precursor

Showing entry for Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside)

Identification

PhytoHub ID
PHUB001602
Name
Cyanidin 3-O-(6''-malonyl-3''-glucosyl-glucoside)
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
697.574
Monoisotopic Mass
697.161055263
Chemical Formula
C30H33O19
IUPAC Name
3-{[(2S,3S,4S,5R,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,5-dihydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium
InChI Key
RLENKWQMUNAYFI-YSNKQLGASA-O
InChI Identifier
InChI=1S/C30H32O19/c31-8-18-22(39)24(41)25(42)29(47-18)49-28-23(40)19(9-44-21(38)7-20(36)37)48-30(26(28)43)46-17-6-12-14(34)4-11(32)5-16(12)45-27(17)10-1-2-13(33)15(35)3-10/h1-6,18-19,22-26,28-31,39-43H,7-9H2,(H4-,32,33,34,35,36,37)/p+1/t18-,19-,22+,23-,24+,25-,26+,28+,29+,30-/m1/s1
SMILES
OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](COC(=O)CC(O)=O)O[C@@H](OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC=C(O)C(O)=C3)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.30e+00 g/l
LogS (ALOGPS)
-2.75
LogP (ALOGPS)
0.83
Hydrogen Acceptors
18
Hydrogen Donors
11
Rotatable Bond Count
11
Polar Surface Area
315.96
Refractivity
164.16640000000004
Polarizability
65.43803038504247
Formal Charge
1
Physiological Charge
-2
pKa (strongest basic)
-3.6786216345400935
pKa (strongest acidic)
3.232713206752682
Number of Rings
5
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
["1,3-dicarbonyl compounds", "1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Anthocyanidins", "Benzene and substituted derivatives", "Carboxylic acid esters", "Carboxylic acids", "Catechols", "Dicarboxylic acids and derivatives", "Disaccharides", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic cations", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1,3-dicarbonyl compound", "1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Dicarboxylic acid or derivatives", "Disaccharide", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic cation", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Primary alcohol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(59.01275576,1.588805341);(68.99710569,0.7107748451);(87.00767038,2.8114983);(105.0182351,0.8948073776);(109.0284058,0.7982843544);(163.0600999,0.7488838863);(269.0444498,4.973942521);(271.0600999,4.640882394);(273.0757499,1.429564062);(285.0393644,6.130189619);(287.0550145,22.98430072);(289.0706646,2.582367368);(433.1129233,0.7476117675);(515.0820171,1.106824471);(517.0976672,3.952626596);(519.1133172,2.766180645);(533.0925818,1.588877297);(535.1082318,5.301453381);(537.1238819,0.7308960174);(593.1500966,1.509005232);(651.155576,0.885442419);(661.1399259,2.265877863);(679.1504906,7.147049098);(697.1610553,2.207048535)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.00219107,1.411418939);(59.01275576,0.8931476023);(87.00767038,2.346548782);(109.0284058,1.64366094);(123.0440559,1.302354907);(163.0600999,0.8851108001);(249.0604938,1.16168432);(257.0444498,2.492319753);(259.0600999,5.47892516);(261.0757499,1.274199294);(269.0444498,2.271150644);(271.0600999,4.447034895);(285.0393644,2.159828499);(287.0550145,25.31403945);(289.0706646,10.15641052);(431.0972732,2.015935514);(449.1078379,0.8412294841);(489.1027525,1.41938217);(491.1184026,1.741035699);(517.0976672,1.670203121);(519.1133172,2.693363518);(535.1082318,3.074499407);(537.1238819,1.341853794);(679.1504906,2.248510846)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.00219107,1.078115262);(43.01784114,0.9628765744);(59.01275576,1.294059647);(87.00767038,2.270596441);(103.0389705,0.775583343);(105.0182351,0.7236688844);(109.0284058,3.149123083);(121.0284058,4.29469682);(123.0440559,6.797247957);(135.0076704,0.5629247157);(137.0233204,3.121643231);(139.0389705,0.8993550032);(145.0495352,0.8165876545);(211.0389705,0.7719732178);(213.0546206,0.642726933);(227.0338851,1.771237314);(229.0495352,1.474690961);(247.0448437,0.6465938129);(249.0604938,2.622799335);(257.0444498,1.185224716);(259.0600999,2.628034858);(269.0444498,4.036464258);(271.0600999,2.503103286);(273.0757499,0.9178150111);(285.0393644,4.295456709);(287.0550145,18.45850184);(289.0706646,2.563674965);(431.0972732,0.7423785587);(519.1133172,0.7337550768);(635.1242758,0.7455109598);(679.1504906,0.8599315355)

Food Sources

NameGroup
OnionVegetables, Onion-family PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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