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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 - Experimental
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
antioxidant22586 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).