(Q1050267)

(2R,3S,4R,5R,6S)-2-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Catalpol (English)

5 October 2016

2 references

inferred from InChIKey

(2S,3R,4S,5S,6R)-2-[[(1S,2R,4R,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

(2S,3R,4S,5S,6R)-2-[[(1R,2S,4S,5S,6S,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

(2S,3R,4S,5S,6R)-2-[[(1S,2S,4S,5S,6S,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

1 reference

chemical formula

C₁₅H₂₂O₁₀

1 reference

Catalpol (English)

5 October 2016

C1=COC(C2C1C(C3C2(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O

1 reference

Catalpol (English)

5 October 2016

C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

1 reference

Catalpol (English)

5 October 2016

Aragoa cundinamarcensis

2 references

Aragoside and iridoid glucosides from Aragoa cundinamarcensis

Aragoside and Iridoid Glucosides from Aragoa cundinamarcensis.

Argylia radiata

6 references

Iridoids in Equatorial and Tropical Flora. VIII4. 7-Deoxy-8-epiloganic Acid: A New Iridoid Glucoside fromArgylia radiata

Argylioside, a dimeric iridoid glucoside from Argylia radiata

Bis-iridoid glucosides from the roots of Argylia radiata

Iridoids from Endemic Chilean bignoniaceae

Radiatoside, a New Bisiridoid from Argylia radiata

Radiatoside B and C, Two New Bisiridoid Glucosides from Argylia radiata1

Asystasia intrusa

2 references

Aliphatic alcohol and iridoid glycosides from Asystasia intrusa

Aliphatic Alcohol and Iridoid Glycosides from Asystasia intrusa

Globularia trichosantha

1 reference

Iridoid glycosides from Globularia trichosantha

Gmelina philippensis

1 reference

Iridoid glycosides from Gmelina philippensis

Oreosolen wattii

1 reference

Phytochemistry and molecular systematics of Triaenophora rupestris and Oreosolen wattii (Scrophulariaceae).

Paederota lutea

1 reference

Iridoid glucosides of Paederota lutea and the relationships between Paederota and Veronica.

Penstemon secundiflorus

1 reference

Iridoid glucosides from Penstemon secundiflorus and P. grandiflorus: Revised structure of 10-hydroxy-8-epihastatoside

Picrorhiza scrophulariiflora

1 reference

Three phenylethanoid glycosides and an iridoid glycoside from Picrorhiza scrophulariiflora

Plantago amplexicaulis

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago atrata

3 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Iridoid Glueosides from Plantago altissima L., Plantago lanceolata L., Plantago atrata Hoppe and Plantago argentea Chaix.

Iridoid Glueosides from Plantago altissima L., Plantago lanceolata L., Plantago atrata Hoppe and Plantago argentea Chaix.

Plantago hookeriana

2 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Iridoid glucosides from Plantago hookeriana

Plantago lundborgii

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago nivalis

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago ovata

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago patagonica

2 references

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Variation in iridoid glycosides in a population of Plantago patagonica Jacq. (Plantaginaceae) in Colorado

Rehmannia glutinosa

11 references

Further pharmacological evidence of the neuroprotective effect of catalpol from Rehmannia glutinosa

Absolute stereostructures of rehmaglutin C and glutinoside a new iridoid lactone and a new chlorinated iridoid glucoside from Chinese Rehmanniae Radix.

Characterization of the anti-diabetic and antioxidant effects of rehmannia glutinosa in streptozotocin-induced diabetic Wistar rats

Chemical Studies on Crude Drug Processing. VIII. On the Constituents of Rehmanniae Radix. (2): Absolute Stereostructures of Rehmaglutin C and Glutinoside Isolated from Chinese Rehmanniae Radix, the Dried Root of Rehmannia glutinosa Libosch.

[Chemical studies on crude drug processing. X. On the constituents of rehmanniae radix (4): comparison of the constituents of various rehmanniae radixes originating in China, Korea, and Japan]

Inhibitory effect of rehmaionoside B, a constituent of rehmaniae radix, on isolated bladder and urethral smooth muscle of mice

Iridoid glycosides of Rehmannia glutinosa

Phytochemical Studies of Rehmannia glutinosa Rhizones

Two iridoid glycosides from Rehmannia glutinosa

Two non-glycosidic iridoids from Rehmannia glutinosa

Plasma Glucose Lowering Mechanisms of Catalpol, an Active Principle from Roots of Rehmannia glutinosa, in Streptozotocin-Induced Diabetic Rats

Scrophularia scorodonia

1 reference

Iridoids from Scrophularia genus.

Scutellaria albida

4 references

Iridoids from Scutellaria albida ssp. albida

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scalbidoside and albidoside, two iridoid glycosides from Scutellaria albida subsp. Colchica

Biosynthesis of catalpol

Triaenophora rupestris

1 reference

Phytochemistry and molecular systematics of Triaenophora rupestris and Oreosolen wattii (Scrophulariaceae).

Mackaya bella

2 references

Chemotaxonomy of the acanthaceae. Iridoids and quaternary amines

Iridoid glucosides from Asystasia bella

Besseya alpina

1 reference

New Iridoid Glucosides from Castilleja and Besseya: 6-Hydroxyadoxoside and 6-Isovanillylcatapol

Buddleja cordobensis

1 reference

Iridoids as allelochemicals and DNA polymerase inhibitors

Buddleja davidii

1 reference

Ethnopharmacology of some Buddleja species

Buddleja globosa

2 references

Anti-hepatotoxic activity of extracts and constituents of Buddleja species

Ethnopharmacology of some Buddleja species

Callitriche stagnalis

1 reference

Iridoids and verbascoside in callitrichaceae, hippuridaceae and lentibulariaceae

Castilleja hispida

1 reference

Iridoids and alkaloids from Castilleja host plants for platyptilia pica. Rhexifoline content of P. pica

Castilleja integra

2 references

Content of iridoid glycosides in different parts of Castilleja integra

New Iridoid Glucosides from Castilleja and Besseya: 6-Hydroxyadoxoside and 6-Isovanillylcatapol

Castilleja linariaefolia

1 reference

New Iridoid Glucosides from Castilleja and Besseya: 6-Hydroxyadoxoside and 6-Isovanillylcatapol

Castilleja miniata

1 reference

Some Iridoid Glucosides, Including the New 6-Deoxycatalpol, from Indian Paintbrush Species Related to Castilleja miniata

Castilleja occidentalis

1 reference

Iridoids and alkaloids from Castilleja host plants for platyptilia pica. Rhexifoline content of P. pica

Castilleja rhexifolia

2 references

Iridoids and alkaloids from Castilleja host plants for platyptilia pica. Rhexifoline content of P. pica

Penstemonoside and Other Iridoids from Castilleja rhexifolia. Conversion of Penstemonoside to the Pyridine Monoterpene Alkaloid Rhexifoline

Castilleja sulphurea

1 reference

Iridoids and alkaloids from Castilleja host plants for platyptilia pica. Rhexifoline content of P. pica

Catalpa bignonioides

1 reference

Iridoids from Catalpa bignonioides

Chelone obliqua

1 reference

Dopaol 2-keto- and 2,3-diketoglycosides from Chelone obliqua

Eremophila maculata

1 reference

Cardioactive iridoid glycosides from Eremophila species

Euphydryas cynthia

1 reference

Iridoid glycosides in the butterfly Euphydryas cynthia (lepidoptera, nymphalidae)

Globularia dumulosa

1 reference

Iridoids from Globularia dumulosa

Globularia nana

1 reference

Iridoid and Aryl Glucosides fromGlobularia nudicaulis andGlobularia nana

Globularia orientalis

1 reference

Sugar esters from Globularia orientalis

Hippuris vulgaris

1 reference

Iridoids and verbascoside in callitrichaceae, hippuridaceae and lentibulariaceae

Holmskioldia sanguinea

1 reference

Iridoid glycosides and phenolic glycosides from Holmskioldia sanguinea

Lagotis brevituba

1 reference

Glucosides from Lagotis brevituba

Lagotis stolonifera

2 references

Lagotoside: A New Phenylpropanoid Glycoside fromLagotis stolonifera

Lagotoside: A New Phenylpropanoid Glycoside from Lagotis stolonifera

Linaria macroura

1 reference

A study of Linaria macroura

Monochasma savatieri

2 references

Studies on lens-aldose-reductase inhibitor in medicinal plants. II. Active constituents of Monochasma savatierii Franch. et Maxim

Study on the Constituents of <I>Monochasma savatieri</I> FRANCH. ex MAXIM

Odontites vernus

2 references

Aucubigenin-1-O-β-Serotinoside, a New Iridoid Glycoside From Odontites verna ssp. Serotina

Iridoid glucosides of Odontites verna

Paulownia coreana

1 reference

Tomentoside and 7-hydroxytomentoside, two iridoid glucosides from Paulownia tomentosa

Paulownia tomentosa

2 references

Biosynthesis of catalpol

Tomentoside and 7-hydroxytomentoside, two iridoid glucosides from Paulownia tomentosa

Penstemon albidus

1 reference

Iridoid and other glycosides from Penstemon species

Penstemon ambiguus

1 reference

Iridoid Glucosides of Penstemon ambiguus

Penstemon auriberbis

1 reference

Iridoid glycosides from Penstemon species: A C-5, C-9 trans iridoid and C-8 epimeric pairs

Penstemon barrettiae

1 reference

Iridoid glycosides of additional Penstemon species

Penstemon cyathophorus

1 reference

Iridoid and other glycosides from Penstemon species

Penstemon glaber

1 reference

Iridoid glycosides of additional Penstemon species

Penstemon newberryi

1 reference

Iridoid glycosides from some butterflies and their larval food plants

Penstemon parryi

1 reference

Iridoid glycosides of additional Penstemon species

Penstemon strictus

1 reference

Iridoid glycosides from some butterflies and their larval food plants

Penstemon whippleanus

1 reference

Iridoid Glucosides of White-Flowered Penstemon whippleanus

Picrorhiza kurrooa

2 references

New Iridoid Glucoside from Picrorhiza kurroa Royle ex Benth.

Naturstoffe aus Arzneipflanzen, XXV Isolierung und Strukturaufklärung neuer Inhaltsstoffe aus dem sodaalkalischen Extrakt vonPicrorhiza kurrooa

Pinguicula moranensis

1 reference

Iridoids and verbascoside in callitrichaceae, hippuridaceae and lentibulariaceae

Common butterwort

1 reference

Iridoid glucosides from Utricularia australis and Pinguicula vulgaris (lentibulariaceae)

Scrophularia cryptophila

1 reference

Crypthophilic Acids A, B, and C: Resin Glycosides from Aerial Parts of Scrophularia crypthophila

Scrophularia umbrosa

1 reference

Late stages in the biosynthesis of aucubin in Scrophularia

Scutellaria alpina

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria bolanderi

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria galericulata

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria grossa

1 reference

Studies on the nepalese crude drugs. XIII. On the flavonoid and iridoid constiuents of the root of Scutellaria grossa Wall.

Scutellaria hirta

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria lateriflora

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria minor

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria racemosa

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria orientalis

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria peregrina

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria rubicunda

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scutellaria scordiifolia

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Verbascum cheiranthifolium

1 reference

Iridoid glycosides of Verbascum cheiranthifolium

Verbascum georgicum

1 reference

Iridoids ofVerbascum georgicum

Verbascum lychnitis

1 reference

Iridoids and flavonoids ofVerbascum lychnitis

Verbascum sinuatum

1 reference

Iridoid glycosides ofVerbascum sinuatum

Verbascum spinosum

1 reference

Verbaspinoside, a new iridoid glycoside from Verbascum spinosum

Verbascum thapsus

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

Verbascum wiedemannianum

1 reference

Iridoids and triterpene saponins from Verbascum wiedemannianum (Scrophulariaceae)

Veronica alpina

1 reference

Iridoid glucosides from three veronica species

blue water-speedwell

2 references

Aquaticol, a bis-sesquiterpene and iridoid glucosides from Veronica anagallis-aquatica

Iridoid glucosides from Veronica anagallis-aquatica

Veronica fuhsii

2 references

Iridoid glucosides from Veronica hederifolia

Iridoid Glucosides from Veronica hederifolia.

Veronica kellereri

1 reference

Iridoid glucosides from three veronica species

Veronica liwanensis

1 reference

Acylated flavone glycosides from Veronica.

Veronica longifolia

1 reference

Extraction of iridoid glycosides and their determination by micellar electrokinetic capillary chromatography

Veronica officinalis

1 reference

Application of various planar chromatographic techniques for the separation of iridoid glycosides from Veronica officinalis

Zaluzianskya capensis

1 reference

Iridoid glucosides in Zaluzianskya capensis

Penstemon barbatus

1 reference

In vitro COX-1 and COX-2 enzyme inhibitory activities of iridoids from Penstemon barbatus, Castilleja tenuiflora, Cresentia alata and Vitex mollis

Veronica lavaudiana

1 reference

Iridoid and phenylethanoid glucosides from Veronica lavaudiana

Aureolaria flava

1 reference

Iridoid glycosides of Aureolaria flava and their sequestration by Euphydryas phaeton butterflies

Euphrasia genargentea

1 reference

Iridoids from Euphrasia genargentea, a rare Sardinian endemism

Globularia alypum

2 references

New Iridoid Glucosides and a Lignan Diglucoside fromGlobularia alypumL

Phenylethyl Glycosides fromGlobularia alypumGrowing in Turkey

Globularia bisnagarica

1 reference

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

Penstemon centranthifolius

1 reference

Antibiofilm phenylethanoid glycosides from Penstemon centranthifolius.

Verbascum pyroliforme

1 reference

Secondary metabolites from the aerial parts of Verbascum dudleyanum and their biological activities

Verbascum lasianthum

1 reference

Acylated Iridoid Glycosides from the Flowers of Verbascum lasianthum Boiss. ex Bentham

Verbascum phlomoides

1 reference

Iridoids from Verbascum phlomoides and V. densiflorum

Veronica pulvinaris

1 reference

Phenylethanoid and iridoid glycosides in the New Zealand snow hebes (Veronica, Plantaginaceae).

Veronica thomsonii

1 reference

Phenylethanoid and iridoid glycosides in the New Zealand snow hebes (Veronica, Plantaginaceae).

Castilleja tenuiflora

1 reference

In vitro COX-1 and COX-2 enzyme inhibitory activities of iridoids from Penstemon barbatus, Castilleja tenuiflora, Cresentia alata and Vitex mollis

Vitex mollis

1 reference

In vitro COX-1 and COX-2 enzyme inhibitory activities of iridoids from Penstemon barbatus, Castilleja tenuiflora, Cresentia alata and Vitex mollis

Euphrasia nemorosa

1 reference

Iridoids from Euphrasia genargentea, a rare Sardinian endemism

Scrophularia oblongifolia

1 reference

Late stages in the biosynthesis of aucubin in Scrophularia

Cymbaria borysthenica

1 reference

A study ofCymbochasma borysthenica

Picrorhiza kurroa

1 reference

New Iridoid Glucoside from Picrorhiza kurroa Royle ex Benth.

Castilleja angustifolia var. dubia

1 reference

6-O-Acetylmelittoside and Other Iridoids from Castilleja Species

Plantago argentea

2 references

Iridoid Glueosides from Plantago altissima L., Plantago lanceolata L., Plantago atrata Hoppe and Plantago argentea Chaix.

Iridoid Glueosides from Plantago altissima L., Plantago lanceolata L., Plantago atrata Hoppe and Plantago argentea Chaix.

Plantago altissima

1 reference

Iridoid glucosides in Plantago alpina and P. Altissima

Plantago lanceolata

2 references

Iridoid glucosides in Plantago alpina and P. Altissima

Phenological and population variation in iridoid glycosides of Plantago lanceolata (Plantaginaceae)

Veronica bellidioides

1 reference

Iridoid glucosides from three veronica species

Plantago major

1 reference

Iridoid glucosides from Plantago cornuti, Plantago major and Veronica cymbalaria

Plantago lagopus

1 reference

Iridoids From Plantago Lagopus

Plantago depressa

1 reference

Elucidation of anti-inflammatory potencies of Eucommia ulmoides bark and Plantago asiatica seeds

Castilleja septentrionalis

1 reference

Iridoids and alkaloids from Castilleja host plants for platyptilia pica. Rhexifoline content of P. pica

Plantago unibracteata

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Plantago uniflora

1 reference

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Lamiaceae

1 reference

The significance of the iridoid glycoside, catalpol, in Scutellaria

Scrophulariaceae

1 reference

[Chemical studies on crude drug processing. X. On the constituents of rehmanniae radix (4): comparison of the constituents of various rehmanniae radixes originating in China, Korea, and Japan]

Littorella uniflora

2 references

Iridoid glucosides in Littorella uniflora (L.) Ascherson

Chemotaxonomy of Plantago. Iridoid glucosides and caffeoyl phenylethanoid glycosides.

Scrophularia alpestris

1 reference

Late stages in the biosynthesis of aucubin in Scrophularia

Commons category

Catalpol

0 references

Identifiers

InChI

InChI=1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1

1 reference

Catalpol (English)

5 October 2016

2 references

Catalpol (English)

5 October 2016

ChEBI release 2020-09-01

2 references

catalpol (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=2415-24-9

9 April 2021

1 reference

Catalpol (English)

5 October 2016

2 references

English

Catalpol (English)

5 October 2016

InChIKey

ChEBI ID

69797

mapping relation type

2 references

English

catalpol (English)

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C15H22O10/c16-3-6-9(19)10(20)11(21)14(23-6)24-13-7-5(1-2-22-13)8(18)12-15(7,4-17)25-12/h1-2,5-14,16-21H,3-4H2/t5-,6-,7-,8+,9-,10+,11-,12+,13+,14+,15-/m1/s1

1 reference

CATALPOL (English)

5 October 2016

2 references

inferred from InChIKey

InChIKey

MSBNK-Univ_Toyama-TY000075

1 reference

MassBank accession ID

0 references

SPLASH

splash10-001i-0009000000-2cede997c091351d4be4

0 references

DSSTox substance ID

DTXSID60178850

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

InChIKey

DSSTOX compound identifier

0 references

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.017.568

27 December 2018

ECHA Substance Infocard ID

[1aS-(1aα,1bβ,2β,5aβ,6β,6aα)]-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside (English)

quotation

CAS no.: 2415-24-9 (English)

100.017.568

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.017.568

27 December 2018

[1aS-(1aα,1bβ,2β,5aβ,6β,6aα)]-1a,1b,2,5a,6,6a-hexahydro-6-hydroxy-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl-β-D-glucopyranoside (English)

quotation

CAS no.: 2415-24-9 (English)

1 reference

English