Record Information
Version1.0
Creation date2010-04-08 22:04:47 UTC
Update date2020-09-17 15:34:38 UTC
Primary IDFDB000963
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHerniarin
Description7-Methoxycoumarin or Herniarin, also known as ayapanin is a methoxy derivative of coumarin or a methyl derivative of umbelliferone. It belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 7-Methoxycoumarin is a neutral, hydrophobic molecule that is not soluble in water. It exists as a white to pale yellow powder. It has a pleasant balsamic, sweet or tonka taste/odor. 7-Methoxycoumarin is used as a scent or aroma agent in perfumes, lotions, facial moisturizers, hand creams, hair conditioners, household aerosols, lip balms and baby oils. 7-Methoxycoumarin occurs naturally in many plants and foods and has been detected, but not quantified in, several different plants, such as barley, tarragons, roman camomiles, fruits, and wild celeries. This could make 7-methoxycoumarin a potential biomarker for the consumption of these foods.
CAS Number531-59-9
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.5 g/LALOGPS
logP1.88ALOGPS
logP1.63ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area35.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.01 m³·mol⁻¹ChemAxon
Polarizability17.43 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H8O3
IUPAC name7-methoxy-2H-chromen-2-one
InChI IdentifierInChI=1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3
InChI KeyLIIALPBMIOVAHH-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(C=CC(=O)O2)C=C1
Average Molecular Weight176.171
Monoisotopic Molecular Weight176.047344118
Classification
Description Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassNot Available
Direct ParentCoumarins and derivatives
Alternative Parents
Substituents
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004j-3900000000-17e44e05c8fe2491778a2015-03-01View Spectrum
GC-MSHerniarin, non-derivatized, GC-MS Spectrumsplash10-005a-5900000000-a51cb4413d70fe3ecdccSpectrum
GC-MSHerniarin, non-derivatized, GC-MS Spectrumsplash10-004i-2900000000-5b9073b915d724268702Spectrum
GC-MSHerniarin, non-derivatized, GC-MS Spectrumsplash10-005a-5900000000-a51cb4413d70fe3ecdccSpectrum
GC-MSHerniarin, non-derivatized, GC-MS Spectrumsplash10-004i-2900000000-5b9073b915d724268702Spectrum
Predicted GC-MSHerniarin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000t-0900000000-213046cadb13b2437780Spectrum
Predicted GC-MSHerniarin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-00e9-0900000000-4a3dcfd5346e0e2a65ca2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00e9-0900000000-e8134a5ce939ed3891102017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00e9-0900000000-e8134a5ce939ed3891102017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - , positivesplash10-00b9-2900000000-8975e7f06b2c1779fc872017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 12V, negativesplash10-03dl-5900000000-d235a93122ae0924491c2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 15V, negativesplash10-03ec-7900000000-a0be9b4582f5680772392020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 22V, negativesplash10-03ec-9800000000-fb88eaf46b524a0103672020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, negativesplash10-001i-4900000000-79f400e005b4b0abd2202020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, negativesplash10-000l-9800000000-defb1852c01d2e5c38732020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 40V, negativesplash10-0006-9600000000-0b4321e67197e681a6c62020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-9600000000-8662befff7041bc3c0192021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-9600000000-c8338c49921cebe4c8082021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-001i-5900000000-7d4b5b1155355c18e6802021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-004i-9100000000-a780bc6bc930a176af922021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-2a59cdf525e794c8bdd72021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-6233a6992d4f3e8c7c6a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-0b88e2f92a1ca7f4b51c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-9886d3e9db07e94c90082016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fis-3900000000-e49193208460a6f4cf592016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-b25d33bd5abcda83159d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-bc4c58f50f3e417616c42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zgi-2900000000-6b0a0a442b520d5079b62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-00ffe2c25b8beb0eeaa02021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-3ab745d21b37980c43612021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0059-7900000000-5a569237127af07c25c12021-09-23View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 22.53 MHz, CDCl3, experimental)Spectrum
ChemSpider ID10295
ChEMBL IDCHEMBL49732
KEGG Compound IDC09268
Pubchem Compound ID10748
Pubchem Substance IDNot Available
ChEBI ID5679
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29758
CRC / DFC (Dictionary of Food Compounds) IDBSX04-T:BNX60-Y
EAFUS IDNot Available
Dr. Duke IDHERNIARIN
BIGG IDNot Available
KNApSAcK IDC00002476
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID531-59-9
GoodScent IDrw1031831
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 / Bioactivities
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.