(Q25099323)

English

harpagoside

chemical compound

Harpagoside

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No label defined

No description defined

Statements

type of chemical entity

0 references

0 references

6-Epiharpagoside

0 references

chemical structure

Harpagoside.svg
860 × 570; 48 KB

0 references

494.178812±0 dalton

1 reference

language of work or name

Harpagoside (English)

5 October 2016

stereoisomer of

[(1S,4aS,5R,7S,7aR)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] 3-phenylprop-2-enoate

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

[(1S,4aR,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (Z)-3-phenylprop-2-enoate

1 reference

based on heuristic

inferred from InChI

[(1S,4aR,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate

1 reference

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₄H₃₀O₁₁

1 reference

language of work or name

Harpagoside (English)

19 November 2016

canonical SMILES

CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=CC=CC=C4

1 reference

language of work or name

Harpagoside (English)

19 November 2016

isomeric SMILES

C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4

1 reference

language of work or name

Harpagoside (English)

19 November 2016

Harpagophytum procumbens

12 references

A drug used in traditional medicine: harpagophytum procumbens dc. iii. effects on hyperkinetic ventricular arrhythmias by reperfusion

Harpagophytum procumbens

Harpagophytum procumbens: Wirkung von Extrakten auf die Eicosanoidbiosynthese in lonophor A23187-stimuliertem menschlichem Vollblut

Downregulation of iNOS expression in rat mesangial cells by special extracts of Harpagophytum procumbens derives from harpagoside-dependent and independent effects

Iridoid and phenolic glycosides from Harpagophytum Procumbens

Physicochemical properties of harpagoside and its in vitro release from Harpagophytum procumbens extract tablets

Effect of the major glycosides of Harpagophytum procumbens (Devil's Claw) on epidermal cyclooxygenase-2 (COX-2) in vitro

An analytical study, anti-inflammatory and analgesic effects of Harpagophytum procumbens and Harpagophytum zeyheri

Comparison of outcome measures during treatment with the proprietary Harpagophytum extract doloteffin in patients with pain in the lower back, knee or hip.

New iridoid glucosides from Harpagophytum procumbens DC.

Quality control of Harpagophytum procumbens and its related phytopharmaceutical products by means of NIR-FT-Raman spectroscopy.

Devil's Claw-a review of the ethnobotany, phytochemistry and biological activity of Harpagophytum procumbens

Verbascum bombyciferum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum phlomoides

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum thapsus

4 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Iridoid Glycosides from Verbascum thapsus L.

Iridoid Glycosides from Verbascum thapsus L.

Verbascum niveum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum sinuatum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum songaricum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum speciosum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum leucophyllum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum gnaphalodes

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum olympicum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum pulverulentum

2 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Verbascum lychnitis

2 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Verbascum mallophorum

1 reference

Iridoid glucosides of Cerbera manghus

3 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Iridoide ausVerbascum nigrum L.182. Mitteilung über organische Naturstoffe

Verbascum georgicum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum ovalifolium

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum spectabile

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum pyramidatum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum oreophilum

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum blattaria

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum aphentulium

2 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Verbascum capitis-viridis

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum roripifolium

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum boerhavii

1 reference

Iridoid glucosides of Cerbera manghus

Verbascum undulatum

3 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Verbalactone, a new macrocyclic dimer lactone from the roots of Verbascum undulatum with antibacterial activity

Scrophularia scorodonia

7 references

Reverse-phase high pressure liquid chromatographic analysis of harpagoside, scorodioside and verbascoside from Scrophularia scorodonia: quantitative determination of harpagoside

Iridoids from Scrophularia genus.

Reverse-phase high pressure liquid chromatographic analysis of harpagoside, scorodioside and verbascoside from Scrophularia scorodonia: quantitative determination of harpagoside

Iridoids from Scrophularia scorodonia

Quantitative Determination of Verbascoside inScrophularia scorodonia. by High-Performance Liquid Chromatography

Seasonal variations in the harpagoside content of Scrophularia scorodonia L

Isoangoroside C, a phenylpropanoid glycoside from Scrophularia scorodonia roots

Oreosolen wattii

2 references

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

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

Verbascum dentifolium

1 reference

Iridoids from Verbascum dentifolium

Harpagophytum zeyheri

3 references

Two new pyridine monoterpene alkaloids by chemical conversion of a commercial extract of harpagophytum procumbens

New and Known Iridoid- and Phenylethanoid Glycosides fromHarpagophytum procumbensand theirin vitroInhibition of Human Leukocyte Elastase

An analytical study, anti-inflammatory and analgesic effects of Harpagophytum procumbens and Harpagophytum zeyheri

Plantago lagopus

1 reference

Iridoids From Plantago Lagopus

Rogeria adenophylla

2 references

Iridoid glucosides from Rogeria adenophylla

Iridoid glucosides from Rogeria adenophylla

Scrophularia chrysantha

1 reference

Iridoid glycosides of Scrophularia variegata and S. chrisantha

Scrophularia koelzii

1 reference

Antihepatotoxic and immunostimulant properties of iridoid glycosides ofScrophularia koelzii

Scrophularia ningpoensis

5 references

Iridoid-related aglycone and its glycosides from Scrophularia ningpoensis

Iridoids from Scrophularia ningpoensis

Iridoid glycosides from Scrophularia ningpoensis

Study of chemical composition and antimicrobial activity of leaves and roots of Scrophularia ningpoensis.

A new iridoid glycoside from Scrophularia ningpoensis

Scrophularia nodosa

1 reference

Chemical composition of Nigella sativa L. seeds

Scrophularia spicata

1 reference

Iridoid glycosides from Scrophularia ningpoensis

Verbascum wiedemannianum

1 reference

Iridoids from Verbascum dentifolium

Scrophularia buergeriana

1 reference

Four new neuroprotective iridoid glycosides from Scrophularia buergeriana roots

Melittis melissophyllum

1 reference

Iridoids. I. Harpagide acetate from melittis melissophyllum

Phlogacanthus curviflorus

1 reference

Diterpenes and Diterpene Glucosides fromPhlogacanthus curviflorus

Verbascum chaixii

1 reference

Iridoid glucosides of Cerbera manghus

1 reference

Lamiridosins, hepatitis C virus entry inhibitors from Lamium album.

denseflower mullein

2 references

Iridoid glucosides of Cerbera manghus

Iridoids from Verbascum dentifolium

Identifiers

InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1

1 reference

language of work or name

Harpagoside (English)

19 November 2016

KVRQGMOSZKPBNS-FMHLWDFHSA-N

2 references

language of work or name

Harpagoside (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

harpagoside (English)

19 November 2016

CAS Common Chemistry

7 April 2021

https://commonchemistry.cas.org/detail?cas_rn=19210-12-9

KVRQGMOSZKPBNS-FMHLWDFHSA-N

1 reference

language of work or name

(1S,4aS,5R,7S,7aS)-1-(beta-D-Glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2E)-3-phenylacrylate (English)

19 November 2016

2 references

language of work or name

Harpagoside (English)

19 November 2016

matched by identifier from

KVRQGMOSZKPBNS-FMHLWDFHSA-N

mapping relation type

2 references

language of work or name

HARPAGOSIDE (English)

19 November 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1

1 reference

language of work or name

HARPAGOSIDE (English)

19 November 2016

2 references

based on heuristic

inferred from InChIKey

matched by identifier from

KVRQGMOSZKPBNS-FMHLWDFHSA-N

UniChem compound ID

1 reference

splash10-014i-0009000000-ef1c261d78e12ff66261

0 references

splash10-0gb9-0129030000-8ed9c0da1269de56e8f7

0 references

1 reference

Global Substance Registration System

language of work or name

harpagoside (English)

19 November 2016

ECHA Substance Infocard ID

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

[1S-[1α,4aα,5α,7α(E),7aα]]-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methyl-7-[(allyl-1-oxo-3-phenyl)oxy]cyclopenta[c]pyran-1-yl-β-D-glucopyranoside (English)

CAS no.: 19210-12-9 (English)

1 reference

CosIng database

28 December 2019

HARPAGOSIDE (English)

CAS no.: 19210-12-9 (English)

1 reference

language of work or name

Harpagoside (English)

5 October 2016

2 references

Global Substance Registration System

language of work or name

harpagoside (English)

19 November 2016

matched by identifier from

KVRQGMOSZKPBNS-FMHLWDFHSA-N

Probes And Drugs ID

0 references

1 reference

language of work or name

Harpagoside (English)

5 October 2016

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

30 June 2018

Google Knowledge Graph ID

0 references

Microsoft Academic ID

0 references

Sitelinks

Wikipedia(1 entry)

enwiki Harpagoside

Wikibooks(0 entries)

Wikinews(0 entries)

Wikiquote(0 entries)

Wikisource(0 entries)

Wikiversity(0 entries)

Wikivoyage(0 entries)

Wiktionary(0 entries)

Multilingual sites(0 entries)

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