5-P-COUMAROYLQUINIC ACID

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H18O8
Molecular Weight	338.3093
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=BMRSEYFENKXDIS-OTCYKTEZSA-N

InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H18O8
Molecular Weight	338.3093
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26457815 | https://www.ncbi.nlm.nih.gov/pubmed/24228586 | https://www.ncbi.nlm.nih.gov/pubmed/17520524

5-P-Coumaroylquinic acid is a cinnamate ester formed by condensation of the carboxyl group of 4-coumaric acid with the 5-hydroxy group of (-)-quinic acid. It is a naturally occuring compound in coffee, Ixeris sonchifolia and Aloe barbadensis. 5-P Coumaroylquinic acid and related compounds are reported to have antioxidant properties.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Profiling the chlorogenic acids of aster by HPLC-MS(n).	2006 Nov-Dec	17144245

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:22:08 GMT 2023` Edited by `admin` on `Sat Dec 16 11:22:08 GMT 2023`
Record UNII	4C4BU5688G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

5-P-COUMAROYLQUINIC ACID

Common Name

English

CYCLOHEXANECARBOXYLIC ACID, 1,3,4-TRIHYDROXY-5-(((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-, (1S,3R,4R,5R)-

Systematic Name

English

5-P-TRANS-COUMAROYLQUINIC ACID

Common Name

English

TRANS-P-COUMARIC ACID 5-O-D-QUINATE

Common Name

English

21600YP321

Common Name

English

5-P-COUMAROYLQUINIC ACID, (E)-

Common Name

English

CINNAMIC ACID, P-HYDROXY-, 5-ESTER WITH 1,3,4,5-TETRAHYDROXYCYCLOHEXANECARBOXYLIC ACID, (E)-

Systematic Name

English

5-P-COQA

Common Name

English

2-COUMAROYLQUINIC ACID

Common Name

English

CYCLOHEXANECARBOXYLIC ACID, 1,3,4-TRIHYDROXY-5-(((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-, (1S,3R,4R,5R)-

Systematic Name

English

CYCLOHEXANECARBOXYLIC ACID, 1,3,4-TRIHYDROXY-5-((3-(4-HYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-, (1S-(1.ALPHA.,3.ALPHA.,4.ALPHA.,5.BETA.(E)))-

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID201312826