PhytoHub: Showing entry for Cyanidin 3-O-sambubioside

Cyanidin 3-O-sambubioside

Identification

PhytoHub ID

PHUB001607

Name

Cyanidin 3-O-sambubioside

Systematic Name

Not Available

Synonyms

cyanidin 3-O-β-D-sambubioside
Cyanidin 3-sambubioside

CAS Number

33012-73-6

Average Mass

581.502

Monoisotopic Mass

581.150096654

Chemical Formula

C₂₆H₂₉O₁₅

IUPAC Name

3-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1lambda4-chromen-1-ylium

InChI Key

ZPPQIOUITZSYAO-AOBOYTTNSA-O

InChI Identifier

InChI=1S/C26H28O15/c27-7-18-20(34)21(35)24(41-25-22(36)19(33)15(32)8-37-25)26(40-18)39-17-6-11-13(30)4-10(28)5-16(11)38-23(17)9-1-2-12(29)14(31)3-9/h1-6,15,18-22,24-27,32-36H,7-8H2,(H3-,28,29,30,31)/p+1/t15-,18-,19+,20-,21+,22-,24-,25+,26-/m1/s1

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C=C2)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.21e+00 g/l
LogS (ALOGPS): -2.71
LogP (ALOGPS): 0.33
Hydrogen Acceptors: 15
Hydrogen Donors: 10
Rotatable Bond Count: 6
Polar Surface Area: 252.35999999999993
Refractivity: 142.70830000000004
Polarizability: 54.82784693844201
Formal Charge: 1
Physiological Charge: -1
pKa (strongest basic): -3.648692263814524
pKa (strongest acidic): 6.388326660659691
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: ["anthocyanidin 3-O-beta-D-sambubioside"]
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	(269.0444498,6.839418475);(271.0600999,6.546498959);(273.0757499,2.099723111);(285.0393644,7.317247025);(287.0550145,25.84426946);(289.0706646,3.184713309);(431.0972732,3.140194053);(433.1129233,5.706644658);(447.0921878,2.203122728);(449.1078379,8.204988894);(563.139532,6.135055972);(581.1500966,3.045568158)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(109.0284058,1.859781378);(133.0495352,1.859769855);(257.0444498,3.044563128);(259.0600999,6.432234955);(261.0757499,1.585992916);(269.0444498,2.630781734);(271.0600999,5.362568106);(285.0393644,2.346802774);(287.0550145,30.47227509);(289.0706646,12.74095401);(431.0972732,1.728711818);(433.1129233,3.627518627);(449.1078379,3.720399559);(451.123488,1.584060604);(563.139532,2.28118423)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01784114,0.7128277067);(69.0334912,0.757447256);(71.01275576,0.738927418);(73.02840582,1.182882892);(75.04405588,0.6417839772);(109.0284058,3.059293529);(121.0284058,4.977951327);(123.0440559,7.024898892);(133.0495352,1.214234165);(135.0076704,0.6307082531);(137.0233204,3.530878424);(139.0389705,1.1172662);(161.0444498,0.7621288357);(163.0600999,3.781737675);(179.0550145,0.6459159375);(211.0389705,0.7040893193);(227.0338851,1.967545589);(229.0495352,1.906975528);(257.0444498,1.243681478);(259.0600999,3.017994807);(269.0444498,4.719768209);(271.0600999,3.180650036);(273.0757499,1.336778076);(285.0393644,4.26398799);(287.0550145,18.54443186);(289.0706646,2.929680557);(431.0972732,0.7378186393);(433.1129233,0.8100901996);(519.1133172,0.62271626);(521.1289673,0.6450280177);(563.139532,0.9693969098)

Food Sources

	Name	Group
	Elderberry	Fruit, Berries	Publications	Show
	Strawberry	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-sambubioside		Cyanidin 3-O-sambubioside	human	plasma, urine	unchanged	1h-3h	<20 nmol/L	<1%	C₂₆H₂₉O₁₅	581.150096654	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

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

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Showing entry for Cyanidin 3-O-sambubioside