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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 of DIBUTYL SEBACATE

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

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Drug release from Kollicoat SR 30D-coated nonpareil beads: evaluation of coating level, plasticizer type, and curing condition.
2002
Controlled porosity osmotic pump-based controlled release systems of pseudoephedrine. I. Cellulose acetate as a semipermeable membrane.
2003 Apr 14
Cytocompatibility and viscoelastic properties of phthalate ester-free tissue conditioners.
2004 Sep
A novel approach for the extraction of herbicides and pesticides from water using liquid-core microcapsules.
2004 Sep 20
Temporary restorative resins using non-phthalate ester plasticizers.
2005 Aug
Quinine sulphate pellets for flexible pediatric drug dosing: formulation development and evaluation of taste-masking efficiency using the electronic tongue.
2007 Jun
Rapid identification of additives in poly(vinyl chloride) lid gaskets by direct analysis in real time ionisation and single-quadrupole mass spectrometry.
2010 Jan
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
Patents

Sample Use Guides

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
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 UTC 2023
Edited
by admin
on Fri Dec 15 15:19:31 UTC 2023
Record UNII
4W5IH7FLNY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIBUTYL SEBACATE
FHFI   HSDB   II   INCI   MART.   USP-RS  
INCI  
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
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
Food Contact Sustance Notif, (FCN No.) FCN NO. 370
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
JECFA EVALUATION DIBUTYL SEBACATE
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
CFR 21 CFR 175.320
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
203-672-5
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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WIKIPEDIA
DIBUTYL SEBACATE
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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JECFA MONOGRAPH
1118
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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DAILYMED
4W5IH7FLNY
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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ChEMBL
CHEMBL2106225
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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NSC
3893
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
CONCEPT Industrial Aid
CAS
109-43-3
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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SMS_ID
100000084747
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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PUBCHEM
7986
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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RS_ITEM_NUM
1187091
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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RXCUI
1363700
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
PRIMARY RxNorm
FDA UNII
4W5IH7FLNY
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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NCI_THESAURUS
C76705
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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MESH
C055481
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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EPA CompTox
DTXSID1041847
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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EVMPD
SUB21232
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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HSDB
309
Created by admin on Fri Dec 15 15:19:31 UTC 2023 , Edited by admin on Fri Dec 15 15:19:31 UTC 2023
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