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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:53 UTC
Update Date2022-03-07 02:52:23 UTC
HMDB IDHMDB0029972
Secondary Accession Numbers
  • HMDB29972
Metabolite Identification
Common NameCoriandrone D
DescriptionCoriandrone D belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Coriandrone D has been detected, but not quantified in, corianders (Coriandrum sativum) and herbs and spices. This could make coriandrone D a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Coriandrone D.
Structure
Data?1563861918
Synonyms
ValueSource
3-Hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)-3-methylbutan-2-yl acetic acidHMDB
Chemical FormulaC18H24O7
Average Molecular Weight352.379
Monoisotopic Molecular Weight352.152203122
IUPAC Name3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate
Traditional Name3-hydroxy-1-(8-hydroxy-6-methoxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-yl)-3-methylbutan-2-yl acetate
CAS Registry Number177795-33-4
SMILES
COC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C1
InChI Identifier
InChI=1S/C18H24O7/c1-9-6-11-7-13(23-5)12(16(20)15(11)17(21)24-9)8-14(18(3,4)22)25-10(2)19/h7,9,14,20,22H,6,8H2,1-5H3
InChI KeyZSKZYWHCOISHNI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class2-benzopyrans
Direct Parent2-benzopyrans
Alternative Parents
Substituents
  • 2-benzopyran
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Vinylogous acid
  • Tertiary alcohol
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Ether
  • Hydrocarbon derivative
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point172 - 173 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility254.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP2.02ALOGPS
logP2.45ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)9.38ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area102.29 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity90 m³·mol⁻¹ChemAxon
Polarizability36.29 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+183.65731661259
DarkChem[M-H]-183.49431661259
DeepCCS[M+H]+183.91330932474
DeepCCS[M-H]-181.55530932474
DeepCCS[M-2H]-215.77730932474
DeepCCS[M+Na]+191.00530932474
AllCCS[M+H]+183.432859911
AllCCS[M+H-H2O]+180.532859911
AllCCS[M+NH4]+186.132859911
AllCCS[M+Na]+186.932859911
AllCCS[M-H]-187.832859911
AllCCS[M+Na-2H]-188.332859911
AllCCS[M+HCOO]-189.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Coriandrone DCOC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C13665.1Standard polar33892256
Coriandrone DCOC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C12471.5Standard non polar33892256
Coriandrone DCOC1=C(CC(OC(C)=O)C(C)(C)O)C(O)=C2C(=O)OC(C)CC2=C12582.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Coriandrone D,1TMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C2569.6Semi standard non polar33892256
Coriandrone D,1TMS,isomer #2COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C)=C1CC(OC(C)=O)C(C)(C)O2540.6Semi standard non polar33892256
Coriandrone D,2TMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C2596.0Semi standard non polar33892256
Coriandrone D,1TBDMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C(C)(C)C2811.5Semi standard non polar33892256
Coriandrone D,1TBDMS,isomer #2COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C(C)(C)C)=C1CC(OC(C)=O)C(C)(C)O2769.8Semi standard non polar33892256
Coriandrone D,2TBDMS,isomer #1COC1=CC2=C(C(=O)OC(C)C2)C(O[Si](C)(C)C(C)(C)C)=C1CC(OC(C)=O)C(C)(C)O[Si](C)(C)C(C)(C)C3051.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Coriandrone D GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9121000000-a10dfd4745e316db892b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coriandrone D GC-MS (2 TMS) - 70eV, Positivesplash10-001i-4910600000-357ad85b380e91fb09172017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coriandrone D GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Coriandrone D 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 - Coriandrone D 10V, Positive-QTOFsplash10-0udr-0049000000-f9b7addc8811e499f6482015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 20V, Positive-QTOFsplash10-004l-0496000000-e5978dced50e87b96de02015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 40V, Positive-QTOFsplash10-0096-3390000000-e1b499eedbec0bde24092015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 10V, Negative-QTOFsplash10-0pb9-2029000000-79f38f4546bee20d6b452015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 20V, Negative-QTOFsplash10-0a4l-4497000000-66dda8619be5fb386eb02015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 40V, Negative-QTOFsplash10-0a4l-9350000000-f520372629b2d2dde71a2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 10V, Positive-QTOFsplash10-0fbl-2094000000-241d2f3e9db24e67b7ab2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 20V, Positive-QTOFsplash10-00dl-1690000000-e27b2636671ebcd16ebf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 40V, Positive-QTOFsplash10-01bc-7930000000-635dd20de0cf5eee255d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 10V, Negative-QTOFsplash10-0a4i-9011000000-6cc6b7b5ab9e314a7e562021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 20V, Negative-QTOFsplash10-0a4i-9010000000-da6d537c8d7fb0019b3e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Coriandrone D 40V, Negative-QTOFsplash10-0a4l-9120000000-c08295922ff44e3e5d332021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB001259
KNApSAcK IDC00055364
Chemspider ID35013112
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750936
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1812681
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.. .