Record Information
Version1.0
Creation date2010-04-08 22:10:51 UTC
Update date2019-11-26 03:08:53 UTC
Primary IDFDB013703
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide
Description(7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings (7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide is an extremely weak basic (essentially neutral) compound (based on its pKa) (7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide has been detected, but not quantified in, citrus. This could make (7alpha,10beta)-1(10->19)-abeo-7-acetoxyisoobacun-3,10-olide a potential biomarker for the consumption of these foods.
CAS Number85643-98-7
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.056 g/LALOGPS
logP3.75ALOGPS
logP2.34ChemAxon
logS-4ALOGPS
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area113.8 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity124.66 m³·mol⁻¹ChemAxon
Polarizability52.61 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC28H34O9
IUPAC name6-(furan-3-yl)-5,12,16,16-tetramethyl-8,20-dioxo-7,10,17,21-tetraoxahexacyclo[16.3.1.0¹,¹⁵.0²,¹².0⁵,¹¹.0⁹,¹¹]docosan-13-yl acetate
InChI IdentifierInChI=1S/C28H34O9/c1-14(29)33-19-11-18-24(2,3)35-16-10-20(30)36-27(18,12-16)17-6-8-25(4)21(15-7-9-32-13-15)34-23(31)22-28(25,37-22)26(17,19)5/h7,9,13,16-19,21-22H,6,8,10-12H2,1-5H3
InChI KeyMZPMDBUZYDUIEJ-UHFFFAOYSA-N
Isomeric SMILESCC(=O)OC1CC2C(C)(C)OC3CC(=O)OC2(C3)C2CCC3(C)C(OC(=O)C4OC34C12C)C1=COC=C1
Average Molecular Weight514.5642
Monoisotopic Molecular Weight514.220282686
Classification
Description Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthopyrans
Sub ClassNot Available
Direct ParentNaphthopyrans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(7alpha,10beta)-1(10->19)-Abeo-7-acetoxyisoobacun-3,10-olide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-5022900000-b7fbc5ec1de4743526a4Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000940000-095fd2cacbe09eb9a2d22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0avj-0012900000-31a48495c4df20cafaf72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052k-9231300000-09b4d5e178e10a65475d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02t9-1000920000-b58e7b0d0480721d62ba2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-07ov-4000910000-12013784125326396c7c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052g-9000500000-dd3ca423c5f59644ecaa2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-08fr-5000090000-5b6cfacf4ef1371ce8262021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-2000490000-67f907215507017fdb632021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-2001690000-bffd4e46c6f780fb56252021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000490000-96a9211ee9724d0ff9212021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0010910000-e74298db5d1b03dd1cee2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-07vi-1110920000-9857514aef64244226f82021-09-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35079
CRC / DFC (Dictionary of Food Compounds) IDJSW71-Q:JGB51-D
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
Processing...
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