CONIFERIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H22O8
Molecular Weight	342.3411
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=SFLMUHDGSQZDOW-FAOXUISGSA-N

InChI=1S/C16H22O8/c1-22-11-7-9(3-2-6-17)4-5-10(11)23-16-15(21)14(20)13(19)12(8-18)24-16/h2-5,7,12-21H,6,8H2,1H3/b3-2+/t12-,13-,14+,15-,16-/m1/s1

HIDE SMILES / InChI

Description
Sources: http://www.hmdb.ca/metabolites/HMDB13682
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/17396961 and https://www.ncbi.nlm.nih.gov/pubmed/11345691

Coniferin is a glucoside of coniferyl alcohol. It is a metabolite in conifers, serving as an intermediate in cell wall lignification, as well as having other biological roles. Coniferin displays moderate anti-inflammatory properties.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-1 127 Target ID: CHEMBL221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11345691	Inhibitor 8297		75.2 µM [IC50]
Arachidonic acid metabolism 5 Target ID: map00590 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11345691	Inhibitor 8297		63.6 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Phenolic glycosides of Paulownia tomentosa bark.	1982 Nov	17396961
Lignan and phenylpropanoid glycosides from Phillyrea latifolia and their in vitro anti-inflammatory activity.	2001 Apr	11345691

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

In vitro effect of coniferin wastested for interactions with the cyclo-oxygenase and 5-lipoxygenase pathways of arachidonate metabolism in calcium-stimulated mouse peritoneal macrophages and human platelets. In these experiments coniferin produces reduction in generation of both cyclo-oxygenase (IC50 values 75.2 microM for prostaglandin E2 and 619 microM for thromboxane B2) and 5-lipoxygenase metabolites, but the effects are greater against leukotriene C4 (IC50 value 63.6 microM).

Name

Type

Language

CONIFERIN

Common Name

English

(2R,3S,4S,5R,6S)-2-(HYDROXYMETHYL)-6-(4-((E)-3-HYDROXYPROP-1-ENYL)-2-METHOXYPHENOXY)OXANE-3,4,5-TRIOL

Systematic Name

English

CONIFERIN [MI]

Common Name

English

LARICIN

Common Name

English

CONIFERYL ALCOHOL .BETA.-D-GLUCOSIDE

Common Name

English

ABIETIN

Common Name

English

Code System Code Type Description

MERCK INDEX

m3757