precursor

Showing entry for Malvidin 3-O-galactoside

Identification

PhytoHub ID
PHUB001632
Name
Malvidin 3-O-galactoside
Systematic Name
Not Available
Synonyms
  • (2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxym
  • 3,4',5,7-Tetrahydroxy-3',5'-dimethoxyflavylium(1+); 3-O-β-D-Galactopyranoside
  • Malvidin 3-galactoside
  • Primulin
  • Uliginosin
CAS Number
30113-37-2
Average Mass
493.44
Monoisotopic Mass
493.134052665
Chemical Formula
C23H25O12
IUPAC Name
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium
InChI Key
PXUQTDZNOHRWLI-XSEKTIEYSA-O
InChI Identifier
InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19+,20+,21-,23-/m1/s1
SMILES
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.70e-01 g/l
LogS (ALOGPS)
-3.16
LogP (ALOGPS)
1.30
Hydrogen Acceptors
12
Hydrogen Donors
7
Rotatable Bond Count
6
Polar Surface Area
191.67
Refractivity
127.20299999999999
Polarizability
47.94873984493222
Formal Charge
1
Physiological Charge
-1
pKa (strongest basic)
-2.9810923799280262
pKa (strongest acidic)
6.3829279988198975
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Anthocyanins

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Anthocyanidin-3-O-glycosides
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-O-methylated flavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Anthocyanidins", "Dimethoxybenzenes", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Methoxyphenols", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Dimethoxybenzene", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "M-dimethoxybenzene", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Primary alcohol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(163.0600999,1.757992359);(313.0706646,8.737731492);(315.0863146,8.181443138);(317.1019647,2.301684409);(329.0655792,9.087706179);(331.0812292,31.92850607);(333.0968793,3.38278228);(475.123488,8.08381918);(493.1340527,8.165548421)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(123.0440559,1.691256643);(145.0495352,1.629524538);(153.0546206,2.690368062);(163.0600999,1.954973462);(299.0550145,1.834433954);(301.0706646,6.557264687);(303.0863146,11.97882687);(305.1019647,3.015498936);(313.0706646,3.676183529);(315.0863146,6.223576247);(317.0655792,2.680671178);(329.0655792,2.041737646);(331.0812292,24.92524192);(333.0968793,8.238411241);(475.123488,2.239993571)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(43.01784114,1.234212285);(51.02292652,0.7819422817);(55.01784114,1.468291037);(87.00767038,0.8331977269);(93.0334912,0.749068541);(121.0284058,5.805831548);(123.0440559,6.331320378);(137.0233204,4.47054717);(139.0389705,1.971371943);(145.0495352,0.9725979618);(147.0651853,0.8745685209);(153.0546206,4.899871121);(163.0600999,0.7449391279);(165.0546206,1.840080447);(179.0338851,1.912402128);(181.0495352,0.9453456509);(241.0495352,1.444303289);(243.0651853,1.262850746);(247.0600999,0.8292644808);(257.0444498,4.707611456);(259.0600999,5.798564167);(289.0706646,1.182173607);(299.0550145,1.477017726);(301.0706646,2.96578322);(303.0863146,2.097593127);(313.0706646,5.044037046);(315.0499291,0.9136312368);(315.0863146,2.224939204);(317.0655792,1.035889511);(329.0655792,0.9429133755);(331.0812292,4.831179153)

Food Sources

NameGroup
BlueberryFruit, Berries PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Malvidin 3-O-galactoside Malvidin 3-O-galactosidehumanplasma, urineunchanged1h-3h<20 nmol/L<1%C23H25O12493.134052665 Detailed Intervention Studies Publications
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