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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:25:17 UTC
Update Date2022-03-07 02:56:03 UTC
HMDB IDHMDB0039068
Secondary Accession Numbers
  • HMDB39068
Metabolite Identification
Common Name(R)-Byakangelicinn 2'-(3-methylbutanoate)
Description(R)-Byakangelicinn 2'-(3-methylbutanoate) belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group (R)-Byakangelicinn 2'-(3-methylbutanoate) 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 (R)-byakangelicinn 2'-(3-methylbutanoate) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-Byakangelicinn 2'-(3-methylbutanoate).
Structure
Data?1563863307
Synonyms
ValueSource
(R)-Byakangelicinn 2'-(3-methylbutanoic acid)Generator
3-Hydroxy-1-({4-methoxy-7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl 3-methylbutanoic acidGenerator
Chemical FormulaC22H26O8
Average Molecular Weight418.437
Monoisotopic Molecular Weight418.162767808
IUPAC Name3-hydroxy-1-({4-methoxy-7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl 3-methylbutanoate
Traditional Name3-hydroxy-1-({4-methoxy-7-oxofuro[3,2-g]chromen-9-yl}oxy)-3-methylbutan-2-yl 3-methylbutanoate
CAS Registry NumberNot Available
SMILES
COC1=C2C=CC(=O)OC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O)C2=C1C=CO2
InChI Identifier
InChI=1S/C22H26O8/c1-12(2)10-17(24)29-15(22(3,4)25)11-28-21-19-14(8-9-27-19)18(26-5)13-6-7-16(23)30-20(13)21/h6-9,12,15,25H,10-11H2,1-5H3
InChI KeyBMKRDVAEOSDNPJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct Parent5-methoxypsoralens
Alternative Parents
Substituents
  • 5-methoxypsoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Fatty acid ester
  • Fatty acyl
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Tertiary alcohol
  • Furan
  • Carboxylic acid ester
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Ether
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.039 g/LALOGPS
logP3.53ALOGPS
logP2.88ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)14.23ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area104.43 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity107.56 m³·mol⁻¹ChemAxon
Polarizability43.29 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]+193.48531661259
DarkChem[M-H]-195.61231661259
DeepCCS[M+H]+195.38130932474
DeepCCS[M-H]-193.02330932474
DeepCCS[M-2H]-227.02730932474
DeepCCS[M+Na]+202.1630932474
AllCCS[M+H]+197.332859911
AllCCS[M+H-H2O]+194.932859911
AllCCS[M+NH4]+199.532859911
AllCCS[M+Na]+200.132859911
AllCCS[M-H]-202.232859911
AllCCS[M+Na-2H]-202.632859911
AllCCS[M+HCOO]-203.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(R)-Byakangelicinn 2'-(3-methylbutanoate)COC1=C2C=CC(=O)OC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O)C2=C1C=CO24074.0Standard polar33892256
(R)-Byakangelicinn 2'-(3-methylbutanoate)COC1=C2C=CC(=O)OC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O)C2=C1C=CO22944.4Standard non polar33892256
(R)-Byakangelicinn 2'-(3-methylbutanoate)COC1=C2C=CC(=O)OC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O)C2=C1C=CO23079.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(R)-Byakangelicinn 2'-(3-methylbutanoate),1TMS,isomer #1COC1=C2C=COC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O[Si](C)(C)C)C2=C1C=CC(=O)O23108.9Semi standard non polar33892256
(R)-Byakangelicinn 2'-(3-methylbutanoate),1TBDMS,isomer #1COC1=C2C=COC2=C(OCC(OC(=O)CC(C)C)C(C)(C)O[Si](C)(C)C(C)(C)C)C2=C1C=CC(=O)O23353.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9011100000-2ecc11de4087c73c9cf72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) GC-MS (1 TMS) - 70eV, Positivesplash10-053r-9411100000-a72cac9721cc28f5ab162017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 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 - (R)-Byakangelicinn 2'-(3-methylbutanoate) 10V, Positive-QTOFsplash10-014r-5025900000-1afb01587e18cc6b547b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 20V, Positive-QTOFsplash10-00ko-9113100000-35b102247b13dba81b1e2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 40V, Positive-QTOFsplash10-015c-8192000000-271f69db21acfd974ae52016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 10V, Negative-QTOFsplash10-0159-3368900000-4d44d12315d7ca4b57e92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 20V, Negative-QTOFsplash10-001i-1292000000-1f41810d84260cfb56992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 40V, Negative-QTOFsplash10-01q0-4690000000-4c8a1f486fae49e2c8db2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 10V, Negative-QTOFsplash10-014i-0104900000-a3a127daf1ecdd2a39412021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 20V, Negative-QTOFsplash10-0f8a-9571000000-8c71c7e44e989bb62ba82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 40V, Negative-QTOFsplash10-03di-3090000000-6c92925a43b32c0708c82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 10V, Positive-QTOFsplash10-00lr-0096000000-ea800e4153294fe1e38e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 20V, Positive-QTOFsplash10-000x-9040000000-f158d500be53bcd5a1062021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-Byakangelicinn 2'-(3-methylbutanoate) 40V, Positive-QTOFsplash10-000x-9062000000-3e5ad44e798a1be052b32021-09-24Wishart 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 IDFDB018567
KNApSAcK IDNot Available
Chemspider ID35014737
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53495985
PDB IDNot Available
ChEBI ID168843
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.. .

Enzymes

General function:
Lipid transport and metabolism
Specific function:
Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:
CES1
Uniprot ID:
P23141
Molecular weight:
62520.62
Reactions
(R)-Byakangelicinn 2'-(3-methylbutanoate) → Mukurozidioldetails