harpagide (Q27285626)

inferred from SMILES

mass

364.137±0 dalton

1 reference

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

Harpagide (English)

14 October 2016

2 references

inferred from InChIKey

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

inferred from InChI

2 references

inferred from InChIKey

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

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₁₅H₂₄O₁₀

1 reference

Harpagide (English)

14 October 2016

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

1 reference

Harpagide (English)

14 October 2016

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)O

1 reference

Harpagide (English)

14 October 2016

Scrophularia scorodonia

3 references

Seasonal variations in the harpagoside content of Scrophularia scorodonia L

Iridoids from Scrophularia genus.

Isoangoroside C, a phenylpropanoid glycoside from Scrophularia scorodonia roots

Ajuga pyramidalis

3 references

Ajugapyrin A, a neo-clerodane diterpene from Ajuga pyramidalis

Ajugapyrin A, a neo-clerodane diterpene from Ajuga pyramidalis

Ajugapyrin A, a neo-clerodane diterpene from Ajuga pyramidalis

Ajuga reptans

5 references

Areptins A and B two new neo-clerodane diterpenoids from Ajuga reptans

Ajureptoside, a Novel C9Iridoid Glucoside from Ajuga reptans

Areptins A and B two new neo-clerodane diterpenoids from Ajuga reptans

Vasoconstrictor activity of 8-O-acetylharpagide from Ajuga reptans

Four new iridoid glucosides from Ajuga reptans

Ajuga taiwanensis

3 references

A new phytoecdysteroid from Ajuga taiwanensis

A new phytoecdysteroid from Ajuga taiwanensis

A new phytoecdysteroid from Ajuga taiwanensis

Stachys macrantha

3 references

Stachyflaside from Stachys inflata and St. atherocalyx

Iridoid and phenylpropanoid glycosides fromStachys macrantha

Iridoid and phenylpropanoid glycosides fromStachys macrantha

Harpagophytum procumbens

6 references

Iridoid glycosides from Harpagophytum procumbens D.C. (devil's claw).

A drug used in traditional medicine. Harpagophytum procumbens DC. I. Scanning electron microscope observations

Determination of Harpagide, 8-Para-Coumaroyl Harpagide, and Harpagoside by High Performance Liquid Chromatography in Harpagophytum Procumbens Drugs and in a Commercial Extract

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

New iridoid glucosides from Harpagophytum procumbens DC.

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

Lamium galeobdolon

2 references

Benzoxazinoids and iridoid glucosides from four Lamium species

10-Deoxymelittoside, an iridoid diglucoside, and other iridoids from lamiastrum galeobdolon

Oreosolen wattii

1 reference

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

Scrophularia buergeriana

2 references

Four new neuroprotective iridoid glycosides from Scrophularia buergeriana roots

Four new neuroprotective iridoid glycosides from Scrophularia buergeriana roots

Ajuga decumbens

5 references

Cancer chemopreventive activity of an iridoid glycoside, 8-acetylharpagide, from Ajuga decumbens

Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan

New glycosides from ajuga decumbens

New glycosides from ajuga decumbens

New glycosides from ajuga decumbens

Ajuga japonica

1 reference

Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan

Ajuga nipponensis

1 reference

Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan

Ajuga salicifolia

1 reference

Ionone, Iridoid and Phenylethanoid Glycosides from Ajuga salicifolia

Ajuga shikotanensis

1 reference

Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan

Ajuga turkestanica

3 references

Control of the production of the total iridoids fromAjuga turkestanica

Iridoids ofAjuga turkestanica and their quantitative determination

Effect of a lipid concentrate from the aboveground portion ofAjuga turkestanica on the metabolic processes and dynamics of healing skin wounds experimentally

Ajuga yezoensis

1 reference

Iridoid glucosides and phenylpropanoid glycosides in Ajuga species of Japan

Angelonia integerrima

2 references

Iridoid glucosides from Angelonia integerrima

Iridoid glucosides from Angelonia integerrima

Caryopteris incana

1 reference

Iridoid keto-glycosides from Caryopteris × Clandonensis

Clerodendrum colebrookianum

1 reference

Distribution of iridoid glycosides in Clerodendrum species

Clerodendrum indicum

1 reference

Distribution of iridoid glycosides in Clerodendrum species

Clerodendrum tomentosum

2 references

Distribution of iridoid glycosides in Clerodendrum species

Distribution of iridoid glycosides in Clerodendrum species

Clerodendrum trichotomum

2 references

Distribution of iridoid glycosides in Clerodendrum species

Distribution of iridoid glycosides in Clerodendrum species

Harpagophytum zeyheri

1 reference

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

Lagochilus inebrians

1 reference

Diterpene lactones and iridoid glycosides of plants of the genusLagochilus

Lagochilus platycalyx

1 reference

Diterpene lactones and iridoid glycosides of plants of the genusLagochilus

Penstemon serrulatus

1 reference

Systematic analysis of glucoiridoids from Penstemon serrulatus Menz. by high-performance liquid chromatography with pre-column solid-phase extraction

Rogeria adenophylla

2 references

Iridoid glucosides from Rogeria adenophylla

Iridoid glucosides from Rogeria adenophylla

Scrophularia canina

1 reference

Isolation and Partial Synthesis of 7,8-Dehydro-6β, 10-dihydroxy-11-noriridomyrmecin, a Methylcyclopentanoid Monoterpene from Scrophularia canina

Scrophularia cryptophila

1 reference

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

Scrophularia umbrosa

2 references

Late stages in the biosynthesis of aucubin in Scrophularia

Early stages in the biosynthesis of aucubin and harpagide. Deuterium labelling studies

Scrophularia ilwensis

1 reference

Karsoside and scropolioside D, two new iridoid glycosides from Scrophularia ilwensis

Scrophularia leucoclada

2 references

Iridoids ofScrophularia leucoclada plants

Iridoids ofScrophularia leucoclada plants

Scrophularia ningpoensis

4 references

Iridoid glycosides from Scrophularia ningpoensis

Iridoids 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 racemosa

1 reference

Late stages in the biosynthesis of aucubin in Scrophularia

Scrophularia variegata

1 reference

Iridoid glycosides of Scrophularia variegata and S. chrisantha

Stachys angustifolia

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys atherocalyx

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys recta

2 references

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Cytotoxic activities of Stachys species

Stachys beckeana

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys iberica

1 reference

Iridoids ofStachys inflata andS. iberica

Stachys leucoglossa

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys menthifolia

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys palustris

1 reference

Cytotoxic activities of Stachys species

Stachys spinosa

1 reference

Chemistry of plants from Crete: stachyspinoside, a new flavonoid glycoside and iridoids from Stachys spinosa

Stachys subcrenata

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Stachys sylvatica

1 reference

Harpagide and harpagide acetate from some species of the family Labiatae

Stachys tetragona

1 reference

Modern HPLC as a Tool for Chemotaxonomical Investigations: Iridoid Glucosides and Acetylated Flavonoids in the Group of Stachys recta1

Teucrium orientale

1 reference

Fastigenin, harpagide, and 8-O-acetylharpagide fromTeucrium orientale

Verbascum thapsus

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

Verbascum undulatum

1 reference

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

Stachys officinalis

3 references

Cytotoxic activities of Stachys species

Iridoids of Stachys betonicaflora

Phytochemical study of Betonica officinalis. I. Isolation of biologically active substances from the epigeal part of the plant

Leonurus turkestanicus

1 reference

Genkwanin and iridoid glycosides from Leonurus turkestanicus

obedient plant

1 reference

Distribution of iridoids in different populations of Physostegia virginiana and some remarks on iridoids from Avicennia officinalis and Scrophularia ningpoensis

Triaenophora rupestris

1 reference

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

denseflower mullein

1 reference

Iridoids from Verbascum phlomoides and V. densiflorum

Vitex agnus-castus

1 reference

Ecdysteroids and Iridoidal Glycosides from Vitex agnus-castus

Scrophularia oblongifolia

2 references

Late stages in the biosynthesis of aucubin in Scrophularia

Early stages in the biosynthesis of aucubin and harpagide. Deuterium labelling studies

Oxera morieri

1 reference

Iridoids and an Alkaloid from Oxera morieri1

Betonica macrantha

2 references

Iridoid and phenylpropanoid glycosides fromStachys macrantha

Stachyflaside from Stachys inflata and St. atherocalyx

Clerodendrum glandulosum

1 reference

Distribution of iridoid glycosides in Clerodendrum species

Scrophularia alpestris

2 references

Late stages in the biosynthesis of aucubin in Scrophularia

Early stages in the biosynthesis of aucubin and harpagide. Deuterium labelling studies

Lamiaceae

1 reference

Iridoids of Stachys betonicaflora

Matsumurella chinensis

2 references

Benzoxazinoids and iridoid glucosides from four Lamium species

10-Deoxymelittoside, an iridoid diglucoside, and other iridoids from lamiastrum galeobdolon

Identifiers

InChI

InChI=1S/C15H24O10/c1-14(21)4-7(17)15(22)2-3-23-13(11(14)15)25-12-10(20)9(19)8(18)6(5-16)24-12/h2-3,6-13,16-22H,4-5H2,1H3/t6-,7-,8-,9+,10-,11-,12+,13+,14+,15-/m1/s1

1 reference

Harpagide (English)

14 October 2016

1 reference

Global Substance Registration System

Harpagide (English)

14 October 2016

2 references

harpagide (English)

14 October 2016

https://commonchemistry.cas.org/detail?cas_rn=6926-08-5

10 April 2021

1 reference

(1S,4aS,5R,7S,7aR)-4a,5,7-Trihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl beta-D-glucopyranoside (English)

14 October 2016

2 references

Harpagide (English)

14 October 2016

SureChEMBL ID

SCHEMBL1425414

2 references

inferred from InChIKey

1 reference

1 reference

DSSTOX compound identifier

DTXCID201416115

0 references

EC number

230-050-0

1 reference

Global Substance Registration System

harpagide (English)

ECHA Substance Infocard ID

14 October 2016

100.027.318

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.027.318

27 December 2018

[1S-(1α,4aα,5α,7α,7aα)]-1,4a,5,6,7,7a-hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta[c]pyran-1-yl β-D-glucopyranoside (English)

quotation

CAS no.: 6926-08-5 (English)

1 reference

28 December 2019

HARPAGIDE (English)

CAS no.: 6926-08-5 (English)

2 references

Global Substance Registration System

harpagide (English)

14 October 2016