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Showing Compound 6''-Malonyldaidzin (FDB021174)

Record Information
Version1.0
Creation date2010-04-08 22:15:31 UTC
Update date2019-11-26 03:20:00 UTC
Primary IDFDB021174
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name6''-Malonyldaidzin
Description6''-O-Malonyldaidzin 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. 6''-O-Malonyldaidzin is found, on average, in the highest concentration within a few different foods, such as soy beans (Glycine max), miso, and soy milk and in a lower concentration in tofu, soy yogurt, and other soy product. 6''-O-Malonyldaidzin has also been detected, but not quantified in, pulses and soy sauce. This could make 6''-O-malonyldaidzin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6''-O-Malonyldaidzin.
CAS Number124590-31-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
7,4'-Dihydroxyisoflavone 7-O-(6''-malonylglucoside)HMDB
Daidzin 6''-O-malonateHMDB
MalonyldaidzinHMDB
3-oxo-3-[(3,4,5-Trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoateGenerator
6''-Malonyldaidzinmanual
6''-O-Malonyldaidzindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP0.8ALOGPS
logP0.8ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area189.28 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity117.34 m³·mol⁻¹ChemAxon
Polarizability47.97 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC24H22O12
IUPAC name3-oxo-3-[(3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methoxy]propanoic acid
InChI IdentifierInChI=1S/C24H22O12/c25-12-3-1-11(2-4-12)15-9-33-16-7-13(5-6-14(16)20(15)29)35-24-23(32)22(31)21(30)17(36-24)10-34-19(28)8-18(26)27/h1-7,9,17,21-25,30-32H,8,10H2,(H,26,27)
InChI KeyMTXMHWSVSZKYBT-UHFFFAOYSA-N
Isomeric SMILESOC1C(O)C(COC(=O)CC(O)=O)OC(OC2=CC3=C(C=C2)C(=O)C(=CO3)C2=CC=C(O)C=C2)C1O
Average Molecular Weight502.428
Monoisotopic Molecular Weight502.111126148
Classification
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
  • Hexose monosaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Pyranone
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Furan
  • Lactone
  • Secondary alcohol
  • Polyol
  • Organoheterocyclic compound
  • Acetal
  • Oxacycle
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary alcohol
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 57.37%; H 4.41%; O 38.21%DFC
Melting PointMp 168°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D -45.2 (c, 0.2 in DMSO)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS6''-Malonyldaidzin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-9343400000-97477528988a81dddcffSpectrum
Predicted GC-MS6''-Malonyldaidzin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001i-8395067000-babebfebac0c789da6b5Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a4i-0090010000-a11afdaa1e673b20f8022021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a4i-0090010000-4900226133f36dd86f172021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0a4i-0090020000-78f15e1e6f485a45dff52021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-2082910000-5d560489e0332ad867c22015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1090100000-9154727af2df073b90582015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-3390000000-a0769aacd0f6181993252015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-9761640000-56dbcb2e7347bdee5f682015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-8491200000-fbb0fcfbee3bb5b4f3622015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-6590000000-dfccb2e26ccce06e6f5e2015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0390400000-f20abd9d2ecf6aeb1adb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-4092200000-c8a7f9ce4d380ac7490c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9040000000-7638fd9bf3ec0959fca82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090020000-8800a1caf291ecc178832021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0498100000-4010083b068d644ecb122021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8293200000-4db16cc25c264a7a3bf12021-09-22View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC16191
Pubchem Compound ID9913968
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID407
DrugBank IDNot Available
HMDB IDHMDB41263
CRC / DFC (Dictionary of Food Compounds) IDCMR01-H:NMS30-L
EAFUS IDNot Available
Dr. Duke IDMALONYLDAIDZIN|6"-O-MALONYLDAIDZIN
BIGG IDNot Available
KNApSAcK IDC00019384
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite ID407
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-oxidant22586 An agent that neutralizes free radicals, reducing oxidative stress and cell damage. Its biological role involves protecting cells from harm, and it has therapeutic applications in managing chronic diseases, such as cancer, diabetes, and neurodegenerative disorders, with key medical uses including anti-aging, anti-inflammatory, and cardio protective effects.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content ReferenceNot Available