PhytoHub: Showing entry for 5-Dihydrocaffeoylquinic acid

5-Dihydrocaffeoylquinic acid

Identification

PhytoHub ID

PHUB002457

Name

5-Dihydrocaffeoylquinic acid

Systematic Name

5-Dihydrocaffeoylquinic acid

Synonyms

Not Available

CAS Number

Not Available

Average Mass

356.327

Monoisotopic Mass

356.110732224

Chemical Formula

C₁₆H₂₀O₉

IUPAC Name

(1S,3R,4R,5R)-3-{[3-(3,4-dihydroxyphenyl)propanoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid

InChI Key

RLGFSACCIOSKQS-NCZKRNLISA-N

InChI Identifier

InChI=1S/C16H20O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1,3,5,11-12,14,17-19,21,24H,2,4,6-7H2,(H,22,23)/t11-,12-,14-,16+/m1/s1

SMILES

O[C@@H]1C[C@](O)(C[C@@H](OC(=O)CCC2=CC(O)=C(O)C=C2)[C@@H]1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.24e+00 g/l
LogS (ALOGPS): -1.92
LogP (ALOGPS): -0.23
Hydrogen Acceptors: 8
Hydrogen Donors: 6
Rotatable Bond Count: 6
Polar Surface Area: 164.75
Refractivity: 82.14139999999998
Polarizability: 34.52218841526833
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.2318165673658075
pKa (strongest acidic): 3.4040520429071566
Number of Rings: 2
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
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

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-Dihydrocaffeoylquinic acid	human	urine	gut microbiota metabolite	Not Available	Not Available	<1%	C₁₆H₂₀O₉	356.110732224	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 5-Dihydrocaffeoylquinic acid