DIBUTYL SEBACATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H34O4
Molecular Weight	314.4602
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCOC(=O)CCCCCCCCC(=O)OCCCC

InChI

InChIKey=PYGXAGIECVVIOZ-UHFFFAOYSA-N

InChI=1S/C18H34O4/c1-3-5-15-21-17(19)13-11-9-7-8-10-12-14-18(20)22-16-6-4-2/h3-16H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C18H34O4
Molecular Weight	314.4602
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://toxnet.nlm.nih.gov/cgi-bin/sis/search2/r?dbs+hsdb:@term+@rn+109-43-3#permalink | https://www.ncbi.nlm.nih.gov/pubmed/12238781 | https://www.accessdata.fda.gov/scripts/fdcc/index.cfm?set=IndirectAdditives&id=DIOCTYLSEBACATE | https://www.ncbi.nlm.nih.gov/pubmed/12238781 |

Dibutyl sebacate (DBS) is an organic chemical which is mainly used as a plasticizer in the production of such plastics as cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, polyvinyl butyral, polyvinyl chloride, polystyrene, and many synthetic rubbers and other plastics. It is used for plastics in the food packaging industry, in medical devices, and for pharmaceutical applications. It is classified as mildly toxic by ingestion in humans and has shown experimental reproductive effects in animals; however, it is also approved by the US-FDA as a food additive to be used with the minimum quantity needed to produce the intended effect.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Calculation of the dimensions of dosage forms with release controlled by diffusion for in vivo use.	2001 Jan	11154899
Study of novel rosin-based biomaterials for pharmaceutical coating.	2002	12916925
Novel bilirubin-based PVC calcium sensors.	2003 Mar	12675340
Relationship between plasticizer content and tensile bond strength of soft denture liners to a denture base resin.	2004 Jun	15287552
Polymer blends used for the aqueous coating of solid dosage forms: importance of the type of plasticizer.	2004 Sep 14	15342176
A novel approach for the extraction of herbicides and pesticides from water using liquid-core microcapsules.	2004 Sep 20	15329931
Controlled-release formulations of cyromazine-lignin matrix coated with ethylcellulose.	2007 Sep-Oct	17763045
Use of ethylcellulose to control chlorsulfuron leaching in a calcareous soil.	2009 Apr 8	19334760
Curing of aqueous polymeric film coatings: Importance of the coating level and type of plasticizer.	2010 Feb	19895886
The use of dynamic mechanical analysis (DMA) to evaluate plasticization of acrylic polymer films under simulated gastrointestinal conditions.	2010 Nov	20800682
pH-dependent permeation of amino acids through isolated ivy cuticles is affected by cuticular water sorption and hydration shell size of the solute.	2010 Sep	20631051

Patents

Sample Use Guides

In Vivo Use Guide

Dibutyl sebacate was selected as a plasticiser in the formulation of sustained-release matrix tablets. Dibutyl sebacate was added to a dichloromethane/EC solution and subsequently spray-dried, or was mixed as a liquid with EC powder. Hydrated tablets were evaluated by frequency sweep and creep rheological tests to correlate the results with drug release.

Route of Administration: Oral

In Vitro Use Guide

Dibutyl Sebacate (DBS) was diluted with dimethyl sulfoxide. Estrogenic activity was measured using a yeast two-hybrid system and a fluorescence polarization system within a concentration range of 10^-7 to 10^-3 M. Yeast strain Y190 was transformed with the pGBT9-receptors and pGAD424-coactivators using the lithium acetate method, and an S9 hepatic microsomal fraction was used to implement the mediating influence of metabolic bioactivation. DBS was tested for its ability to displaceflourescent non-steroid estrogen from the estrogen receptor. A threshold of B-galactosidase activity above 0.1, greater than 50% inhibition and a 1.5 fold increase in cell growth over controls was considered estrogenic activity. DBS showed the weakest cytotoxicity among tested compounds and an IC50 value for B-galactosidase that was higher than the applicable measurement range.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:19:31 GMT 2023` Edited by `admin` on `Fri Dec 15 15:19:31 GMT 2023`
Record UNII	4W5IH7FLNY
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DIBUTYL SEBACATE

Official Name

English

FEMA NO. 2373

Code

English

DIBUTYL 1,8-OCTANEDICARBOXYLATE

Systematic Name

English

PX-404

Code

English

DIBUTYL SEBACATE [INCI]

Common Name

English

DIBUTYL SEBACATE [MART.]

Common Name

English

DIBUTYL DECANEDIOATE

Systematic Name

English

DIBUTYL SEBACATE [USP-RS]

Common Name

English

NSC-3893

Code

English

DIBUTYL SEBACATE [HSDB]

Common Name

English

DIBUTYL SEBACATE [II]

Common Name

English

DIBUTYL SEBACATE [FHFI]

Common Name

English

DECANEDIOIC ACID, DIBUTYL ESTER

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 176.170