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Record Information
Version2.0
Created at2022-09-06 22:41:22 UTC
Updated at2022-09-06 22:41:22 UTC
NP-MRD IDNP0239161
Secondary Accession NumbersNone
Natural Product Identification
Common Namebeha
DescriptionDiethylhexyl adipate, also known as DEHA or dioctyl adipate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Diethylhexyl adipate or Diethylhexyl adipate is a plasticizer. Diethylhexyl adipate is an extremely weak basic (essentially neutral) compound (based on its pKa). Diethylhexyl adipate is a potentially toxic compound. Diethylhexyl adipate is a plasticizer. beha is found in Panax ginseng. beha was first documented in 1984 (PMID: 6697017). Diethylhexyl adipate (DEHA) is an indirect food additive arising from contact with polymers and adhesives (PMID: 16303285) (PMID: 23246700) (PMID: 23356645) (PMID: 24016063).
Structure
Thumb
Synonyms
Chemical FormulaC22H42O4
Average Mass370.5665 Da
Monoisotopic Mass370.30831 Da
IUPAC Name1,6-bis(2-ethylhexyl) hexanedioate
Traditional NameBEHA
CAS Registry NumberNot Available
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
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Panax ginsengLOTUS Database
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP7.18ALOGPS
logP6.83ChemAxon
logS-6.3ALOGPS
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
HMDB IDHMDB0040270
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB 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
Good Scents IDNot Available
References
General References
  1. Kang JS, Morimura K, Toda C, Wanibuchi H, Wei M, Kojima N, Fukushima S: Testicular toxicity of DEHP, but not DEHA, is elevated under conditions of thioacetamide-induced liver damage. Reprod Toxicol. 2006 Apr;21(3):253-9. doi: 10.1016/j.reprotox.2005.09.013. Epub 2005 Nov 21. [PubMed:16303285 ]
  2. Fromme H, Gruber L, Schuster R, Schlummer M, Kiranoglu M, Bolte G, Volkel W: Phthalate and di-(2-ethylhexyl) adipate (DEHA) intake by German infants based on the results of a duplicate diet study and biomonitoring data (INES 2). Food Chem Toxicol. 2013 Mar;53:272-80. doi: 10.1016/j.fct.2012.12.004. Epub 2012 Dec 13. [PubMed:23246700 ]
  3. Zhou SN, Moody RP, Aikawa B, Yip A, Wang B, Zhu J: In vitro dermal absorption of di(2-ethylhexyl) adipate (DEHA) in a roll-on deodorant using human skin. J Toxicol Environ Health A. 2013;76(3):157-66. doi: 10.1080/15287394.2012.738598. [PubMed:23356645 ]
  4. Silva MJ, Samandar E, Ye X, Calafat AM: In vitro metabolites of di-2-ethylhexyl adipate (DEHA) as biomarkers of exposure in human biomonitoring applications. Chem Res Toxicol. 2013 Oct 21;26(10):1498-502. doi: 10.1021/tx400215z. Epub 2013 Sep 24. [PubMed:24016063 ]
  5. Bell FP: Di(2-ethylhexyl)adipate (DEHA): effect on plasma lipids and hepatic cholesterolgenesis in the rat. Bull Environ Contam Toxicol. 1984 Jan;32(1):20-6. doi: 10.1007/BF01607460. [PubMed:6697017 ]
  6. LOTUS database [Link]