PhytoHub: Showing entry for Dihydroferulic acid

Dihydroferulic acid

Identification

PhytoHub ID

PHUB001168

Name

Dihydroferulic acid

Systematic Name

3-(4'-hydroxy-3'-methoxyphenyl)propanoic acid

Synonyms

3-(3'-Methoxy-4'-hydroxyphenyl)propionic acid
3-(4-Hydroxy-3-methoxyphenyl)dihydrocinnamic acid
3-(4-Hydroxy-3-methoxyphenyl)propanoic acid
3-(4-hydroxy-3-methoxyphenyl)propionic acid
3-(4'-hydroxy-3'-methoxyphenyl)propionic acid
hydroferulic acid

CAS Number

1135-23-5

Average Mass

196.202

Monoisotopic Mass

196.073558866

Chemical Formula

C₁₀H₁₂O₄

IUPAC Name

3-(4-hydroxy-3-methoxyphenyl)propanoic acid

InChI Key

BOLQJTPHPSDZHR-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C10H12O4/c1-14-9-6-7(2-4-8(9)11)3-5-10(12)13/h2,4,6,11H,3,5H2,1H3,(H,12,13)

SMILES

COC1=CC(CCC(O)=O)=CC=C1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.30e+00 g/l
LogS (ALOGPS): -2.18
LogP (ALOGPS): 1.03
Hydrogen Acceptors: 4
Hydrogen Donors: 2
Rotatable Bond Count: 4
Polar Surface Area: 66.76
Refractivity: 50.41070000000001
Polarizability: 19.86026054661764
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -4.892121858205717
pKa (strongest acidic): 3.9524008986487043
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Caffeic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Dihydrocaffeic acid	Polyphenols	Phenolic acids	Phenolic acids subclass not specified	Show Food Phytochemical
Ferulic acid	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Orange flavanones	Polyphenols	Flavonoids	Flavanones	Show Food Phytochemical
Cocoa Flavan-3-ols	Polyphenols	Flavonoids	Flavan-3-ols	Show Food Phytochemical
Coffee Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Yerba mate Chlorogenic acids	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical
Coffee hydroxycinnamates	Polyphenols	Phenolic acids	Hydroxycinnamic acids	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Phenylpropanoic acids
Super-class: Phenylpropanoids and polyketides
Sub-class: Not Available
Direct Parent Name: Phenylpropanoic acids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "Alkyl aryl ethers", "Anisoles", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds"]
External Descriptor Annotations: ["monocarboxylic acid"]
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "3-phenylpropanoic-acid", "Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Ether", "Hydrocarbon derivative", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Technology	Ion Mode	Collision Energy	View
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: COC1=CC(CCC(=O)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C)	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Ei	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Ei	Not Available	View Spectrum
LC-MS/MS	LC-ESI-QFT	Thermo Fisher Scientific Q-Exactive HF	Negative	35V	View Spectrum
LC-MS/MS	LC-ESI-QFT	Thermo Fisher Scientific Q-Exactive HF	Negative	45V	View Spectrum
LC-MS/MS	LC-ESI-QFT	Thermo Fisher Scientific Q-Exactive HF	Negative	65V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	40V	View Spectrum

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Caffeic acid	American cranberry	Fruit, Berries	Publications	Show
Ferulic acid	American cranberry	Fruit, Berries	Publications	Show
Caffeic acid	Apple	Fruit, Pomes	Publications	Show
Caffeic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Ferulic acid	Apple juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Beer	Beverages, Alcoholic	Publications	Show
Ferulic acid	Beer	Beverages, Alcoholic	Publications	Show
Ferulic acid	Bilberry	Fruit, Berries	Publications	Show
Ferulic acid	Black mulberry	Fruit, Berries	Publications	Show
Caffeic acid	Blackberry	Fruit, Berries	Publications	Show
Ferulic acid	Blackberry	Fruit, Berries	Publications	Show
Caffeic acid	Blueberry	Fruit, Berries	Publications	Show
Dihydrocaffeic acid	Blueberry	Fruit, Berries		Show
Ferulic acid	Blueberry	Fruit, Berries	Publications	Show
Caffeic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Dihydrocaffeic acid	Broccoli	Vegetables, Cabbages		Show
Ferulic acid	Broccoli	Vegetables, Cabbages	Publications	Show
Caffeic acid	Carrot	Vegetables, Root vegetables	Publications	Show
Caffeic acid	Cider	Beverages, Alcoholic	Publications	Show
Dihydrocaffeic acid	Cider	Beverages, Alcoholic		Show
Ferulic acid	Cocoa bean	Cocoa and cocoa products	Publications	Show
Caffeic acid	Coffee	Coffee and coffee products	Publications	Show
Dihydrocaffeic acid	Coffee	Coffee and coffee products		Show
Ferulic acid	Coffee	Coffee and coffee products	Publications	Show
Ferulic acid	Common bean	Pulses and beans	Publications	Show
Ferulic acid	Common walnut	Nuts	Publications	Show
Caffeic acid	Common wheat	Cereals and cereal products	Publications	Show
Dihydrocaffeic acid	Common wheat	Cereals and cereal products		Show
Ferulic acid	Common wheat	Cereals and cereal products	Publications	Show
Dihydrocaffeic acid	Corn	Cereals and cereal products		Show
Ferulic acid	Corn	Cereals and cereal products	Publications	Show
Ferulic acid	Date	Fruit, Other fruits	Publications	Show
Caffeic acid	Eggplant	Vegetables, Fruit vegetables	Publications	Show
Ferulic acid	Eggplant	Vegetables, Fruit vegetables	Publications	Show
Caffeic acid	European cranberry	Fruit, Berries	Publications	Show
Ferulic acid	European cranberry	Fruit, Berries	Publications	Show
Caffeic acid	European plum	Fruit, Drupes	Publications	Show
Ferulic acid	Fennel	Herbs and Spices	Publications	Show
Ferulic acid	Grapefruit	Fruit, Citrus	Publications	Show
Dihydrocaffeic acid	Grapes	Fruit, Berries		Show
Ferulic acid	Hard wheat	Cereals and cereal products	Publications	Show
Dihydrocaffeic acid	Lemon	Fruit, Citrus		Show
Dihydrocaffeic acid	Lettuce	Vegetables, Leaf vegetables		Show
Dihydrocaffeic acid	Lime	Fruit, Citrus		Show
Caffeic acid	Mate	Teas and herbal teas	Publications	Show
Caffeic acid	Olive, black	Fruit, Drupes	Publications	Show
Dihydrocaffeic acid	Olive, black	Fruit, Drupes	Publications	Show
Ferulic acid	Olive, black	Fruit, Drupes	Publications	Show
Caffeic acid	Olive, green	Fruit, Drupes	Publications	Show
Dihydrocaffeic acid	Olive, green	Fruit, Drupes	Publications	Show
Ferulic acid	Olive, green	Fruit, Drupes	Publications	Show
Ferulic acid	Orange juice	Beverages, Non-alcoholic	Publications	Show
Caffeic acid	Pear	Fruit, Pomes	Publications	Show
Ferulic acid	Rapeseed	Oilseed crops	Publications	Show
Ferulic acid	Red raspberry	Fruit, Berries	Publications	Show
Ferulic acid	Rice	Cereals and cereal products	Publications	Show
Ferulic acid	Rosemary	Herbs and Spices	Publications	Show
Ferulic acid	Rye bread	Cereals and cereal products	Publications	Show
Dihydrocaffeic acid	Spinach	Vegetables, Leaf vegetables		Show
Ferulic acid	Spinach	Vegetables, Leaf vegetables	Publications	Show
Caffeic acid	Strawberry	Fruit, Berries	Publications	Show
Ferulic acid	Strawberry	Fruit, Berries	Publications	Show
Caffeic acid	Sweet cherry	Fruit, Drupes	Publications	Show
Ferulic acid	Sweet orange	Fruit, Citrus	Publications	Show
Ferulic acid	Tarragon	Herbs and Spices	Publications	Show
Caffeic acid	Tomato	Vegetables, Fruit vegetables	Publications	Show
Ferulic acid	Tomato	Vegetables, Fruit vegetables	Publications	Show
Dihydrocaffeic acid	Wheat bread	Cereals and cereal products		Show
Ferulic acid	White wine	Beverages, Alcoholic	Publications	Show
Caffeic acid	White wine grape	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
Caffeic acid	Dihydroferulic acid	human	urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₂O₄	196.073558866		Publications
Dihydrocaffeic acid	Dihydroferulic acid	rat	urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₂O₄	196.073558866		Publications
Ferulic acid	Dihydroferulic acid	rat	urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₂O₄	196.073558866		Publications
Orange flavanones	Dihydroferulic acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₁₀H₁₂O₄	196.073558866	Detailed Intervention Studies	Publications
Cocoa Flavan-3-ols	Dihydroferulic acid	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	<1%	C₁₀H₁₂O₄	196.073558866	Detailed Intervention Studies	Publications
Coffee Chlorogenic acids	Dihydroferulic acid	human	plasma, urine	host-gut microbiota co-metabolite	5h-8h	200-500 nmol/L	1-5%	C₁₀H₁₂O₄	196.073558866	Detailed Intervention Studies	Publications
Yerba mate Chlorogenic acids	Dihydroferulic acid	human	plasma, urine	host-gut microbiota co-metabolite	5h-8h	200-500 nmol/L	<1%	C₁₀H₁₂O₄	196.073558866	Detailed Intervention Studies	Publications
Coffee hydroxycinnamates	Dihydroferulic acid	Not Available	Not Available	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₂O₄	196.073558866	Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value
	Cocoa Flavan-3-ols		Dihydroferulic acid	Microbiota	Effect, clusters	Publications
	Coffee Chlorogenic acids		Dihydroferulic acid	Microbiota	Effect, clusters	Publications

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Showing entry for Dihydroferulic acid