis(2-methylpropyl) phthalic acid	Generator

Showing 1 to 10 of 29 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.98	ALOGPS
logP	4.47	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-6.7	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	8	ChemAxon
Refractivity	77.6 m³·mol⁻¹	ChemAxon
Polarizability	31.49 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

Chemical Formula

C16H22O4

IUPAC name

1,2-bis(2-methylpropyl) benzene-1,2-dicarboxylate

InChI Identifier

InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3

InChI Key

MGWAVDBGNNKXQV-UHFFFAOYSA-N

Isomeric SMILES

CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C

Average Molecular Weight

278.3435

Monoisotopic Molecular Weight

278.151809192

Classification

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Dicarboxylic acid or derivatives
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

diester (CHEBI:79053 )
phthalate ester (CHEBI:79053 )

Ontology

Ingestion

Source:

Environmental:

Sludge

Biological location:

Subcellular:

Biofluid and excreta:

Urine

Role

Indirect biological role:

Teratogen

Environmental role:

Environmental contaminant

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0002-5910000000-eb47d6296ed23011b3fc	2014-09-20	View Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-abec18892ce4da3756e0	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-4910000000-f91f01037e6da27fb89b	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-0910000000-3ed563f6a8676b13ac03	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-0950000000-6650563a272a276c2986	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-2900000000-abec18892ce4da3756e0	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-4910000000-f91f01037e6da27fb89b	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-0910000000-3ed563f6a8676b13ac03	Spectrum
GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, GC-MS Spectrum	splash10-0002-0950000000-6650563a272a276c2986	Spectrum
Predicted GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-5190000000-3cdee427d414b0b97469	Spectrum
Predicted GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	di-(2-Methylpropyl)-phthalate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4j-2920000000-a259b42b28bed64bb35f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-066r-4900000000-fe89b1519d0396eeeadc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-002b-9800000000-b81075221fc6e8060665	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0a4i-2900000000-f6cf8e89556ba7e548f5	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-4910000000-b006f036bf41476aaf6b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-052b-4920000000-d5ac27f5087499ebf6ff	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4j-1900000000-9c0a0dff37933669808f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4j-2900000000-2dfca5014fcf109f03ed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0a4j-2900000000-c3375f5918c308c461ce	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-052b-2910000000-cb35fe1c0bce4c9e7233	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0a4j-1900000000-8ddb46ee566aac676de9	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-6090000000-3922a463577bdefc01fb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9130000000-c092263dab19ba039666	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9300000000-58a47be1f5ce3c753e35	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1090000000-c6c63d84e32a57928a03	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-2490000000-2038c67ef03d4059d4ab	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-5910000000-107418e7a1be51abc14c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-95d4efbe59d9e89a80aa	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00b9-0960000000-a314d50d660b210ec028	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00fr-3900000000-7c951a251ddbba9bbdff	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0290000000-6399bc22b0dbd3431dbe	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052b-1930000000-a64f6ab167b9b42bc035	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-7910000000-99d19de0de10b8aa156d	2021-09-22	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		Spectrum

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

DI-(2-METHYLPROPYL)-PHTHALATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound di-(2-Methylpropyl)-phthalate (FDB004315)

Structure for FDB004315 (di-(2-Methylpropyl)-phthalate)