(Q27145347)

(-)-Cryptochlorogenic acid (English)

(1R,3R,4R,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexane-1-carboxylic acid

8 October 2016

stereoisomer of

2 references

(3R,5R)-4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,3,5-trihydroxycyclohexane-1-carboxylic acid

inferred from InChI

1 reference

(Z)-cryptochlorogenic acid

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₁₆H₁₈O₉

0 references

canonical SMILES

C1=C(C=C(C(=C1)O)O)C=CC(=O)OC2C(CC(CC2O)(O)C(=O)O)O

1 reference

cryptochlorogenic acid (English)

20 November 2016

isomeric SMILES

C1=C(C=C(C(=C1)O)O)/C=C/C(=O)O[C@H]2[C@@H](C[C@](C[C@H]2O)(O)C(=O)O)O

1 reference

Polyphenols from Eriobotrya japonica and their cytotoxicity against human oral tumor cell lines

cryptochlorogenic acid (English)

20 November 2016

1 reference

Solidago altissima

1 reference

A new kaempferol trioside from Solidago altissima L.

Camellia sinensis

1 reference

Black tea represents a major source of dietary phenolics among regular tea drinkers

Coffea arabica

1 reference

Contribution of chlorogenic acids to the iron-reducing activity of coffee beverages

Coffea canephora

1 reference

Contribution of chlorogenic acids to the iron-reducing activity of coffee beverages

Cydonia

3 references

First report on Cydonia oblonga Miller anticancer potential: differential antiproliferative effect against human kidney and colon cancer cells

Influence of jam processing upon the contents of phenolics, organic acids and free amino acids in quince fruit ( Cydonia oblonga Miller)

Phenolic profile in the evaluation of commercial quince jellies authenticity

Fragaria

2 references

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Malus domestica

2 references

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Prunus armeniaca

1 reference

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Prunus avium

1 reference

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Prunus cerasus

1 reference

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Prunus domestica

3 references

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Antioxidant activity of prune (Prunus domestica L.) constituents and a new synergist

Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L. ).

peach

1 reference

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Pyrus communis

1 reference

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

Ribes nigrum

1 reference

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Ribes rubrum

1 reference

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Ribes uva-crispa

1 reference

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Rubus

1 reference

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Vaccinium corymbosum

1 reference

Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits

Antonia ovata

1 reference

Cytotoxic triterpenoid saponins from the stem bark of Antonia ovata

Carallia brachiata

1 reference

A new diglycosyl megastigmane from Carallia brachiata

Centaurea cyanus

1 reference

Phenolcarboxylic acids of the flowers of Centaurea cyanus

Cyclocarya paliurus

1 reference

Phenolic compounds from the leaves of Cyclocarya paliurus (Batal.) Ijinskaja and their inhibitory activity against PTP1B

Dactylis glomerata

1 reference

Extraction, structural characterisation and evaluation of hydroxycinnamate esters of orchard grass (Dactylis glomerata) as substrates for polyphenol oxidase

1 reference

1 reference

Phenolic compounds from Hypericum perforatum

sweet potato

2 references

New polyphenol derivative in Ipomoea batatas tubers and its antioxidant activity

Changes in caffeic acid derivatives in sweet potato (Ipomoea batatas L.) during cooking and processing

Peucedanum japonicum

1 reference

Antioxidant compounds from the leaves of Peucedanum japonicum thunb

Platycodon grandiflorum

1 reference

Constituents of the flowers of Platycodon grandiflorum with inhibitory activity on advanced glycation end products and rat lens aldose reductase in vitro

Platycodon grandiflorus

1 reference

Constituents of the flowers of Platycodon grandiflorum with inhibitory activity on advanced glycation end products and rat lens aldose reductase in vitro

Scorzonera veratrifolia

1 reference

Two new 3-benzylphthalides from Scorzonera veratrifolia Fenzl

Viburnum dilatatum

1 reference

Phenolic compounds from Viburnum dilatatum

Withania somnifera

1 reference

Flavonol glycosides and phenolics from Withania somnifera

Zanthoxylum piperitum

1 reference

Polyphenolic constituent structures of Zanthoxylum piperitum fruit and the antibacterial effects of its polymeric procyanidin on methicillin-resistant Staphylococcus aureus

Vitis vinifera

1 reference

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Rubus idaeus

1 reference

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Daucus carota

1 reference

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Nicotiana tabacum

1 reference

Phenylpropanoid Defences in Nicotiana tabacum Cells: Overlapping Metabolomes Indicate Common Aspects to Priming Responses Induced by Lipopolysaccharides, Chitosan and Flagellin-22

Coffea

2 references

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Quantitation of volatiles and nonvolatile acids in an extract from coffee beverages: correlation with antioxidant activity

Matricaria chamomilla

1 reference

Characterization ofMatricaria recutita L. Flower extracts by HPLC-MS and HPLC-DAD analysis

Morus alba

4 references

HPLC-DAD-ESI-MS/MS analysis and antioxidant activities of nonanthocyanin phenolics in mulberry (Morus alba L.).

Characterization of the polyphenolic fraction of Morus alba leaves extracts by HPLC coupled to a hybrid IT-TOF MS system

Identification and quantification of phenolic acids and flavonol glycosides in Tunisian Morus species by HPLC-DAD and HPLC–MS

Mulberry water extracts possess an anti-obesity effect and ability to inhibit hepatic lipogenesis and promote lipolysis.

Sarcandra glabra

2 references

Chemical profiling of bioactive constituents in Sarcandra glabra and its preparations using ultra-high-pressure liquid chromatography coupled with LTQ Orbitrap mass spectrometry

The anti-stress effects of Sarcandra glabra extract on restraint-evoked immunocompromise

Chamomilla recutita

1 reference

Characterization ofMatricaria recutita L. Flower extracts by HPLC-MS and HPLC-DAD analysis

Artemisia annua

2 references

Artemisia annua L.: Essential oil and acetone extract composition and antioxidant capacity

Phytochemical analysis of a herbal tea from Artemisia annua L.

common sunflower

1 reference

Identification and quantification of phenolic compounds from sunflower (Helianthus annuus L.) kernels and shells by HPLC-DAD/ESI-MSn

Pisum sativum

1 reference

Microwave drying effects on drying kinetics, bioactive compounds and antioxidant activity of green peas (Pisum sativum L.)

Malus pumila

2 references

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Quinic acid esters of hydroxycinnamic acids in stone and pome fruit

tomato

1 reference

Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection

Identifiers

InChI

InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

1 reference

cryptochlorogenic acid (English)

20 November 2016

2 references

cryptochlorogenic acid (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

87099-73-8

1 reference

cryptochlorogenic acid (English)

20 November 2016

1 reference

(-)-Cryptochlorogenic acid (English)

20 November 2016

Reaxys registry number

2708415

1 reference

4-O-trans-caffeoylquinic acid (English)

8 October 2016

ChEBI ID

75491

mapping relation type

2 references

4-O-trans-caffeoylquinic acid (English)

8 October 2016

International Chemical Identifier

InChI

InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1

SureChEMBL ID

SCHEMBL18180782

2 references

SCHEMBL18317148

2 references

splash10-00fr-0900000000-aebff0274aa37e22c382

SPLASH

0 references

splash10-001l-4900000000-95844bd3ccfe459a6b5e

0 references

splash10-001i-9700000000-946b1da66f82b872fc2a

0 references

splash10-03di-0900000000-b71d919a41ae4f4c562b

0 references

splash10-03di-0900000000-1d52439a00f0faaeff28

0 references

splash10-0ut9-0904000000-e2ead0a3d9265a440f9d

0 references

splash10-03r6-0900000000-283849b4cbaa9a572572

0 references

splash10-0a4i-1798000000-4dd46c95bc0c59c9ca75

0 references

Human Metabolome Database ID

HMDB0030653

2 references

KNApSAcK ID

C00053843

2 references

2 references

cryptochlorogenic acid (English)

20 November 2016