PhytoHub: Showing entry for Cyanidin 3-O-sophoroside

Cyanidin 3-O-sophoroside

Identification

PhytoHub ID

PHUB001609

Name

Cyanidin 3-O-sophoroside

Systematic Name

Not Available

Synonyms

Cyanidin 3-glycosides; Disaccharides, 3-O-[β-D-Glucopyranosyl-(1→2)-β-D-glucopyranoside]
Cyanidin 3-sophoroside

CAS Number

Not Available

Average Mass

611.528

Monoisotopic Mass

611.160661338

Chemical Formula

C₂₇H₃₁O₁₆

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,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

SXYMMDGPXYVCER-WGNLCONDSA-O

InChI Identifier

InChI=1S/C27H30O16/c28-7-17-19(34)21(36)23(38)26(41-17)43-25-22(37)20(35)18(8-29)42-27(25)40-16-6-11-13(32)4-10(30)5-15(11)39-24(16)9-1-2-12(31)14(33)3-9/h1-6,17-23,25-29,34-38H,7-8H2,(H3-,30,31,32,33)/p+1/t17-,18-,19-,20-,21+,22+,23-,25-,26+,27-/m1/s1

SMILES

OC[C@H]1O[C@@H](O[C@H]2[C@H](OC3=CC4=C(O)C=C(O)C=C4[O+]=C3C3=CC(O)=C(O)C=C3)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.91e+00 g/l
LogS (ALOGPS): -2.53
LogP (ALOGPS): 0.09
Hydrogen Acceptors: 16
Hydrogen Donors: 11
Rotatable Bond Count: 7
Polar Surface Area: 272.59
Refractivity: 148.67080000000004
Polarizability: 57.63151959844153
Formal Charge: 1
Physiological Charge: -1
pKa (strongest basic): -3.64869226480195
pKa (strongest acidic): 6.388326655813533
Number of Rings: 5
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

No external links

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'-hydroxyflavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Anthocyanidins", "Benzene and substituted derivatives", "Catechols", "Disaccharides", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic cations", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations: ["Anthocyanidins", "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", "Anthocyanidin", "Anthocyanidin-3-o-glycoside", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Catechol", "Disaccharide", "Flavonoid-3-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic cation", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Polyol", "Primary alcohol", "Secondary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(163.0600999,2.302461335);(269.0444498,6.708354503);(271.0600999,6.423520345);(285.0393644,7.346158223);(287.0550145,25.72781822);(289.0706646,3.104145541);(431.0972732,3.073190508);(433.1129233,5.80560455);(447.0921878,2.319819294);(449.1078379,8.157117176);(593.1500966,6.86311518);(611.1606613,2.934694831)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(109.0284058,1.810069135);(163.0600999,2.83173821);(257.0444498,2.963982101);(259.0600999,6.225062335);(269.0444498,2.559879933);(271.0600999,5.236413445);(285.0393644,2.35189602);(287.0550145,30.44179452);(289.0706646,12.63429744);(431.0972732,1.680017752);(433.1129233,3.555210905);(449.1078379,3.959321129);(451.123488,1.721262563);(593.1500966,2.646535833)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01784114,0.7024147643);(87.00767038,0.6500314371);(103.0389705,0.9153892296);(109.0284058,3.021049721);(121.0284058,5.290621873);(123.0440559,7.113414295);(135.0076704,0.6215040854);(137.0233204,3.439621133);(139.0389705,1.103116333);(145.0495352,0.7587865766);(147.0651853,0.7100924346);(161.0444498,1.120326989);(163.0600999,5.102007615);(179.0550145,0.7788934041);(211.0389705,0.6938195168);(227.0338851,1.942649294);(229.0495352,1.882326127);(257.0444498,1.227647673);(259.0600999,2.935689978);(269.0444498,4.650932321);(271.0600999,3.166812424);(273.0757499,1.318592906);(285.0393644,4.240202849);(287.0550145,18.5951522);(289.0706646,2.859348959);(431.0972732,0.7270254272);(433.1129233,0.7521821854);(523.1446173,0.6821315579);(551.139532,0.6507348346);(581.1500966,0.6328625427);(593.1500966,1.083828367)

Food Sources

	Name	Group
	Red raspberry	Fruit, Berries	Publications	Show
	Redcurrant	Fruit, Berries	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Cyanidin 3-O-sophoroside		Cyanidin 3-O-sophoroside	human	plasma, urine	unchanged	No data	No data	<1%	C₂₇H₃₁O₁₆	611.160661338		Publications

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Age	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Bmi	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Ethnicity	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Genotype	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Health_status	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Microbiota	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Sex	Not studied
Cyanidin 3-O-sophoroside	Cyanidin 3-O-sophoroside	Smoking	Not studied

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Showing entry for Cyanidin 3-O-sophoroside