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Showing Compound Malvidin (FDB002713)

Record Information
Version1.0
Creation date2010-04-08 22:05:29 UTC
Update date2020-02-24 19:11:08 UTC
Primary IDFDB002713
Secondary Accession Numbers
  • FDB017214
Chemical Information
FooDB NameMalvidin
DescriptionOccurs free and as glycosides in a wide variety of foodstuffs especies blueberries, raspberries and red wine. Apparently present as free aglycone in Lathyrus sativus (chickling pea) Malvidin is an anthocyanidin. As a primary plant pigment, its glycosides are highly abundant in nature. It is primarily responsible for the color of red wine, Vitis vinifera being one of its sources. Malvidin is a biomarker for the consumption of blueberries . Malvidin is found in many foods, some of which are fruits, pulses, highbush blueberry, and common grape.
CAS Number643-84-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3',5'-Dimethoxy-3,4',5,7-tetrahydroxyflavylium acid anionChEBI
Malvidin chlorideKegg
3,4',5,7-Tetrahydroxy-3',5'-dimethoxy-flavylium chlorideHMDB
3,4',5,7-Tetrahydroxy-3',5'-dimethoxyflavylium chlorideHMDB
3,5,7-Trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1-benzopyrilium(1+), 9CIdb_source
3',5'-Dimethyldelphinidindb_source
Denidindb_source
Enidindb_source
Malvidindb_source
Malvidoldb_source
Malvinidindb_source
Oenidindb_source
Primulidindb_source
Syringidindb_source
Syringidin chlorideHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.023 g/LALOGPS
logP1.98ALOGPS
logP2.83ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)5.99ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.52 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity95.06 m³·mol⁻¹ChemAxon
Polarizability33.09 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC17H15O7
IUPAC name3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-1lambda4-chromen-1-ylium
InChI IdentifierInChI=1S/C17H14O7/c1-22-14-3-8(4-15(23-2)16(14)21)17-12(20)7-10-11(19)5-9(18)6-13(10)24-17/h3-7H,1-2H3,(H3-,18,19,20,21)/p+1
InChI KeyKZMACGJDUUWFCH-UHFFFAOYSA-O
Isomeric SMILESCOC1=CC(=CC(OC)=C1O)C1=C(O)C=C2C(O)=CC(O)=CC2=[O+]1
Average Molecular Weight331.2968
Monoisotopic Molecular Weight331.081777834
Classification
Description Belongs to the class of organic compounds known as 3'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3' atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent3'-O-methylated flavonoids
Alternative Parents
Substituents
  • 3p-methoxyflavonoid-skeleton
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Anthocyanidin
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Benzopyran
  • 1-benzopyran
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 61.63%; H 4.56%; O 33.80%DFC
Melting Point>300 oC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMalvidin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-0829000000-24304228e492311b8e45Spectrum
Predicted GC-MSMalvidin, TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udj-2133095000-bf7b2e963dbb6ffddce0Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 23V, positivesplash10-015a-0089000000-22ccf9b2a85e42312c622020-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT 23V, positivesplash10-014j-0096000000-498d111a0036d3455fd52020-07-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0009000000-e42af2eecba202ac1e212016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0009000000-bfc7a20ebdce00c01d442016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-1935000000-fbf90d73b99d0d0a37422016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-bde50ef648e0e98b80882016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0009000000-511d9f4f98ba1b35ad942016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-5933000000-a23e3ce7963f2c0aede82016-08-03View Spectrum
NMRNot Available
ChemSpider ID62718
ChEMBL IDCHEMBL592005
KEGG Compound IDC08716
Pubchem Compound ID69512
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer ID7
DrugBank IDNot Available
HMDB IDHMDB03201
CRC / DFC (Dictionary of Food Compounds) IDCNF63-A:CNF63-A
EAFUS IDNot Available
Dr. Duke IDMALVIDIN
BIGG IDNot Available
KNApSAcK IDC00020647
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDMalvidin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-fertilityAn agent that inhibits reproduction, playing a biological role in population control. Therapeutically, it's used as a contraceptive, with key medical applications in family planning and birth control, preventing unwanted pregnancies and managing reproductive health.DUKE
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
Anti periodontalAn agent that prevents or treats gum disease, reducing inflammation and infection in the gums and supporting tissues of the teeth, commonly used in managing periodontitis and promoting oral health.DUKE
Anti-plaqueAn agent that removes or prevents the formation of dental plaque, a biofilm of bacteria, to prevent tooth decay and gum disease, commonly used in oral care products and therapeutic applications for periodontal health.DUKE
Pigment26130 A biological coloring agent, playing a role in skin and eye protection. Therapeutically, pigments are used in photodynamic therapy and skin camouflage. Medically, they are used to treat conditions like vitiligo, albinism, and skin discoloration, as well as in diagnostic imaging and wound healing applications.DUKE
ProoxidantAn agent that induces oxidative stress by generating reactive oxygen species (ROS) or inhibiting antioxidant systems, playing a role in cell damage and disease progression. Therapeutically, prooxidants have applications in cancer treatment, as they can selectively kill cancer cells. Key medical uses include cancer therapy and antimicrobial treatments.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— U.S. Department of Agriculture, Agricultural Research Service. 2008. USDA National Nutrient Database for Standard Reference, Release 21. Nutrient Data Laboratory Home Page.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.