(Q6823935)

Methyl caffeate (English)

5 October 2016

chemical formula

C₁₀H₁₀O₄

1 reference

Methyl caffeate (English)

20 November 2016

canonical SMILES

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

1 reference

Methyl caffeate (English)

20 November 2016

isomeric SMILES

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

1 reference

Staphylococcus aureus MDR efflux pump inhibitors from a Berberis and a Mahonia (sensu strictu) species.

Methyl caffeate (English)

20 November 2016

1 reference

Fumaria capreolata

1 reference

Alkaloids and organic acids content of eightFumaria species

Fumaria parviflora

1 reference

Alkaloids and organic acids content of eightFumaria species

Actaea racemosa

5 references

Polyphenolic constituents of Actaea racemosa

Cimiracemates A-D, phenylpropanoid esters from the rhizomes of Cimicifuga racemosa.

Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: bioassay-directed isolation and characterization of active principles

Cimiracemates A—D, Phenylpropanoid Esters from the Rhizomes of Cimicifuga racemosa

Polyphenolic Constituents of Actaea racemosa

Chaerophyllum hirsutum

1 reference

Cytotoxic constituents of roots of Chaerophyllum hirsutum

Daphne feddei

1 reference

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Hibiscus taiwanensis

2 references

Constituents from the stems of Hibiscus taiwanensis.

Constituents from the Stems of Hibiscus taiwanensis.

Lespedeza bicolor

1 reference

New prenylated isoflavanones and other constituents of Lespedeza bicolor

Ipomoea nil

1 reference

Triterpenoid saponins from the seeds of Pharbitis nil.

Phellodendron amurense

2 references

Constituents from the leaves of Phellodendron amurense and their antioxidant activity

Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity

Haplopteris anguste-elongata

1 reference

Constituents of Vittaria anguste-elongata and their biological activities

Ageratina adenophora

1 reference

Accumulation and Biotransformation of Chromenes and Benzofurans in a Cell Suspension Culture of Ageratina adenophora

Alangium platanifolium

1 reference

Two phenolic glucosides and an iridoid glucoside from Alangium platanifolium var. Trilobum

Angelica japonica

1 reference

Antiproliferative constituents from umbelliferae plants. V. A new furanocoumarin and falcarindiol furanocoumarin ethers from the root of Angelica japonica

Artemisia assoana

1 reference

Phenolic and acetylenic metabolites from Artemisia assoana

Artemisia hispanica

1 reference

Flavonoids and other phenolics from Artemisia hispanica

Artemisia santolinifolia

1 reference

Seco- and Nor-sesquiterpene lactones with a new carbon skeleton from Artemisia santolinifolia

Balanophora japonica

2 references

Caffeoyl, coumaroyl, galloyl, and hexahydroxydiphenoyl glucoses from Balanophora japonica.

Balanophonin, a new neo-lignan from Balanophora japonica Makino.

Erigeron breviscapus

1 reference

Chemical Constituents of Erigeron Species (Compositae). III

Fagraea gracilipes

1 reference

Chemistry of fijian plants. V. Constituents of Fagraea gracilipes A. Gray.

Gaillardia pulchella

1 reference

Studies on non-sesquiterpenoid constituents of Gaillardia pulchella. II. Less lipophilic substances, methyl caffeate as an antitumor catecholic

Hypericum ascyron

1 reference

Prenylated xanthones from Hypericum ascyron

Launaea arborescens

1 reference

Phenolics of Spanish Launaea species

Launaea resedifolia

1 reference

Phenolics of Spanish Launaea species

Lonicera bournei

1 reference

Studies on the hepatocyte protective activity and the structure-activity relationships of quinic acid and caffeic acid derivatives from the flower buds of Lonicera bournei

Magnolia obovata

1 reference

Anti-platelet effect of the constituents isolated from the barks and fruits of Magnolia obovata

Melissa officinalis

1 reference

A New Antioxidative 1,3-Benzodioxole fromMelissa officinalis

Meum athamanticum

1 reference

Cinnamic acid esters from Meum athamanticum

Perilla frutescens

3 references

Inhibitory effect of Perilla frutescens and its phenolic constituents on cultured murine mesangial cell proliferation

Two Jasmonoid Glucosides and a Phenylvaleric Acid Glucoside fromPerilla frutescens

Novel Antioxidants Isolated from Perilla frutescens Britton var. crispa (Thunb.).

Pertya glabrescens

1 reference

Sesquiterpenoids and (Z)-3-Hexenyl Glucoside from Pertya glabrescens and a Glucosidic Sesquiterpene from P. scandens

Petasites formosanus

1 reference

The bakkenolides from the root of Petasites formosanus and their cytotoxicity

Petasites fragrans

1 reference

Sesquiterpenoids from petasites fragrans

Phellodendron chinense

2 references

Constituents of Leaves of Phellodendron Chinense var. glabriusculum.

Constituents of Leaves of Phellodendron chinense var. glabriusculum

Isodon coetsa

1 reference

Three angiotensin-converting enzyme inhibitors from Rabdosia coetsa

Isodon umbrosus

1 reference

Studies on the Chemical Constituents of Rabdosia umbrosa var. excisinflexa.

Salvia divinorum

2 references

Neo-clerodane Diterpenes from the Hallucinogenic SageSalvia divinorum.

Neo-clerodane diterpenes from the hallucinogenic sage Salvia divinorum

Scorzonera hispanica

1 reference

Chemical composition of a culture of tissue of Scorzonera hispanica

Smilax bracteata

1 reference

New phenolic constituents from Smilax bracteata

Cyanthillium cinereum

1 reference

Inhibition of chemiluminescence generated by zymosan-activated polymorphonuclear leucocytes by phenolic constituents of Vernonia cinerea

Balanophora harlandii

1 reference

A New Hydrolyzable Tannin fromBalanophora harlandiiwith Radical-Scavenging Activity

Balanophora tobiracola

1 reference

Dihydrochalcones from Balanophora tobiracola

Koyamasia calcarea

1 reference

Antiplasmodial, antimycobacterial, and cytotoxic principles from Camchaya calcarea.

Campanula alata

1 reference

Flavonoids of Campanula alata and their antioxidant activity

Cestrum parqui

1 reference

Low molecular weight phenols from the bioactive aqueous fraction of Cestrum parqui

Chrysanthemum morifolium

1 reference

Xanthine oxidase inhibitors from the flowers of Chrysanthemum sinense

Kigelia africana

1 reference

Anti-inflammatory activity of verminoside from Kigelia africana and evaluation of cutaneous irritation in cell cultures and reconstituted human epidermis.

Larix kaempferi

1 reference

Benzoic acid allopyranosides from the bark of Pseudolarix kaempferi

Marshallia obovata

1 reference

Chromones and flavans from Marshallia obovata

Meehania urticifolia

1 reference

New phenolic compounds from Meehania urticifolia

Oenothera speciosa

1 reference

Polyphenolic profile and bioactivity study of Oenothera speciosa Nutt. aerial parts.

Phellodendron amurense var. wilsonii

1 reference

Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity

Phellodendron chinense var. glabriusculum

2 references

Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity

Constituents of Leaves of Phellodendron chinense var. glabriusculum

Plantago major

1 reference

Contents from Plantago major

Prunus domestica

1 reference

A new bipyrrole and some phenolic constituents in prunes (Prunus domestica L.) and their oxygen radical absorbance capacity (ORAC).

Pseudolarix amabilis

1 reference

Benzoic acid allopyranosides from the bark of Pseudolarix kaempferi

Sideritis cretica

1 reference

A chemotaxonomic study of nine Canarian Sideritis species

Sideritis lotsyi

1 reference

A chemotaxonomic study of nine Canarian Sideritis species

Solanum torvum

1 reference

Methyl caffeate as an alpha-glucosidase inhibitor from Solanum torvum fruits and the activity of related compounds.

Stereospermum acuminatissimum

1 reference

Chemical constituents of Stereospermum acuminatissimum and their urease and α-chymotrypsin inhibitions.

Arnebia tschimganica

1 reference

Polyphenols and acids of Ulugbekia tschimganica

Xanthium strumarium

1 reference

(-)-Xanthienopyran, a new inhibitor of superoxide anion generation by activated neutrophils, and further constituents of the seeds of Xanthium strumarium.

Ricasolia virens

1 reference

Caractérisation de la sticticine chez le lichen Lobaria laetevirens

Sideritis syriaca

1 reference

A chemotaxonomic study of nine Canarian Sideritis species

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

Rehmannia glutinosa

1 reference

Metabolites of Rehmannia glutinosa Libosch extract by intestinal bacteria from normal and chronic kidney disease rats in vitro

Artemisia stechmanniana

1 reference

Seco- and Nor-sesquiterpene lactones with a new carbon skeleton from Artemisia santolinifolia

Petasites pyrenaicus

1 reference

Sesquiterpenoids from petasites fragrans

Potentilla wallichiana

1 reference

Phenolic compounds from Duchesnea chrysantha and their cytotoxic activities in human cancer cell

Artemisia biennis

1 reference

Flavonoids and other phenolics from Artemisia hispanica

Artemisia aethiopica

1 reference

Flavonoids and other phenolics from Artemisia hispanica

Identifiers

InChI

InChI=1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)9(12)6-7/h2-6,11-12H,1H3/b5-3+

1 reference

Methyl caffeate (English)

20 November 2016

2 references

Methyl caffeate (English)

20 November 2016

reason for deprecated rank

ChEBI release 2020-09-01

CAS Registry Number

3843-74-1

applies to other chemical entity

intended subject of deprecated statement

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

1 reference

Global Substance Registration System

UNII

N79173B9HF

caffeic acid methyl ester (English)

20 November 2016

1 reference

1 reference

Methyl caffeate (English)

20 November 2016

2 references

Methyl caffeate (English)

20 November 2016

Reaxys registry number

2938303

1 reference

methyl caffeate (English)

5 October 2016

ChEBI ID

6856

mapping relation type

2 references

METHYLCAFFEATE (English)

20 November 2016

International Chemical Identifier

InChI

InChI=1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)9(12)6-7/h2-6,11-12H,1H3/b5-3+

1 reference

METHYLCAFFEATE (English)

20 November 2016

2 references

inferred from InChIKey

MSBNK-Fac_Eng_Univ_Tokyo-JP007238

1 reference

MassBank accession ID

0 references

SPLASH

splash10-03dl-1900000000-c5ddd7102e6bff3c5e99

0 references

DSSTox substance ID

DTXSID401030290

1 reference

EC number

808-143-8

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.236.052

27 December 2018

ECHA Substance Infocard ID

Methyl Caffeate (English)

quotation

CAS no.: 3843-74-1 (English)

100.236.052

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.236.052

27 December 2018

Methyl Caffeate (English)

quotation

CAS no.: 3843-74-1 (English)

3 references

methyl caffeate (English)

5 October 2016

based on heuristic

inferred from InChIKey

UNII

N79173B9HF

2 references

Global Substance Registration System

UNII

N79173B9HF

caffeic acid methyl ester (English)

20 November 2016

0 references

1 reference

methyl caffeate (English)