Record Information
Version1.0
Creation date2010-04-08 22:11:15 UTC
Update date2019-11-26 03:09:58 UTC
Primary IDFDB014400
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDukunolide A
Description3-Hydroxy-1-phenyl-1-hexadecanone, also known as 1-benzoyl-2-pentadecanol, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. 3-Hydroxy-1-phenyl-1-hexadecanone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number97804-04-1
Structure
Thumb
Synonyms
SynonymSource
1-Benzoyl-2-pentadecanolHMDB
1,1,1-trifluoro-2-OctanolHMDB
1,1,1-Trifluorooctan-2-olHMDB
1,1,1-Trifluoro-2-octanolbiospider
2-Octanol, 1,1,1-trifluoro-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP2.04ALOGPS
logP1.88ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)11.33ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area135.8 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity117.14 m³·mol⁻¹ChemAxon
Polarizability47.54 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC26H26O9
IUPAC name18-(furan-3-yl)-2,11-dihydroxy-3,9,9,17-tetramethyl-4,7,19-trioxahexacyclo[11.7.1.0²,¹¹.0³,⁸.0⁶,⁸.0¹⁷,²¹]henicosa-1(21),13-diene-5,10,20-trione
InChI IdentifierInChI=1S/C26H26O9/c1-21(2)20(29)24(30)10-12-6-5-8-22(3)14(12)15(18(27)33-16(22)13-7-9-32-11-13)25(24,31)23(4)26(21)17(34-26)19(28)35-23/h6-7,9,11,16-17,30-31H,5,8,10H2,1-4H3
InChI KeyBATTZJIKLZSIAU-UHFFFAOYSA-N
Isomeric SMILESCC12OC(=O)C3OC13C(C)(C)C(=O)C1(O)CC3=CCCC4(C)C(OC(=O)C(=C34)C21O)C1=COC=C1
Average Molecular Weight482.4792
Monoisotopic Molecular Weight482.15768243
Classification
Description Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentLong-chain fatty alcohols
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Long chain fatty alcohol
  • Butyrophenone
  • Phenylketone
  • Benzoyl
  • Aryl alkyl ketone
  • Aryl ketone
  • Monocyclic benzene moiety
  • Beta-hydroxy ketone
  • Benzenoid
  • Secondary alcohol
  • Ketone
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 64.72%; H 5.43%; O 29.84%DFC
Melting PointMp 279-281°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +166 (c, 0.9 in CHCl3)DFC
Spectroscopic UV Data[neutral] lmax 292 (e 14600) (possibly MeOH, not reported) (Derep)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDukunolide A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0f6w-9187700000-0c2a7c908194de1bc5f3Spectrum
Predicted GC-MSDukunolide A, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-9500682000-d4a39e6552e42584c571Spectrum
Predicted GC-MSDukunolide A, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDukunolide A, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDukunolide A, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDukunolide A, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSDukunolide A, "Dukunolide A,1TMS,#2" TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000900000-da8ac3e0960d9da6301aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-1001900000-a7a4ec4957242dee0a6bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-7709200000-399347021ab16db3424aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001r-0000900000-bd77068acce7dc5d8ed7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01qi-1100900000-713c9a5813e43e4afe8bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aos-9806800000-317daa3f79d0b756a9b6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000900000-e224776f4657f4af7bc6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2001900000-7d43705e485ecb09784aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-2034900000-d50d05351d98039d86e2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0000900000-0b0163d042220f372611Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-1009800000-7a79187b060f7832fe21Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000y-2590500000-7d4e6f2c065482024976Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID97804
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35683
CRC / DFC (Dictionary of Food Compounds) IDJPZ35-C:JPZ35-C
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference