Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:01:24 UTC
Update Date2022-03-07 02:53:39 UTC
HMDB IDHMDB0033309
Secondary Accession Numbers
  • HMDB33309
Metabolite Identification
Common NameMoracin F
DescriptionMoracin F belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Moracin F has been detected, but not quantified in, fruits. This could make moracin F a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Moracin F.
Structure
Data?1563862385
Synonyms
ValueSource
2-(3,5-Dihydroxyphenyl)-5,6-dimethoxybenzofuranHMDB
Chemical FormulaC16H14O5
Average Molecular Weight286.2794
Monoisotopic Molecular Weight286.084123558
IUPAC Name5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
Traditional Name5-(5,6-dimethoxy-1-benzofuran-2-yl)benzene-1,3-diol
CAS Registry Number73338-85-9
SMILES
COC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C1
InChI Identifier
InChI=1S/C16H14O5/c1-19-15-6-10-5-13(21-14(10)8-16(15)20-2)9-3-11(17)7-12(18)4-9/h3-8,17-18H,1-2H3
InChI KeyMQRQKQBOYQLFAI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
  • 2-phenylbenzofuran
  • Phenylbenzofuran
  • Benzofuran
  • Resorcinol
  • Anisole
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • 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 Solubility0.14 g/LALOGPS
logP3.28ALOGPS
logP2.78ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)8.82ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.06 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity76.8 m³·mol⁻¹ChemAxon
Polarizability30.25 ųChemAxon
Number of Rings3ChemAxon
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]+169.53631661259
DarkChem[M-H]-170.97831661259
DeepCCS[M+H]+170.31630932474
DeepCCS[M-H]-167.95830932474
DeepCCS[M-2H]-200.84530932474
DeepCCS[M+Na]+176.40930932474
AllCCS[M+H]+165.132859911
AllCCS[M+H-H2O]+161.332859911
AllCCS[M+NH4]+168.632859911
AllCCS[M+Na]+169.732859911
AllCCS[M-H]-167.132859911
AllCCS[M+Na-2H]-166.332859911
AllCCS[M+HCOO]-165.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Moracin FCOC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C14832.4Standard polar33892256
Moracin FCOC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C12727.3Standard non polar33892256
Moracin FCOC1=C(OC)C=C2C=C(OC2=C1)C1=CC(O)=CC(O)=C12935.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Moracin F,1TMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC(O)=CC(O[Si](C)(C)C)=C1)=C22842.2Semi standard non polar33892256
Moracin F,2TMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1)=C22857.1Semi standard non polar33892256
Moracin F,1TBDMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C23135.7Semi standard non polar33892256
Moracin F,2TBDMS,isomer #1COC1=CC2=C(C=C1OC)OC(C1=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1)=C23369.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Moracin F GC-MS (Non-derivatized) - 70eV, Positivesplash10-059f-0190000000-0aa3af6d3290f6023ae72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Moracin F GC-MS (2 TMS) - 70eV, Positivesplash10-01b9-5009800000-e0ffb6fdbea610d072502017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Moracin F GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Moracin F 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 - Moracin F 10V, Positive-QTOFsplash10-000i-0090000000-18b37a1e06c9452ae45e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 20V, Positive-QTOFsplash10-000i-0090000000-c9716a6cb3c8269a396a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 40V, Positive-QTOFsplash10-0ktr-0090000000-f2c90679e5440aa60b092016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 10V, Negative-QTOFsplash10-000i-0090000000-6eeb5a91d346cffddb0f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 20V, Negative-QTOFsplash10-000i-0090000000-a23704ae7bfe245cf2972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 40V, Negative-QTOFsplash10-056s-2490000000-e0cc31987b8ab5754edd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 10V, Positive-QTOFsplash10-000i-0090000000-b239d41c6032c85540b22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 20V, Positive-QTOFsplash10-000i-0090000000-52f2b1258c0c9d7f488f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 40V, Positive-QTOFsplash10-0ufr-0190000000-367a0d5d8da90072eec32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 10V, Negative-QTOFsplash10-000i-0090000000-14912e1703be5edd027d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 20V, Negative-QTOFsplash10-000i-0090000000-026a261c401249ce9f412021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moracin F 40V, Negative-QTOFsplash10-0w4u-2790000000-0efeff8909bfb3a985bc2021-09-25Wishart 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 IDFDB011333
KNApSAcK IDC00051639
Chemspider ID4478095
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5319889
PDB IDNot Available
ChEBI ID174727
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:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
Moracin F → 6-[3-(5,6-dimethoxy-1-benzofuran-2-yl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails