PhytoHub: Showing entry for Apigenin 7-O-rutinoside

Apigenin 7-O-rutinoside

Identification

PhytoHub ID

PHUB001923

Name

Apigenin 7-O-rutinoside

Systematic Name

Not Available

Synonyms

Apigenin 7-glycosides; 7-O-[α-L-Rhamnopyranosyl-(1→6)-β-D-glucopyranoside]
Isorhoifolin

CAS Number

552-57-8

Average Mass

578.523

Monoisotopic Mass

578.163555646

Chemical Formula

C₂₇H₃₀O₁₄

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one

InChI Key

FKIYLTVJPDLUDL-WCDRIBADSA-N

InChI Identifier

InChI=1S/C27H30O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-8,10,18,20-29,31-36H,9H2,1H3/t10-,18-,20-,21-,22+,23+,24+,25-,26+,27-/m1/s1

SMILES

C[C@H]1O[C@H](OC[C@H]2O[C@@H](OC3=CC4=C(C(O)=C3)C(=O)C=C(O4)C3=CC=C(O)C=C3)[C@H](O)[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): -2.48
LogP (ALOGPS): -0.00
Hydrogen Acceptors: 14
Hydrogen Donors: 8
Rotatable Bond Count: 6
Polar Surface Area: 225.05999999999997
Refractivity: 135.92790000000002
Polarizability: 56.43798016483737
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.612182351683661
pKa (strongest acidic): 7.297634775502368
Number of Rings: 5
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

PeakForestCompound: 000683
PubChem: 17751020
Phenol-Explorer: 233

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Flavones

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: Flavonoid glycosides
Direct Parent Name: Flavonoid-7-O-glycosides
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "Acetals", "Benzene and substituted derivatives", "Chromones", "Disaccharides", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Polyols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "Acetal", "Alcohol", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Disaccharide", "Flavone", "Flavonoid-7-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenolic glycoside", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Online Resources

No spectra information available

Food Sources

Name	Group
Globe artichoke	Vegetables, Other vegetables	Publications	Show
Olive, black	Fruit, Drupes	Publications	Show
Peppermint	Herbs and Spices	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
	Apigenin 7-O-rutinoside		Apigenin	human	Not Available	Not Available	Not Available	Not Available	Not Available	C₁₅H₁₀O₅	270.052823422

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Apigenin 7-O-rutinoside