precursor

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

Identification

PhytoHub ID
PHUB001600
Name
Cyanidin 3-O-(6''-caffeoyl-glucoside)
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
611.531
Monoisotopic Mass
611.13953197
Chemical Formula
C30H27O14
IUPAC Name
2-(3,4-dihydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-6-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-5,7-dihydroxy-1lambda4-chromen-1-ylium
InChI Key
RTVUMLBJQCCROY-SHPGVJHPSA-O
InChI Identifier
InChI=1S/C30H26O14/c31-15-9-19(34)16-11-23(29(42-22(16)10-15)14-3-5-18(33)21(36)8-14)43-30-28(40)27(39)26(38)24(44-30)12-41-25(37)6-2-13-1-4-17(32)20(35)7-13/h1-11,24,26-28,30,38-40H,12H2,(H5-,31,32,33,34,35,36,37)/p+1/t24-,26-,27+,28-,30-/m1/s1
SMILES
O[C@@H]1[C@@H](COC(=O)\C=C\C2=CC(O)=C(O)C=C2)O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O)[C@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
9.49e-02 g/l
LogS (ALOGPS)
-3.83
LogP (ALOGPS)
3.05
Hydrogen Acceptors
13
Hydrogen Donors
9
Rotatable Bond Count
8
Polar Surface Area
239.96999999999997
Refractivity
159.78700000000003
Polarizability
59.30501085958572
Formal Charge
1
Physiological Charge
-1
pKa (strongest basic)
-3.678969695794637
pKa (strongest acidic)
6.387673339629411
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-6-p-coumaroyl glycosides
Alternative Parent Names
["1-benzopyrans", "1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Anthocyanidin-3-O-glycosides", "Anthocyanidins", "Carbonyl compounds", "Catechols", "Cinnamic acid esters", "Coumaric acids and derivatives", "Enoate esters", "Fatty acid esters", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Monosaccharides", "O-glycosyl compounds", "Organic cations", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Secondary alcohols", "Styrenes"]
External Descriptor Annotations
["Anthocyanidins and anthocyanins", "anthocyanidin glycoside"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alpha,beta-unsaturated carboxylic ester", "Anthocyanidin", "Anthocyanidin 3-o-6-p-coumaroyl-glycoside", "Anthocyanidin-3-o-glycoside", "Anthocyanin", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Hydroxyflavonoid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic cation", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Secondary alcohol", "Styrene"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(121.0284058,2.753583059);(163.0389705,4.046314719);(181.0495352,1.032769178);(269.0444498,6.701609346);(271.0600999,6.139447976);(273.0757499,1.926272887);(285.0393644,7.700767682);(287.0550145,27.90244434);(289.0706646,3.113017807);(429.0816232,0.9926122482);(431.0972732,2.204760878);(433.1129233,3.483448133);(435.1285734,1.18761226);(449.1078379,0.871801624);(593.1289673,6.153752188);(611.139532,4.506059746)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(109.0284058,2.102729864);(121.0284058,4.204185522);(123.0440559,2.756248856);(135.0440559,1.775314568);(163.0389705,2.967527347);(257.0444498,3.881630288);(259.0600999,9.542044162);(261.0757499,2.069258714);(269.0444498,3.121064925);(271.0600999,5.620085022);(285.0393644,2.245672996);(287.0550145,26.29196414);(289.0706646,9.339649158);(581.1289673,1.19116263);(583.1446173,1.097564627);(593.1289673,2.078832879)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(65.03857658,1.011817094);(69.0334912,0.6309065997);(93.0334912,0.9372274298);(109.0284058,3.591087211);(121.0284058,9.893673916);(123.0440559,8.349833588);(133.0284058,0.6286330054);(135.0076704,0.8736046327);(135.0440559,1.397634039);(137.0233204,4.271916385);(139.0389705,1.501544189);(147.0651853,0.7674972899);(161.0233204,0.6305747606);(163.0389705,1.574996257);(211.0389705,0.8585543253);(213.0546206,0.7148123478);(227.0338851,2.554187343);(229.0495352,2.739783406);(231.0651853,0.6567759361);(245.0444498,0.9518944695);(255.0287997,0.7027018598);(257.0444498,1.473430277);(259.0600999,4.421597431);(269.0444498,4.526058117);(271.0600999,1.951648494);(273.0757499,1.02206889);(285.0393644,1.78999409);(287.0550145,10.16346651);(289.0706646,0.8989768112);(551.1184026,0.6986779602);(593.1289673,1.010417074)

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

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