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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:15:59 UTC
Update Date2022-03-07 02:56:41 UTC
HMDB IDHMDB0040691
Secondary Accession Numbers
  • HMDB40691
Metabolite Identification
Common Name3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol
Description3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make 3'-(1''-(3-methylbutanoyl))-angeloyl vaginidiol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol.
Structure
Data?1563863578
Synonyms
ValueSource
8-{2-[(3-methylbutanoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-H]chromen-9-yl (2Z)-2-methylbut-2-enoic acidHMDB
Chemical FormulaC24H28O7
Average Molecular Weight428.4749
Monoisotopic Molecular Weight428.18350325
IUPAC Name8-{2-[(3-methylbutanoyl)oxy]propan-2-yl}-2-oxo-2H,8H,9H-furo[2,3-h]chromen-9-yl (2Z)-2-methylbut-2-enoate
Traditional Name8-{2-[(3-methylbutanoyl)oxy]propan-2-yl}-2-oxo-8H,9H-furo[2,3-h]chromen-9-yl (2Z)-2-methylbut-2-enoate
CAS Registry Number143061-67-0
SMILES
C\C=C(\C)C(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)CC(C)C
InChI Identifier
InChI=1S/C24H28O7/c1-7-14(4)23(27)30-21-19-16(10-8-15-9-11-17(25)29-20(15)19)28-22(21)24(5,6)31-18(26)12-13(2)3/h7-11,13,21-22H,12H2,1-6H3/b14-7-
InChI KeyHQKAYCHMYMSSEQ-AUWJEWJLSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentAngular furanocoumarins
Alternative Parents
Substituents
  • Angular furanocoumarin
  • Benzopyran
  • 1-benzopyran
  • Coumaran
  • Alkyl aryl ether
  • Fatty acid ester
  • Pyranone
  • Dicarboxylic acid or derivatives
  • Pyran
  • Fatty acyl
  • Benzenoid
  • Heteroaromatic compound
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Ether
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point67 - 70 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0046 g/LALOGPS
logP4.79ALOGPS
logP4.9ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area88.13 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity114.31 m³·mol⁻¹ChemAxon
Polarizability45.42 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+202.19931661259
DarkChem[M-H]-193.37731661259
DeepCCS[M+H]+208.91530932474
DeepCCS[M-H]-206.5230932474
DeepCCS[M-2H]-239.40430932474
DeepCCS[M+Na]+214.82830932474
AllCCS[M+H]+202.132859911
AllCCS[M+H-H2O]+199.732859911
AllCCS[M+NH4]+204.232859911
AllCCS[M+Na]+204.832859911
AllCCS[M-H]-208.132859911
AllCCS[M+Na-2H]-208.532859911
AllCCS[M+HCOO]-209.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiolC\C=C(\C)C(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)CC(C)C4254.0Standard polar33892256
3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiolC\C=C(\C)C(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)CC(C)C2871.1Standard non polar33892256
3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiolC\C=C(\C)C(=O)OC1C(OC2=C1C1=C(C=C2)C=CC(=O)O1)C(C)(C)OC(=O)CC(C)C2957.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4u-9212000000-91224d3a83d1004bc54c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol , positive-QTOFsplash10-004i-0390000000-3cd61da1408a1292cbe02017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 10V, Positive-QTOFsplash10-004i-9227500000-e69aafe52f0fc28417e82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 20V, Positive-QTOFsplash10-055o-9001000000-209bf9fc018d55f369d02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 40V, Positive-QTOFsplash10-0a4i-9200000000-59175dd2e76253b663612017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 10V, Negative-QTOFsplash10-0fc0-7737900000-16323d3835b19cf127782017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 20V, Negative-QTOFsplash10-0zi3-9536100000-1dd2751ef7cb5ea83c052017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 40V, Negative-QTOFsplash10-0zgj-9320000000-bf1e69aef0d4c08a0b502017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 10V, Negative-QTOFsplash10-0udi-4900000000-016bd84a811bb68fd9e62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 20V, Negative-QTOFsplash10-0kai-9301100000-e7620cb558e6d588e2c02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 40V, Negative-QTOFsplash10-0a4i-9100000000-5f2342924015dfafa5462021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 10V, Positive-QTOFsplash10-004j-0095000000-14680a513de1816089752021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 20V, Positive-QTOFsplash10-004i-2294000000-25a2d00b05439512963e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3'-(1''-(3-Methylbutanoyl))-angeloyl vaginidiol 40V, Positive-QTOFsplash10-0a6v-7191000000-98297096402a6965c1bc2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB020493
KNApSAcK IDNot Available
Chemspider ID29814600
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound56776263
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .