methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate (Q105189482)

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chemical compound

• (E/Z)-caffeic acid methyl ester

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Language	Label	Description	Also known as
English	methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate	chemical compound	(E/Z)-caffeic acid methyl ester

Statements

instance of

group of stereoisomers

0 references

subclass of

alkyl caffeate ester

1 reference

inferred from

alkyl caffeate ester

mass

194.0579088 dalton

1 reference

based on heuristic

inferred from SMILES

chemical formula

C₁₀H₁₀O₄

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canonical SMILES

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

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found in taxon

Alangium platanifolium

1 reference

stated in

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

Alangium platanifolium var. trilobum

1 reference

stated in

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

Angelica japonica

1 reference

stated in

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

Artemisia assoana

1 reference

stated in

Phenolic and acetylenic metabolites from Artemisia assoana

Artemisia hispanica

1 reference

stated in

Flavonoids and other phenolics from Artemisia hispanica

Balanophora harlandii

1 reference

stated in

A New Hydrolyzable Tannin fromBalanophora harlandiiwith Radical-Scavenging Activity

Balanophora japonica

1 reference

stated in

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

Balanophora tobiracola

1 reference

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Dihydrochalcones from Balanophora tobiracola

Koyamasia calcarea

1 reference

stated in

Antiplasmodial, antimycobacterial, and cytotoxic principles from Camchaya calcarea.

Campanula alata

1 reference

stated in

Flavonoids of Campanula alata and their antioxidant activity

Cestrum parqui

1 reference

stated in

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

Chaerophyllum hirsutum

1 reference

stated in

Cytotoxic constituents of roots of Chaerophyllum hirsutum

Actaea racemosa

4 references

stated in

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

stated in

Polyphenolic constituents of Actaea racemosa

stated in

Analysis of formononetin from black cohosh (Actaea racemosa).

stated in

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

Daphne feddei

1 reference

stated in

Phenylpropanoids from Daphne feddei and their inhibitory activities against NO production

Fagraea gracilipes

1 reference

stated in

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

Gaillardia pulchella

1 reference

stated in

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

Hibiscus taiwanensis

1 reference

stated in

Constituents from the stems of Hibiscus taiwanensis.

Kigelia africana

1 reference

stated in

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

Larix kaempferi

1 reference

stated in

Benzoic acid allopyranosides from the bark of Pseudolarix kaempferi

Lonicera bournei

1 reference

stated in

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

Marshallia obovata

1 reference

stated in

Chromones and flavans from Marshallia obovata

Meehania urticifolia

1 reference

stated in

New phenolic compounds from Meehania urticifolia

Melissa officinalis

1 reference

stated in

A New Antioxidative 1,3-Benzodioxole fromMelissa officinalis

Oenothera speciosa

1 reference

stated in

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

Perilla frutescens

3 references

stated in

Two Jasmonoid Glucosides and a Phenylvaleric Acid Glucoside fromPerilla frutescens

stated in

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

stated in

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

Ipomoea nil

1 reference

stated in

Triterpenoid saponins from the seeds of Pharbitis nil.

Phellodendron amurense

3 references

stated in

Constituents from the leaves of Phellodendron amurense and their antioxidant activity

stated in

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

stated in

Constituents of leaves of Phellodendron japonicum MAXIM. and their antioxidant activity

Phellodendron amurense var. wilsonii

1 reference

stated in

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

Phellodendron chinense var. glabriusculum

2 references

stated in

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

stated in

Constituents of Leaves of Phellodendron chinense var. glabriusculum

Phellodendron chinense

2 references

stated in

Constituents of Leaves of Phellodendron chinense var. glabriusculum

stated in

Flavonoids and Coumarins from Leaves ofPhellodendron chinense

Plantago major

1 reference

stated in

Contents from Plantago major

Prunus domestica

1 reference

stated in

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

Salvia divinorum

2 references

stated in

Neo-clerodane diterpenes from the hallucinogenic sage Salvia divinorum

stated in

Neo-clerodane Diterpenes from the Hallucinogenic SageSalvia divinorum.

Sideritis lotsyi

1 reference

stated in

A chemotaxonomic study of nine Canarian Sideritis species

Smilax bracteata

1 reference

stated in

New phenolic constituents from Smilax bracteata

Solanum torvum

2 references

stated in

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

stated in

Antihyperglycemic activity and antidiabetic effect of methyl caffeate isolated from Solanum torvum Swartz. fruit in streptozotocin induced diabetic rats

Stereospermum acuminatissimum

1 reference

stated in

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

Arnebia tschimganica

1 reference

stated in

Polyphenols and acids of Ulugbekia tschimganica

Haplopteris anguste-elongata

1 reference

stated in

Constituents of Vittaria anguste-elongata and their biological activities

Xanthium strumarium

1 reference

stated in

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

Ricasolia virens

1 reference

stated in

Caractérisation de la sticticine chez le lichen Lobaria laetevirens

Anisomeles indica

1 reference

stated in

Bioactive cembrane diterpenoids of Anisomeles indica

Ajania przewalskii

1 reference

stated in

Unusual sesquiterpene lactones with a new carbon skeleton and new acetylenes from Ajania przewalskii

Clematis delavayi

1 reference

stated in

Chemical constituents from Clematis delavayi var. spinescens

Lespedeza bicolor

1 reference

stated in

New prenylated isoflavanones and other constituents of Lespedeza bicolor

Garcinia scortechinii

1 reference

stated in

Constituents of the pericarp of Garcinia subelliptica

Garcinia acuminata

1 reference

stated in

Constituents of the pericarp of Garcinia subelliptica

Garcinia elliptica

1 reference

stated in

Constituents of the pericarp of Garcinia subelliptica

Chrysanthemum morifolium

1 reference

stated in

Xanthine oxidase inhibitors from the flowers of Chrysanthemum sinense

Pseudolarix amabilis

1 reference

stated in

Benzoic acid allopyranosides from the bark of Pseudolarix kaempferi

Artemisia biennis

1 reference

stated in

Flavonoids and other phenolics from Artemisia hispanica

Garcinia dulcis

1 reference

stated in

Constituents of the pericarp of Garcinia subelliptica

Garcinia ovalifolia

1 reference

stated in

Constituents of the pericarp of Garcinia subelliptica

Artemisia aethiopica

1 reference

stated in

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

0 references

InChIKey

OCNYGKNIVPVPPX-UHFFFAOYSA-N

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CAS Registry Number

3843-74-1

1 reference

stated in

CAS (formerly Chemical Abstracts Service)

retrieved

25 January 2022

PubChem CID

92202

2 references

stated in

PubChem

retrieved

17 September 2022

based on heuristic

inferred from InChIKey

matched by identifier from

InChIKey

InChIKey

OCNYGKNIVPVPPX-UHFFFAOYSA-N

UniChem compound ID

22676737

1 reference

stated in

UniChem

Human Metabolome Database ID

HMDB0246032

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

InChIKey

InChIKey

OCNYGKNIVPVPPX-UHFFFAOYSA-N

 

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