PhytoHub: Showing entry for 5-Dihydroferuloylquinic acid

5-Dihydroferuloylquinic acid

Identification

PhytoHub ID

PHUB002453

Name

5-Dihydroferuloylquinic acid

Systematic Name

5-Dihydroferuloylquinic acid

Synonyms

Not Available

CAS Number

Not Available

Average Mass

368.382

Monoisotopic Mass

368.147117733

Chemical Formula

C₁₈H₂₄O₈

IUPAC Name

(1S,3R,4R,5R)-1,3,4-trihydroxy-5-{[3-(3-methoxy-4-methylphenyl)propanoyl]oxy}cyclohexane-1-carboxylic acid

InChI Key

AXKVXNAEJCHSEK-BQUDOFGOSA-N

InChI Identifier

InChI=1S/C18H24O8/c1-10-3-4-11(7-13(10)25-2)5-6-15(20)26-14-9-18(24,17(22)23)8-12(19)16(14)21/h3-4,7,12,14,16,19,21,24H,5-6,8-9H2,1-2H3,(H,22,23)/t12-,14-,16-,18+/m1/s1

SMILES

COC1=C(C)C=CC(CCC(=O)O[C@@H]2C[C@@](O)(C[C@@H](O)[C@H]2O)C(O)=O)=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.84e+00 g/l
LogS (ALOGPS): -2.30
LogP (ALOGPS): 0.15
Hydrogen Acceptors: 7
Hydrogen Donors: 4
Rotatable Bond Count: 7
Polar Surface Area: 133.52
Refractivity: 89.68399999999998
Polarizability: 37.67922879828433
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.2318165673658075
pKa (strongest acidic): 3.4224792952928698
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: (Poly)phenol metabolites
Class: Phenolic acid metabolites
Sub-class: Cinnamic acids

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Yerba mate Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

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
	Coffee Chlorogenic acids		5-Dihydroferuloylquinic acid	human	plasma, urine	host-gut microbiota co-metabolite	8h-12h	20-50 nmol/L	<1%	C₁₈H₂₄O₈	368.147117733	Detailed Intervention Studies	Publications
	Yerba mate Chlorogenic acids		5-Dihydroferuloylquinic acid	human	plasma, urine	host-gut microbiota co-metabolite	8h-12h	20-50 nmol/L	<1%	C₁₈H₂₄O₈	368.147117733	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 5-Dihydroferuloylquinic acid