DIISOOCTYL PHTHALATE
General Information
| Mainterm | DIISOOCTYL PHTHALATE |
| CAS Reg.No.(or other ID) | 27554-26-3 |
| Regnum |
175.105 175.300 181.27 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 33934 |
| IUPAC Name | bis(6-methylheptyl) benzene-1,2-dicarboxylate |
| InChI | InChI=1S/C24H38O4/c1-19(2)13-7-5-11-17-27-23(25)21-15-9-10-16-22(21)24(26)28-18-12-6-8-14-20(3)4/h9-10,15-16,19-20H,5-8,11-14,17-18H2,1-4H3 |
| InChI Key | IJFPVINAQGWBRJ-UHFFFAOYSA-N |
| Canonical SMILES | CC(C)CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC(C)C |
| Molecular Formula | C24H38O4 |
| Wikipedia | isooctyl phthalate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 390.564 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 16 |
| Complexity | 390.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 4 O A A A A A A A A A A A A A A A A A A A A A A A A A A w A A A A A A A A A A A B A A A A G g A A A A A A D Q C g m A I y C I A A B A C I A i D S C A A C A A A k A A A I i A E A C M g I J j K A N R i C M Q A k w A E I q Y f L y O C O g A A A A A A Q A A A A A A A A A C A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 52.6 |
| Monoisotopic Mass | 390.277 |
| Exact Mass | 390.277 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 28 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9270 |
| Human Intestinal Absorption | HIA+ | 0.9547 |
| Caco-2 Permeability | Caco2+ | 0.6810 |
| P-glycoprotein Substrate | Non-substrate | 0.5117 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7375 |
| Non-inhibitor | 0.6907 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8189 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9107 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8328 |
| CYP450 2D6 Substrate | Non-substrate | 0.8727 |
| CYP450 3A4 Substrate | Non-substrate | 0.5000 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7392 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7591 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8986 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7283 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.7913 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8125 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9078 |
| Non-inhibitor | 0.8010 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.7411 |
| Fish Toxicity | High FHMT | 0.9962 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9999 |
| Honey Bee Toxicity | High HBT | 0.5694 |
| Biodegradation | Ready biodegradable | 0.5383 |
| Acute Oral Toxicity | IV | 0.7863 |
| Carcinogenicity (Three-class) | Warning | 0.5066 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -6.5776 | LogS |
| Caco-2 Permeability | 1.0364 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.1979 | LD50, mol/kg |
| Fish Toxicity | -0.0759 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 2.1100 | pIGC50, ug/L |
From admetSAR
Toxicity Profile
| Route of Exposure | Oral ; inhalation ; dermal |
|---|---|
| Mechanism of Toxicity | Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. |
| Metabolism | Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. |
| Toxicity Values | LD50: 13000 mg/kg (Oral, Rat) |
| Lethal Dose | |
| Carcinogenicity (IARC Classification) | No indication of carcinogenicity to humans (not listed by IARC). |
| Minimum Risk Level | |
| Health Effects | 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) |
| Treatment | |
| Reference |
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From T3DB
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzoic acid esters |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| 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 |
| Description | This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. |
From ClassyFire