precursor

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

Identification

PhytoHub ID
PHUB001646
Name
Peonidin 3-O-(6''-malonyl-glucoside)
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
549.46
Monoisotopic Mass
549.123881905
Chemical Formula
C25H25O14
IUPAC Name
3-{[(2S,3R,4S,5R,6R)-6-{[(2-carboxyacetyl)oxy]methyl}-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-1lambda4-chromen-1-ylium
InChI Key
CKJPGRXYFVEMFF-WXOQYFMXSA-O
InChI Identifier
InChI=1S/C25H24O14/c1-35-16-4-10(2-3-13(16)27)24-17(7-12-14(28)5-11(26)6-15(12)37-24)38-25-23(34)22(33)21(32)18(39-25)9-36-20(31)8-19(29)30/h2-7,18,21-23,25,32-34H,8-9H2,1H3,(H3-,26,27,28,29,30)/p+1/t18-,21+,22+,23-,25-/m1/s1
SMILES
COC1=C(O)C=CC(=C1)C1=[O+]C2=C(C=C1O[C@@H]1O[C@H](COC(=O)CC(O)=O)[C@H](O)[C@H](O)[C@H]1O)C(O)=CC(O)=C2
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.58e-01 g/l
LogS (ALOGPS)
-3.21
LogP (ALOGPS)
1.97
Hydrogen Acceptors
13
Hydrogen Donors
7
Rotatable Bond Count
9
Polar Surface Area
225.80999999999997
Refractivity
136.23540000000003
Polarizability
51.94670875013297
Formal Charge
1
Physiological Charge
-2
pKa (strongest basic)
-3.6491030907183712
pKa (strongest acidic)
3.2947376378224624
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
["1,3-dicarbonyl compounds", "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", "Carboxylic acid esters", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monosaccharides", "O-glycosyl compounds", "Organic cations", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "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", "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", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Dicarboxylic acid or derivatives", "Ether", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(59.01275576,2.244550649);(87.00767038,3.494073438);(105.0182351,1.028786138);(123.0440559,1.139023111);(283.0600999,6.447992937);(285.0757499,5.781035537);(287.0914,1.598172089);(297.0393644,2.976591682);(299.0550145,7.352426994);(301.0706646,26.29723447);(303.0863146,2.849640025);(443.0972732,1.08094497);(445.1129233,2.383209463);(503.1184026,1.571322344);(513.1027525,2.658448713);(531.1133172,7.491373332);(549.1238819,4.341909886)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.00219107,2.090800869);(59.01275576,1.30512468);(68.99710569,1.09119693);(87.00767038,2.237404226);(121.0284058,0.7879986523);(123.0440559,3.690647545);(249.0604938,0.7321305185);(269.0444498,0.7917593927);(271.0600999,3.831462468);(273.0757499,8.82463461);(275.0914,2.480841443);(283.0600999,3.203945022);(285.0757499,4.851663653);(287.0550145,2.051189872);(297.0393644,1.255343485);(299.0550145,2.066039743);(301.0706646,25.66379769);(303.0863146,8.926134679);(503.1184026,1.199565232);(513.1027525,0.7184042661);(521.1289673,0.6874716457);(531.1133172,2.076537375)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.00219107,1.357060425);(43.01784114,0.824451478);(59.01275576,3.02991975);(61.02840582,0.6955043601);(87.00767038,2.467670456);(105.0182351,0.7066470299);(121.0284058,4.56212025);(123.0440559,8.838478342);(135.0440559,1.704093509);(137.0233204,5.105547299);(139.0389705,1.906465739);(149.0233204,1.26794883);(151.0389705,0.8934952229);(211.0389705,0.7661588472);(213.0546206,0.7293446787);(227.0338851,2.948134881);(229.0495352,2.521483421);(255.0287997,1.337554704);(257.0444498,0.6968426401);(259.0600999,2.315376275);(269.0444498,1.798492888);(271.0600999,2.489485282);(273.0757499,2.258892049);(283.0600999,4.489378035);(285.0393644,0.7465703379);(285.0757499,1.667494792);(297.0393644,1.079776099);(299.0550145,1.530058107);(301.0706646,7.539028178);(303.0863146,0.7127775622);(531.1133172,0.7132906782)

Food Sources

No food source information available

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

Back