DIHYDROFERULIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H12O4
Molecular Weight	196.1999
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(O)C=CC(CCC(O)=O)=C1

InChI

InChIKey=BOLQJTPHPSDZHR-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C10H12O4
Molecular Weight	196.1999
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.hmdb.ca/metabolites/HMDB0062121 | https://www.ncbi.nlm.nih.gov/pubmed/28229135 | https://www.ncbi.nlm.nih.gov/pubmed/17655324

Dihydroferulic acid, also known as 3-(4-hydroxy-3-methoxyphenyl)propionic acid or dihydroconiferylate, is classified as a member of the phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Dihydroferulic acid is an inhibitor of in vitro platelet activation. It also revealed high antioxidant activity.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
P-selectin 9 Target ID: CHEMBL5378 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28229135	Inhibitor 8297
Saccharomyces cerevisiae 2 Target ID: CHEMBL361 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17469871	Inhibitor 8297
Oxidative Stress 160 Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12381140	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Fungal infection 21 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17469871	Primary	Basic research	Unknown Approved Use Unknown
Metabolic disease 3 Sources: https://www.google.com/patents/WO2014048888A1	Primary	Basic research	Unknown Approved Use Unknown
Cardiovascular diseases 71 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28229135	Primary	Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Phenolic acid amides of phenolic benzylamines against UVA-induced oxidative stress in skin.	2001 Feb	18503437

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Growth inhibition of S. cerevisiae treated with 5 mM Dihydroferulic acid (DFA) was >98% relative to the control.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:42:46 GMT 2023` Edited by `admin` on `Fri Dec 15 19:42:46 GMT 2023`
Record UNII	O01RNC700M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIHYDROFERULIC ACID

Common Name

English

3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID

Systematic Name

English

3-(3-METHOXY-4-HYDROXYPHENYL)PROPANOIC ACID

Systematic Name

English

(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACID

Systematic Name

English

3-METHOXY-4-HYDROXYPHENYLPROPIONIC ACID

Systematic Name

English

3-METHOXYPHLORETIC ACID

Common Name

English

HYDROFERULIC ACID

Common Name

English

HYDROCINNAMIC ACID, 4-HYDROXY-3-METHOXY-

Common Name

English

.BETA.-3-METHOXY-4-HYDROXYPHENYLPROPIONIC ACID

Common Name

English

BENZENEPROPANOIC ACID, 4-HYDROXY-3-METHOXY-

Common Name

English

Code System Code Type Description

CHEBI

86612