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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:38:51 UTC
Update Date2022-03-07 02:52:41 UTC
HMDB IDHMDB0030755
Secondary Accession Numbers
  • HMDB30755
Metabolite Identification
Common NameMyrigalone E
DescriptionMyrigalone E belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, myrigalone e is considered to be a flavonoid. Based on a literature review very few articles have been published on Myrigalone E.
Structure
Data?1563862033
Synonyms
ValueSource
1-(2-Hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenyl-1-propanoneHMDB
2'-Hydroxy-4',6'-dimethoxy-3'-methyldihydrochalconeHMDB
Chemical FormulaC18H20O4
Average Molecular Weight300.349
Monoisotopic Molecular Weight300.136159128
IUPAC Name1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one
Traditional Name1-(2-hydroxy-4,6-dimethoxy-3-methylphenyl)-3-phenylpropan-1-one
CAS Registry Number65349-37-3
SMILES
COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C
InChI Identifier
InChI=1S/C18H20O4/c1-12-15(21-2)11-16(22-3)17(18(12)20)14(19)10-9-13-7-5-4-6-8-13/h4-8,11,20H,9-10H2,1-3H3
InChI KeyACLIVQJKNNTVHO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassLinear 1,3-diarylpropanoids
Sub ClassChalcones and dihydrochalcones
Direct Parent2'-Hydroxy-dihydrochalcones
Alternative Parents
Substituents
  • 2'-hydroxy-dihydrochalcone
  • Cinnamylphenol
  • Alkyl-phenylketone
  • Butyrophenone
  • Methoxyphenol
  • Dimethoxybenzene
  • M-dimethoxybenzene
  • Phenylketone
  • Anisole
  • Benzoyl
  • Phenoxy compound
  • O-cresol
  • Phenol ether
  • Aryl ketone
  • Aryl alkyl ketone
  • Methoxybenzene
  • Toluene
  • Phenol
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point146 - 147 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.17 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.031 g/LALOGPS
logP3.66ALOGPS
logP4.35ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)10.5ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity85.73 m³·mol⁻¹ChemAxon
Polarizability32.89 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]+172.99731661259
DarkChem[M-H]-169.91231661259
DeepCCS[M+H]+166.82630932474
DeepCCS[M-H]-164.46830932474
DeepCCS[M-2H]-197.6130932474
DeepCCS[M+Na]+172.9230932474
AllCCS[M+H]+172.032859911
AllCCS[M+H-H2O]+168.432859911
AllCCS[M+NH4]+175.432859911
AllCCS[M+Na]+176.332859911
AllCCS[M-H]-175.532859911
AllCCS[M+Na-2H]-175.332859911
AllCCS[M+HCOO]-175.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Myrigalone ECOC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C3401.8Standard polar33892256
Myrigalone ECOC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C2368.8Standard non polar33892256
Myrigalone ECOC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O)=C1C2502.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Myrigalone E,1TMS,isomer #1COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C)=C1C2452.3Semi standard non polar33892256
Myrigalone E,1TBDMS,isomer #1COC1=CC(OC)=C(C(=O)CCC2=CC=CC=C2)C(O[Si](C)(C)C(C)(C)C)=C1C2694.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Myrigalone E GC-MS (Non-derivatized) - 70eV, Positivesplash10-052g-5940000000-de3777325f2b14af83102017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myrigalone E GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-9457000000-4149d4e9f28ede44c3872017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Myrigalone E 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 - Myrigalone E 10V, Positive-QTOFsplash10-0udi-0349000000-96fbe65550d741e7e4892016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 20V, Positive-QTOFsplash10-0002-2931000000-54c034e0576a435902ef2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 40V, Positive-QTOFsplash10-0173-2900000000-a92ff53e7a50590163a62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 10V, Negative-QTOFsplash10-0002-0290000000-c23a5ae06d8d9a5ba4b72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 20V, Negative-QTOFsplash10-0fsj-0950000000-a8a0693a19955db5de782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 40V, Negative-QTOFsplash10-0zfu-6930000000-1f37993b617c08640ada2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 10V, Negative-QTOFsplash10-0002-0190000000-5ef36ab8919c2717df0e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 20V, Negative-QTOFsplash10-0002-1890000000-66d1dc8d50e83adfe8ed2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 40V, Negative-QTOFsplash10-004i-8920000000-48b15ccca747ff854ef02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 10V, Positive-QTOFsplash10-0udi-0109000000-fa25850abc48e09621162021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 20V, Positive-QTOFsplash10-05mn-2901000000-81028c5d55ad998c7f562021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Myrigalone E 40V, Positive-QTOFsplash10-0a4i-4900000000-35de8f73d8fd332da0d32021-09-25Wishart 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 IDFDB002687
KNApSAcK IDC00007995
Chemspider ID10229959
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15747330
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1822491
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
Myrigalone E → 6-[3,5-dimethoxy-2-methyl-6-(3-phenylpropanoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails