(Q27105860)

Asperuloside (English)

[(4S,7R,8S,11R)-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

5 October 2016

stereoisomer of

2 references

inferred from InChIKey

[(4R,7S,8S,11S)-2-oxo-8-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

1 reference

[(4S,7S,8S,11R)-2-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

1 reference

[(4S,7S,8S,11S)-2-oxo-8-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

1 reference

[(4S,7S,8S,11S)-2-oxo-8-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-6-yl]methyl acetate

1 reference

chemical formula

C₁₈H₂₂O₁₁

1 reference

Asperuloside (English)

5 October 2016

canonical SMILES

CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O

1 reference

Asperuloside (English)

5 October 2016

isomeric SMILES

CC(=O)OCC1=C[C@H]2[C@H]3[C@@H]1[C@@H](OC=C3C(=O)O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Asperuloside (English)

5 October 2016

2 references

Iridoids from Pentas lanceolata

Rubia tinctorum

4 references

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Rubia tinctorum

Three hydroxymethylanthraquinone glycosides from rubia tinctorum

Three hydroxymethylanthraquinone glycosides from rubia tinctorum

Rubia cordifolia

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Galium verum

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Mitchella undulata

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Serissa japonica

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Psychotria manillensis

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Psychotria rubra

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Psychotria serpens

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Damnacanthus macrophyllus

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Damnacanthus major

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Lasianthus curtisii

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Lasianthus cyanocarpus

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Lasianthus fordii

2 references

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Lasianthionosides A-C, megastigmane glucosides from leaves of Lasianthus fordii

Lasianthus obliquinervis

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Arbutus unedo

1 reference

STRAWBERRY-TREE (Arbutus unedo)

Crucianella graeca

1 reference

Coumarins and Iridoids from Crucianella graeca, Cruciata glabra, Cruciata laevipes and Cruciata pedemontana (Rubiaceae)

Cruciata laevipes

1 reference

Coumarins and Iridoids from Crucianella graeca, Cruciata glabra, Cruciata laevipes and Cruciata pedemontana (Rubiaceae)

Cruciata pedemontana

1 reference

Coumarins and Iridoids from Crucianella graeca, Cruciata glabra, Cruciata laevipes and Cruciata pedemontana (Rubiaceae)

Cruciata taurica

1 reference

High-Performance Liquid Chromatographic Determination of Iridoids in Cruciata Taurica

Cruckshanksia verticillata

1 reference

Iridoids of Cruckshanksia verticillata and their Chemosystematic importance

Escallonia alpina

1 reference

Escallonia illinita

1 reference

Escallonia myrtoidea

1 reference

Escallonia pulverulenta

1 reference

Eucommia ulmoides

3 references

Studies on the chemical constituents of green leaves of Eucommia ulmoides Oliv.

Anti-obesity compounds in green leaves of Eucommia ulmoides.

Iridoids from the green leaves of Eucommia ulmoides.

Fouquieria splendens

1 reference

Chemistry and taxonomy of Fouquieria splendens Engelm: A new member of the asperuloside group

Galium aegeum

1 reference

Indoid Glucosides from Four Balkan Endemics of the Galium incurvum Group (Rubiaceae)

Galium album

2 references

Iridoid glucosides from Galium album and G. lovcense

THE ELUTION PATTERN OF IRIDOID GLUCOSIDES FROM GALIUM SPECIES ON C-18 REVERSED-PHASE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

Galium humifusum

1 reference

Iridoid Glucosides from Galium humifusum Bieb

Galium lovcense

1 reference

Iridoid glucosides from Galium album and G. lovcense

Galium macedonicum

2 references

THE ELUTION PATTERN OF IRIDOID GLUCOSIDES FROM GALIUM SPECIES ON C-18 REVERSED-PHASE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

Indoid Glucosides from Four Balkan Endemics of the Galium incurvum Group (Rubiaceae)

Galium mirum

1 reference

Indoid Glucosides from Four Balkan Endemics of the Galium incurvum Group (Rubiaceae)

Galium spurium

1 reference

Biosynthesis of iridoid glucosides in Galium mollugo, G. spurium var. Echinospermon and Deutzia crenata. Intermediacy of deoxyloganic acid, loganin and iridodial glucoside

Globularia cordifolia

1 reference

Iridoid and bisiridoid glycosides from Globularia cordifolia.

Globularia davisiana

1 reference

Iridoid glycosides from Globularia davisiana

Globularia nana

1 reference

Iridoid and Aryl Glucosides fromGlobularia nudicaulis andGlobularia nana

Globularia nudicaulis

1 reference

Iridoid and Aryl Glucosides fromGlobularia nudicaulis andGlobularia nana

Globularia orientalis

1 reference

Sugar esters from Globularia orientalis

Oldenlandia hedyotidea

1 reference

Iridoids from Hedyotis hedyotidea

henbit deadnettle

2 references

6-Deoxylamioside, A New Iridoid Glucoside From Lamium amplexicaule

Three New Monoterpene Glucosides fromLamium amplexicaule

Morinda citrifolia

6 references

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity.

Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity.

Iridoid glycosides from the leaves of Morinda citrifolia

Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity.

Chemical Constituents of the Fruits of Morinda citrifolia (Noni) and Their Antioxidant Activity

Morinda coreia

1 reference

Iridoid and phenolic glycosides from Morinda coreia

Morinda umbellata

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Oldenlandia corymbosa

1 reference

Isolation of 10-O-Acyl Iridoid Glucosides from a Philippine Medicinal Plant, Oldenlandia corymbosa L. (Rubiaceae).

Paederia scandens

4 references

Inhibitory effect of iridoids on Epstein-Barr virus activation by a short-term in vitro assay for anti-tumor promoters

Iridoid glucosides from roots of Vietnamese Paederia scandens

Revised structure of E. coli SSB

Isolation of Iridoid Glucosides from Paederia scandens and Assay of Biological Activities.

Plantago bellardii

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago cretica

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago lanceolata

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

Plantago major

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

Plantago ovata

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Globularia bisnagarica

1 reference

ChemInform Abstract: Flavonoid, Phenylethanoid and Iridoid Glycosides from Globularia aphyllanthes

Heterophyllaea pustulata

1 reference

Anthraquinone derivatives from Heterophyllaea pustulata

Gynochthodes officinalis

1 reference

Chemical Constituents of Chinese Natural Medicine, Morindae Radix, the Dried Roots of Morinda officinalis How.: Structures of Morindolide and Morofficinaloside

Oldenlandia diffusa

1 reference

Neue Iridoide aus Oldenlandia Diffusa ROXB

Globularia trichosantha

1 reference

Iridoid glycosides from Globularia davisiana

Psychotria asiatica

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Galium mollugo

4 references

Iridoid glucosides from Galium album and G. lovcense

THE ELUTION PATTERN OF IRIDOID GLUCOSIDES FROM GALIUM SPECIES ON C-18 REVERSED-PHASE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY

Iridoids from Galium mollugo

Biosynthesis of iridoid glucosides in Galium mollugo, G. spurium var. Echinospermon and Deutzia crenata. Intermediacy of deoxyloganic acid, loganin and iridodial glucoside

Galium rhodopeum

2 references

Iridoid glucosides from Galium album and G. lovcense

Indoid Glucosides from Four Balkan Endemics of the Galium incurvum Group (Rubiaceae)

Paederia foetida

4 references

Isolation of Iridoid Glucosides from Paederia scandens and Assay of Biological Activities.

Iridoid glucosides from roots of Vietnamese Paederia scandens

Revised structure of E. coli SSB

Inhibitory effect of iridoids on Epstein-Barr virus activation by a short-term in vitro assay for anti-tumor promoters

Galium aparine

2 references

Biosynthesis of iridoid glucosides in Galium mollugo, G. spurium var. Echinospermon and Deutzia crenata. Intermediacy of deoxyloganic acid, loganin and iridodial glucoside

Plant growth inhibitor in the seeds of catchweed.

Spermacoce verticillata

1 reference

Iridoids fromBorreria verticillata

Plocama calabrica

2 references

Flavonoid, iridoid, and lignan glycosides from Putoria calabrica

Iridoids from Putoria calabrica

Wollastonia biflora

1 reference

Cytotoxic germacrane-type sesquiterpenes, pimarane-type diterpenes, and a naphthalene derivative from Wollastonia biflora

Scleromitrion diffusum

2 references

A new acylated flavonol glycoside and antioxidant effects of Hedyotis diffusa

The Antitumor Constituents from Hedyotis Diffusa Willd.

Identifiers

InChI

InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1

1 reference

Asperuloside (English)

5 October 2016

2 references

Asperuloside (English)

5 October 2016

ChEBI release 2020-09-01

2 references

asperuloside (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=14259-45-1

8 April 2021

1 reference

[(2aS,4aS,5S,7bS)-5-(beta-D-Glucopyranosyloxy)-1-oxo-2a,4a,5,7b-tetrahydro-1H-2,6-dioxacyclopenta[cd]inden-4-yl]methyl acetate (English)

5 October 2016

2 references

Asperuloside (English)

matched by identifier from

5 October 2016

Reaxys registry number

1302815

1 reference

asperuloside (English)

5 October 2016

ChEBI ID

2881

mapping relation type

2 references

asperuloside (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1

1 reference

splash10-0002-0900100000-5e8f58eacfeb3ce9a199

ASPERULOSIDE (English)

5 October 2016

1 reference

0 references

DSSTox substance ID

DTXSID70878339

0 references

DSSTOX compound identifier

DTXCID801016393

0 references

EC number

238-137-5

1 reference

Global Substance Registration System

UNII

V3CFI02X39

ASPERULOSIDE (English)

ECHA Substance Infocard ID

5 October 2016

100.034.654

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.034.654

27 December 2018

reason for deprecated rank

[2aS-(2aα,4aα,5α,7bα)]-5-(β-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-1-oxo-1H-2,6-dioxacyclopent[cd]inden-4-ylmethyl acetate (English)

quotation

CAS no.: 14259-45-1 (English)

KNApSAcK ID

C00003072

cannot be confirmed by other sources

1 reference

Global Substance Registration System

asperuloside (English)

5 October 2016

2 references

UNII

V3CFI02X39

ASPERULOSIDE (English)

matched by identifier from

5 October 2016

0 references

1 reference

asperuloside (English)