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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:48:18 UTC
Update Date2021-10-13 08:25:48 UTC
HMDB IDHMDB0040270
Secondary Accession Numbers
  • HMDB40270
Metabolite Identification
Common NameDiethylhexyl adipate
DescriptionDiethylhexyl adipate, also known as dioctyl adipate or BEHA, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on Diethylhexyl adipate.
Structure
Data?1563863516
Synonyms
ValueSource
Adipic acid bis(2-ethylhexyl) esterChEBI
BEHAChEBI
Bis(2-ethylhexyl) hexanedioateChEBI
DEHAChEBI
Di(2-ethylhexyl) adipateChEBI
Dioctyl adipateChEBI
Adipate bis(2-ethylhexyl) esterGenerator
Bis(2-ethylhexyl) hexanedioic acidGenerator
Di(2-ethylhexyl) adipic acidGenerator
Dioctyl adipic acidGenerator
Diethylhexyl adipic acidGenerator
Adimoll doHMDB
Adipic acid bis (2-ethylhexyl) esterHMDB
Adipic acid di(2-ethylhexyl) esterHMDB
Adipic acid di[2-ethylhexyl]esterHMDB
Adipic acid, bis(2-ethylhexyl) esterHMDB
Adipol 2EHHMDB
ado (Lubricating oil)HMDB
Arlamol doaHMDB
Bis(2-ethylhexyl) adipateHMDB
Bis(2-ethylhexyl) hexanedio ateHMDB
Bis(2-ethylhexyl)hexanedioateHMDB
Bis-(2-ethylhexyl)ester kyseliny adipoveHMDB
Bisoflex doaHMDB
Crodamol doaHMDB
Di(2-ethylhexyl)adipateHMDB
Di-(2-ethylhexyl) adipateHMDB
Di-2-ethylhexyl adipateHMDB
DOAHMDB
Doa plasticizerHMDB
Effemoll doaHMDB
Effomoll daHMDB
Effomoll doaHMDB
Ergoplast addoHMDB
Flexol a 26HMDB
Flexol a26HMDB
Flexol plasticizer 10-aHMDB
Flexol plasticizer a-26HMDB
Good-rite GP-223HMDB
Hatcol 2908HMDB
Hexadioic acid, dioctyl esterHMDB
Hexanedioc acid, dioctyl esterHMDB
Hexanedioic acid bis(2-ethylhexyl) esterHMDB
Hexanedioic acid, 1,6-bis(2-ethylhexyl) esterHMDB
Hexanedioic acid, bis(2-ethylhexyl) esterHMDB
Hexanedioic acid, dioctyl esterHMDB
I-2-ethylhexyl adipateHMDB
Jayflex doaHMDB
Jayflex doa 2HMDB
Keme ster 5652HMDB
Kemester 5652HMDB
Kodaflex doaHMDB
Lankroflex doaHMDB
Merrol doaHMDB
Mollan SHMDB
Monoplex doaHMDB
monsanto DoaHMDB
Morflex 310HMDB
Octyl adipateHMDB
Plasthall doaHMDB
Plastomoll doaHMDB
Polycizer 332HMDB
Polycizer doaHMDB
Reomol doaHMDB
Rucoflex plasticizer doaHMDB
Sansocizer doaHMDB
Sicol 250HMDB
Staflex doaHMDB
Truflex doaHMDB
Uniflex doaHMDB
Vestinol oaHMDB
Vistone a 10HMDB
Wickenol 158HMDB
WITAMOL 320HMDB
Witcizer 412HMDB
Adipic acid, dioctyl esterMeSH, HMDB
DiethylhexyladipateMeSH, HMDB
DEHA compoundMeSH, HMDB
Di-2-ethyl-hexyl adipateMeSH, HMDB
Diethylhexyl adipateChEBI
Bis(2-ethylhexyl) adipic acidGenerator
Chemical FormulaC22H42O4
Average Molecular Weight370.5665
Monoisotopic Molecular Weight370.308309832
IUPAC Name1,6-bis(2-ethylhexyl) hexanedioate
Traditional NameBEHA
CAS Registry Number103-23-1
SMILES
CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC
InChI Identifier
InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
InChI KeySAOKZLXYCUGLFA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentFatty acid esters
Alternative Parents
Substituents
  • Fatty acid ester
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-67.8 °CNot Available
Boiling Point416.00 to 418.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.00078 mg/mL at 22 °CNot Available
LogP7.771 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00017 g/LALOGPS
logP10(7.18) g/LALOGPS
logP10(6.83) g/LChemAxon
logS10(-6.3) g/LALOGPS
pKa (Strongest Basic)-6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity106.57 m³·mol⁻¹ChemAxon
Polarizability46.48 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+190.86631661259
DarkChem[M-H]-189.39231661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Diethylhexyl adipateCCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC2946.9Standard polar33892256
Diethylhexyl adipateCCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC2251.4Standard non polar33892256
Diethylhexyl adipateCCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC2385.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate CI-B (Non-derivatized)splash10-00fr-1945000000-cc312ed1f7d3b6214b1c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate EI-B (Non-derivatized)splash10-0adi-8920000000-303185c662d6b7d184b42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate EI-B (Non-derivatized)splash10-06vl-9700000000-a1893b9ef5a3a647a25a2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate CI-B (Non-derivatized)splash10-00fr-1945000000-cc312ed1f7d3b6214b1c2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate EI-B (Non-derivatized)splash10-0adi-8920000000-303185c662d6b7d184b42018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Diethylhexyl adipate EI-B (Non-derivatized)splash10-06vl-9700000000-a1893b9ef5a3a647a25a2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethylhexyl adipate GC-MS (Non-derivatized) - 70eV, Positivesplash10-08fs-9642000000-40c38cf97ee1f1a1b5d92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Diethylhexyl adipate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 10V, Positive-QTOFsplash10-03k9-1928000000-198268d917169e5480d22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 20V, Positive-QTOFsplash10-03di-5921000000-369f893d83bfd0827a562016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 40V, Positive-QTOFsplash10-03dl-9500000000-e726642ac9b032e223612016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 10V, Negative-QTOFsplash10-014r-0469000000-072847ae331b4873e9602016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 20V, Negative-QTOFsplash10-07g0-1963000000-e82858fd73c3ac1935522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 40V, Negative-QTOFsplash10-002b-9820000000-a4fc6f575c076a3ca88e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 10V, Negative-QTOFsplash10-014i-0029000000-62bd060401fb712372a82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 20V, Negative-QTOFsplash10-066s-6769000000-717ac06f4e40b10a44a92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 40V, Negative-QTOFsplash10-0002-0900000000-6010a8d5445feae47f472021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 10V, Positive-QTOFsplash10-00di-2429000000-50d7967c076d187a67992021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 20V, Positive-QTOFsplash10-052b-2921000000-1b9a96fa3b0e4e2556202021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Diethylhexyl adipate 40V, Positive-QTOFsplash10-0bt9-9400000000-e93a0cc4b67e9d9321962021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB019988
KNApSAcK IDNot Available
Chemspider ID7358
KEGG Compound IDC14240
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBis(2-ethylhexyl)_adipate
METLIN IDNot Available
PubChem Compound7641
PDB IDNot Available
ChEBI ID34675
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1223671
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.