ethyl trans-caffeate (Q5404446)

Ethyl caffeate (English)

19 October 2016

chemical formula

C₁₁H₁₂O₄

1 reference

Ethyl caffeate (English)

20 November 2016

canonical SMILES

CCOC(=O)C=CC1=CC(=C(C=C1)O)O

1 reference

Ethyl caffeate (English)

20 November 2016

isomeric SMILES

CCOC(=O)/C=C/C1=CC(=C(C=C1)O)O

1 reference

Secondary metabolites from marine organisms

Ethyl caffeate (English)

20 November 2016

1 reference

Ligularia veitchiana

2 references

Sesquiterpenes and other constituents fromLigularia veitchiana

Eremophilanolides from the roots of Ligularia veitchiana

Tillandsia recurvata

1 reference

Chemical constituents from Tillandsia recurvata

Artemisia minor

2 references

Chemical Constituents of the Aerial Parts of Artemisia iwayomogi

Chemical constituents from the aerial parts of Artemisia minor.

Ligularia nelumbifolia

1 reference

Sinapyl alcohol derivatives and other constituents from Ligularia nelumbifolia

Isodon coetsa

1 reference

Three angiotensin-converting enzyme inhibitors from Rabdosia coetsa

Smilax china

1 reference

Steroidal saponins from Smilax china and their anti-inflammatory activities

Matricaria chamomilla

1 reference

Sesquiterpene lactones and other constituents from Matricaria chamomilla L

Adenocaulon himalaicum

1 reference

Phenolic compounds of Aruncus dioicus and Adenocaulon adhaerescens

Camptotheca acuminata

1 reference

Studies on the Constituents ofCamptotheca AcuminataDecne, II. The Constituents of Fresh Fruits,

Erigeron breviscapus

1 reference

Chemical constituents from herbs of Erigeron breviscapus

Isodon sculponeatus

1 reference

Cytotoxic ent-Kaurane Diterpenoids from Isodon racemosa (Hemsl) Hara

Lespedeza bicolor

1 reference

New prenylated isoflavanones and other constituents of Lespedeza bicolor

Prunella vulgaris

1 reference

Chemical constituents of Prunella vulgaris

Salvia guaranitica

1 reference

Cirsiliol and caffeic acid ethyl ester, isolated from Salvia guaranitica, are competitive ligands for the central benzodiazepine receptors

Solanum melongena

2 references

Fungitoxic compounds from the roots of the eggplant stock.

Three New Phenolic Amides from the Roots of Eggplant (Solanum melongenaL.)

Tocoyena formosa

1 reference

Iridoids from Tocoyena formosa

Solanum campaniforme

1 reference

Antiophidic solanidane steroidal alkaloids from Solanum campaniforme

Xanthium sibiricum

1 reference

Bioactive Sesquiterpenes and Lignans from the Fruits of Xanthium sibiricum

Harpagophytum procumbens

1 reference

Analysis and stability of the constituents of Curcuma longa and Harpagophytum procumbens tinctures by HPLC-DAD and HPLC–ESI-MS

Ipomoea nil

1 reference

Bioactive phenolic constituents from the seeds of Pharbitis nil.

Aconitum kongboense

1 reference

Chemical constituents of the aerial parts of Aconitum kongboense

Atractylodes macrocephala

1 reference

Chemical constituents of the aerial part of Atractylodes macrocephala

Cichorium endivia

2 references

Sesquiterpenoids and phenolics from roots of Cichorium endivia var. crispum.

Components of Cichorium glandulosum seeds

Cichorium glandulosum

1 reference

Components of Cichorium glandulosum seeds

Cichorium pumilum

1 reference

Components of Cichorium glandulosum seeds

Dysoxylum densiflorum

1 reference

Terpenoids from Dysoxylum densiflorum.

Helichrysum arenarium

1 reference

New flavanone and other constituents of Helichrysum arenarium indigenous to China

Incarvillea delavayi

1 reference

Chemical constituents from Incarvillea delavayi

Incarvillea mairei

1 reference

Chemical constituents of Incarvillea mairei var. grandiflora

Incarvillea mairei var. grandiflora

1 reference

Chemical constituents of Incarvillea mairei var. grandiflora

Isodon eriocalyx

1 reference

Diterpenoids from isodon eriocalyx

Plantago major

1 reference

Contents from Plantago major

Saussurea laniceps

1 reference

Two New Lignan Glycosides fromSaussurea laniceps

Solanum nigrum

1 reference

Anti-inflammatory Constituents from Solanum nigrum

Cyrtocymura scorpioides

1 reference

Sesquiterpene lactones from Vernonia scorpioides and their in vitro cytotoxicity.

Ziziphora clinopodioides

1 reference

Monoterpene glucosides from Ziziphora clinopodioides (Labiatae).

Vincetoxicum shaanxiense

2 references

Chemical constituents from the roots of Actinidia chinensis

Chemical constituents from the roots of Biondia chinensis

Leptolobium bijugum

1 reference

Phenolic derivatives and terpenes from Acosmium bijugum

Adenocaulon adhaerescens

1 reference

Phenolic compounds of Aruncus dioicus and Adenocaulon adhaerescens

Prunus serrulata

1 reference

Phenolic compounds of the flowers of Cerasus serrulata

Mycelis muralis

1 reference

Minor sesquiterpene lactones from Lactuca virosa

Epicharis densiflora

1 reference

Terpenoids from Dysoxylum densiflorum.

Chamomilla recutita

1 reference

Sesquiterpene lactones and other constituents from Matricaria chamomilla L

Agastache rugosa

1 reference

Chemical Constituents from the Aerial Parts of Agastache rugosa and Their Inhibitory Activities on Prostaglandin E2 Production in Lipopolysaccharide-Treated RAW 264.7 Macrophages

Perilla frutescens

1 reference

Anti-inflammatory constituents from Perilla frutescens on lipopolysaccharide-stimulated RAW264.7 cells

Cirsium japonicum

1 reference

Bioactive constituents of Cirsium japonicum var. australe

Ligularia fischerii

1 reference

A mechanistic study on the anti-cancer activity of ethyl caffeate in human ovarian cancer SKOV-3 cells

Bidens pilosa

1 reference

Ethyl caffeate suppresses NF-kappaB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE2 in vitro or in mouse skin

1 reference

Identifiers

InChI

InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4

1 reference

Ethyl caffeate (English)

20 November 2016

2 references

Ethyl caffeate (English)

20 November 2016

reason for deprecated rank

ChEBI release 2020-09-01

CAS Registry Number

102-37-4

applies to other chemical entity

intended subject of deprecated statement

ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

1 reference

Global Substance Registration System

UNII

76GBB1JU5Y

https://commonchemistry.cas.org/detail?cas_rn=66648-50-8

ethyl trans-caffeate (English)

20 November 2016

2 references

31 December 2022

1 reference

(E)-Ethyl caffeate (English)

19 October 2016

2 references

Ethyl caffeate (English)

20 November 2016

ChEBI ID

69656

mapping relation type

2 references

ETHYL CAFFEATE (English)

20 November 2016

International Chemical Identifier

InChI

InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4

132714

mapping relation type

exact match

1 reference

International Chemical Identifier

InChI

InChI=1S/C11H12O4/c1-2-15-11(14)6-4-8-3-5-9(12)10(13)7-8/h3-7,12-13H,2H2,1H3/b6-4

1 reference

ETHYL CAFFEATE (English)

20 November 2016

2 references

SCHEMBL782033

2 references

based on heuristic

1 reference

1 reference

DSSTOX compound identifier

DTXCID801014480

0 references

Human Metabolome Database ID

HMDB0301712

2 references

based on heuristic

KNApSAcK ID

C00030221

2 references

based on heuristic

UNII

76GBB1JU5Y

2 references

Global Substance Registration System

UNII

76GBB1JU5Y

ethyl trans-caffeate (English)

20 November 2016

0 references

0 references

0 references

Microsoft Academic ID

0 references

1 reference

4GQQ (English)

19 October 2016

1 reference

4PWG (English)