methyl chlorogenate (Q27276938)

inferred from SMILES

mass

368.111±0 dalton

1 reference

Methyl chlorogenate (English)

methyl (1S,3R,4R,5R)-3-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate

14 October 2016

stereoisomer of

2 references

(1S)-1alpha,4alpha,5beta-Trihydroxy-3alpha-(3,4-dihydroxycinnamoyloxy)cyclohexanecarboxylic acid methyl ester

2 references

methyl (1S,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate

2 references

Neochlorogenic acid methyl ester

2 references

(1R)-1alpha,3alpha,4alpha-Trihydroxy-5beta-(3,4-dihydroxycinnamoyloxy)cyclohexanecarboxylic acid methyl ester

1 reference

1 reference

chemical formula

C₁₇H₂₀O₉

1 reference

Methyl chlorogenate (English)

14 October 2016

canonical SMILES

COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O

1 reference

Methyl chlorogenate (English)

14 October 2016

isomeric SMILES

COC(=O)[C@@]1(C[C@H]([C@H]([C@@H](C1)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O)O

1 reference

Studies on the activities of tannins and related compounds from medicinal plants and drugs. VI. Inhibitory effects of caffeoylquinic acids on histamine release from rat peritoneal mast cells

Methyl chlorogenate (English)

14 October 2016

1 reference

Embelia schimperi

1 reference

Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease

Sinoadina racemosa

3 references

Six secoiridoid glucosides from Adina racemosa

Six Secoiridoid Glucosides from Jasminum polyanthum.

Six secoiridoid glucosides from Adina racemosa

Centaurea bracteata

2 references

A flavonoid sulphate and other compounds from the roots of Centaurea bracteata

A flavonoid sulphate and other compounds from the roots of Centaurea bracteata

Manilkara zapota

3 references

Bioactive novel polyphenols from the fruit of Manilkara zapota (Sapodilla).

Bioactive novel polyphenols from the fruit of Manilkara zapota (Sapodilla).

Bioactive novel polyphenols from the fruit of Manilkara zapota (Sapodilla).

Saussurea medusa

2 references

Bioactive constituents from Chinese natural medicines. XV. Inhibitory effect on aldose reductase and structures of Saussureosides A and B from Saussurea medusa

Bioactive constituents from Chinese natural medicines. XV. Inhibitory effect on aldose reductase and structures of Saussureosides A and B from Saussurea medusa

Trachelospermum asiaticum

1 reference

Main phenolic compounds from the flower of Trachelospermum asiaticum var. intermedium (Apocynaceae).

Haplopteris anguste-elongata

2 references

Constituents of Vittaria anguste-elongata and their biological activities

Constituents of Vittaria anguste-elongata and their biological activities

Urceola rosea

1 reference

Chemical Constituents from the Stems of Ecdysanthera rosea

Eriobotrya japonica

1 reference

Antioxidant flavonoids and chlorogenic acid from the leaves of Eriobotrya japonica

Eucommia ulmoides

2 references

The constituents of Eucommia ulmoides Oliv. V. Isolation of dihydroxydehydrodiconiferyl alcohol isomers and phenolic compounds.

The constituents of Eucommia ulmoides Oliv. V. Isolation of dihydroxydehydrodiconiferyl alcohol isomers and phenolic compounds.

Hydrangea macrophylla

2 references

Absolute Stereostructures of 3S-Phyllodulcin, 3R- and 3S-Phyllodulcin Glycosides, and 3R- and 3S-Thunberginol H Glycosides from the Leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO

Absolute Stereostructures of 3S-Phyllodulcin, 3R- and 3S-Phyllodulcin Glycosides, and 3R- and 3S-Thunberginol H Glycosides from the Leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO

Hypericum hircinum

1 reference

Antimicrobial activity of crude extracts and pure compounds of Hypericum hircinum

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

Ophiorrhiza pumila

1 reference

Constituents of regenerated plants of Ophiorrhiza pumila; formation of a new glycocamptothecin and predominant formation of (3R)-deoxypumiloside over (3S)-congener

Prunus cerasus

2 references

Novel antioxidant compounds from tart cherries (Prunus cerasus)

Novel antioxidant compounds from tart cherries (Prunus cerasus)

Sargentodoxa cuneata

2 references

Chemical Constituents of the Stem of Sargentodoxa cuneata

Chemical Constituents of the Stem of Sargentodoxa cuneata

Tetradium glabrifolium

2 references

Constituents of Leaves of Tetradium Glabrifolium

Constituents of Leaves of Tetradium Glabrifolium

Chimarrhis turbinata

2 references

HPLC-ElCD: an useful tool for the pursuit of novel analytical strategies for the detection of antioxidant secondary metabolites

The Absolute Configuration of 1-(3‘,4‘-Dihydroxycinnamoyl)cyclopentane-2,3-diol from the Amazonian TreeChimarrhisturbinata

Antonia ovata

1 reference

Cytotoxic triterpenoid saponins from the stem bark of Antonia ovata

Aster indicus

1 reference

Phenolic derivatives from Aster indicus

Chrysanthemum morifolium

1 reference

Xanthine oxidase inhibitors from the flowers of Chrysanthemum sinense

Distylium racemosum

1 reference

New monoterpene glycosides and phenolic compounds from Distylium racemosum and their inhibitory activity against ribonuclease H.

Eremochloa ophiuroides

1 reference

Pancreatic Lipase Inhibition by C-Glycosidic Flavones Isolated from Eremochloa ophiuroides

Flacourtia inermis

1 reference

Phenolic constituents from the fruit juice of Flacourtia inermis

Hypericum sikokumontanum

1 reference

Chromone and chromanone glucosides from Hypericum sikokumontanum and their anti-Helicobacter pylori activities

Isertia haenkeana

1 reference

Quinic acid esters from Isertia haenkeana

Nanuza plicata

1 reference

3',8"-biisokaempferide, a cytotoxic biflavonoid and other chemical constituents of Nanuza plicata (Velloziaceae)

Oenothera speciosa

1 reference

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

Phlomis brunneogaleata

1 reference

Inhibiting activities of the secondary metabolites of Phlomis brunneogaleata against parasitic protozoa and plasmodial enoyl-ACP Reductase, a crucial enzyme in fatty acid biosynthesis

Prunus domestica

1 reference

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

Saussurea triangulata

1 reference

A new sesquiterpene glycoside from the aerial parts of Saussurea triangulata

Scorzonera latifolia

1 reference

Phenolic compounds from Scorzonera latifolia (Fisch. & Mey.) DC.

Scorzonera veratrifolia

1 reference

Two new 3-benzylphthalides from Scorzonera veratrifolia Fenzl

Viburnum cylindricum

1 reference

Phenolic Compounds fromViburnum cylindricum

Pulicaria wightiana

1 reference

Phenolic derivatives from Aster indicus

Takhtajaniantha austriaca

1 reference

Phenolic compounds from Scorzonera latifolia (Fisch. & Mey.) DC.

Erycibe hainanensis

1 reference

Hepatoprotective constituents from the roots and stems of Erycibe hainanesis

Spuriopimpinella calycina

1 reference

Quinic acid derivatives from Pimpinella brachycarpa exert anti-neuroinflammatory activity in lipopolysaccharide-induced microglia

Lonicera japonica

1 reference

Identification and quantification of 32 bioactive compounds in Lonicera species by high performance liquid chromatography coupled with time-of-flight mass spectrometry

Morus alba

1 reference

Analysis and characterisation of phytochemicals in mulberry (Morus alba L.) fruits grown in Vojvodina, North Serbia

Spuriopimpinella brachycarpa

1 reference

Quinic acid derivatives from Pimpinella brachycarpa exert anti-neuroinflammatory activity in lipopolysaccharide-induced microglia

Identifiers

InChI

InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3 /t12-,13-,15-,17 /m1/s1

1 reference

Methyl chlorogenate (English)

14 October 2016

1 reference

Global Substance Registration System

Methyl chlorogenate (English)

14 October 2016

2 references

UNII

E6GC3KV7JK

https://commonchemistry.cas.org/detail?cas_rn=123483-19-2

methyl chlorogenate (English)

14 October 2016

7 April 2021

1 reference

Methyl (1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylate (English)

14 October 2016

2 references

Methyl chlorogenate (English)

14 October 2016

ChEBI ID

145094

mapping relation type

exact match

2 references

ChEBI release 2021-03-01

International Chemical Identifier

InChI

InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3 /t12-,13-,15-,17 /m1/s1

1 reference

splash10-03di-0950000000-443c6efdf77b7abfa24b

CHLOROGENIC ACID METHYL ESTER (English)

14 October 2016

1 reference

0 references

splash10-03di-0950000000-ebd6d0c5fc54811f3aa2

0 references

NMRShiftDB structure ID

20172585

1 reference

DSSTox substance ID

DTXSID501289036

1 reference

UNII

E6GC3KV7JK

2 references

Global Substance Registration System

UNII

E6GC3KV7JK

methyl chlorogenate (English)

14 October 2016