Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:17:40 UTC
Update Date2022-09-22 18:34:25 UTC
HMDB IDHMDB0034450
Secondary Accession Numbers
  • HMDB34450
Metabolite Identification
Common NameNeocnidilide
DescriptionNeocnidilide belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety. Neocnidilide is a herbal tasting compound. Neocnidilide is found, on average, in the highest concentration within wild celeries (Apium graveolens). Neocnidilide has also been detected, but not quantified in, several different foods, such as celeriacs (Apium graveolens var. rapaceum), celery stalks (Apium graveolens var. dulce), corianders (Coriandrum sativum), dills (Anethum graveolens), and green vegetables. This could make neocnidilide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Neocnidilide.
Structure
Data?1563862565
Synonyms
ValueSource
3-Butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone, 9ciHMDB
SedanolideHMDB
NeocnidilideMeSH
Neocnidilide, cis-(-)-isomerMeSH
Neocnidilide, (trans)-isomerMeSH
Neocnidilide, (cis)-isomerMeSH
Chemical FormulaC12H18O2
Average Molecular Weight194.2701
Monoisotopic Molecular Weight194.13067982
IUPAC Name3-butyl-1,3,3a,4,5,6-hexahydro-2-benzofuran-1-one
Traditional Name3-butyl-3a,4,5,6-tetrahydro-3H-2-benzofuran-1-one
CAS Registry Number4567-33-3
SMILES
CCCCC1OC(=O)C2=CCCCC12
InChI Identifier
InChI=1S/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3
InChI KeyUPJFTVFLSIQQAV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isobenzofurans. These are organic aromatic compounds containing an isobenzofuran moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsobenzofurans
Sub ClassNot Available
Direct ParentIsobenzofurans
Alternative Parents
Substituents
  • Isobenzofuran
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Lactone
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Carbonyl group
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point34.5 - 35 °CNot Available
Boiling Point342.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility168 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.912 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP3.28ALOGPS
logP3.39ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity55.77 m³·mol⁻¹ChemAxon
Polarizability22.52 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.11931661259
DarkChem[M-H]-142.14431661259
DeepCCS[M-2H]-188.17330932474
DeepCCS[M+Na]+163.83630932474
AllCCS[M+H]+146.432859911
AllCCS[M+H-H2O]+142.332859911
AllCCS[M+NH4]+150.332859911
AllCCS[M+Na]+151.432859911
AllCCS[M-H]-151.432859911
AllCCS[M+Na-2H]-151.932859911
AllCCS[M+HCOO]-152.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
NeocnidilideCCCCC1OC(=O)C2=CCCCC122506.8Standard polar33892256
NeocnidilideCCCCC1OC(=O)C2=CCCCC121663.5Standard non polar33892256
NeocnidilideCCCCC1OC(=O)C2=CCCCC121738.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Neocnidilide GC-MS (Non-derivatized) - 70eV, Positivesplash10-00nf-7900000000-15d786d7601d8b44b2032017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Neocnidilide 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 - Neocnidilide 10V, Positive-QTOFsplash10-0002-3900000000-d39a7ef515fc66b140c42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 20V, Positive-QTOFsplash10-000b-7900000000-eacd70bed5997c5969742016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 40V, Positive-QTOFsplash10-0ufu-9100000000-830232c52182598f582c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 10V, Negative-QTOFsplash10-0006-0900000000-cb068c432eb0727709e52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 20V, Negative-QTOFsplash10-0007-1900000000-93b3dde9e3e983c129d22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 40V, Negative-QTOFsplash10-002e-9600000000-d8f8b9313f8bdb98b6222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 10V, Positive-QTOFsplash10-0002-1900000000-452fc2425b3ac08cf1242021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 20V, Positive-QTOFsplash10-00ke-9600000000-22e03b8019a4c0be91dd2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 40V, Positive-QTOFsplash10-004i-9100000000-e7c0c589d46f2d4a1b0e2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 10V, Negative-QTOFsplash10-0006-0900000000-c3ede4c1eb6b090e0d1d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 20V, Negative-QTOFsplash10-0006-0900000000-01d702dc639e6cc3ab842021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Neocnidilide 40V, Negative-QTOFsplash10-003r-6900000000-ae5fa2738ea9864349472021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012857
KNApSAcK IDC00056118
Chemspider ID4197506
KEGG Compound IDC17002
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5018391
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1117681
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .