(Q27108018)

Plantamajoside (English)

[(2S,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

1 reference

1 reference

C₂₉H₃₆O₁₆

1 reference

Plantamajoside (English)

5 October 2016

canonical SMILES

C1=CC(=C(C=C1CCOC2C(C(C(C(O2)CO)OC(=O)C=CC3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O

1 reference

Plantamajoside (English)

5 October 2016

isomeric SMILES

C1=CC(=C(C=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O

1 reference

Studies on the Methods for Chemical Identification of Forsythiae Fructus and Plantaginis Herba

Plantamajoside (English)

5 October 2016

5 references

Glycation inhibitory activity and the identification of an active compound in Plantago asiatica extract

Phenolic compounds from Plantago asiatica

Phenylethanoid glycosides from Plantago asiatica

Phenolic compounds from Plantago asiatica

Plantaginaceae

1 reference

Plantamajoside Inhibits Lipopolysaccharide-Induced MUC5AC Expression and Inflammation through Suppressing the PI3K/Akt and NF-κB Signaling Pathways in Human Airway Epithelial Cells.

Picrorhiza scrophulariiflora

2 references

Three phenylethanoid glycosides and an iridoid glycoside from Picrorhiza scrophulariiflora

Three phenylethanoid glycosides and an iridoid glycoside from Picrorhiza scrophulariiflora

Plantago arborescens

3 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago ovata

2 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago webbii

2 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Lagotis stolonifera

2 references

Lagotoside: A New Phenylpropanoid Glycoside fromLagotis stolonifera

Lagotoside: A New Phenylpropanoid Glycoside from Lagotis stolonifera

Plantago lagopus

1 reference

Polyphenolic compounds from Plantago lagopus L

Veronica fuhsii

2 references

Fuhsioside, a New Phenylethanoid Glucoside from Veronica fuhsii.

Fuhsioside, a New Phenylethanoid Glucoside from Veronica fuhsii.

Wulfenia carinthiaca

1 reference

Iridoid and phenolic glycosides from Wulfenia carinthiaca

Digitalis lanata

1 reference

Phenylethyl Glycosides fromDigitalis lanata

Digitalis purpurea

1 reference

Phenolic glycoside composition of leaves and callus cultures of Digitalis purpurea

Rehmannia glutinosa

1 reference

Four caffeoyl glycosides from callus tissue of Rehmannia glutinosa

Primulina eburnea

1 reference

Preparative isolation and purification of five phenylethanoid glycosides from Chirita eburnea

Plantago lanceolata

2 references

Phenylethanoids in the herb of Plantago lanceolata and inhibitory effect on arachidonic acid-induced mouse ear edema.

Effects of cinnamic acid on polyphenol production in Plantago lanceolata

Plantago major

5 references

Phenylethanoid glycosides from Plantago asiatica

Studies on the Methods for Chemical Identification of Forsythiae Fructus and Plantaginis Herba

Phenolic compounds from Plantago asiatica

Glycation inhibitory activity and the identification of an active compound in Plantago asiatica extract

Structure and antibacterial activity of plantamajoside, a caffeic acid sugar ester from Plantago major subs major

Identifiers

InChI

InChI=1S/C29H36O16/c30-11-19-22(37)23(38)24(39)29(42-19)45-27-25(40)28(41-8-7-14-2-5-16(33)18(35)10-14)43-20(12-31)26(27)44-21(36)6-3-13-1-4-15(32)17(34)9-13/h1-6,9-10,19-20,22-35,37-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1

1 reference

Plantamajoside (English)

KFEFLPDKISUVNR-QJEHNBJNSA-N

5 October 2016

InChIKey

2 references

Plantamajoside (English)

5 October 2016

ChEBI release 2020-09-01

2 references

Plantamajoside (English)

KFEFLPDKISUVNR-QJEHNBJNSA-N

5 October 2016

InChIKey

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=104777-68-6

1 reference

2-(3,4-Dihydroxyphenyl)ethyl 4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-3-O-beta-D-glucopyranosyl-beta-D-glucopyranoside (English)

5 October 2016

1 reference

Plantamajoside (English)

5 October 2016

ChEBI ID

8256

mapping relation type

2 references

Plantamajoside (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C29H36O16/c30-11-19-22(37)23(38)24(39)29(42-19)45-27-25(40)28(41-8-7-14-2-5-16(33)18(35)10-14)43-20(12-31)26(27)44-21(36)6-3-13-1-4-15(32)17(34)9-13/h1-6,9-10,19-20,22-35,37-40H,7-8,11-12H2/b6-3+/t19-,20-,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1

1 reference

1 reference

Plantamajoside (English)

5 October 2016

0 references

1 reference

Plantamajoside (English)