(Q15426222)

Gene Ontology release 2020-05-02

Rhea release 113

7-deoxyloganin 7-hydroxylase activity

1 reference

Gene Ontology release 2020-05-02

Rhea release 113

secologanin synthase activity

1 reference

Gene Ontology release 2020-05-02

Rhea release 113

chemical structure

Loganin structure.svg
1,165 × 1,310; 24 KB

0 references

mass

390.152597 dalton

1 reference

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

Loganin (English)

4 October 2016

2 references

based on heuristic

2 references

2 references

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

based on heuristic

inferred from InChI

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₇H₂₆O₁₀

1 reference

Loganin (English)

4 October 2016

CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O

1 reference

Loganin (English)

4 October 2016

C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

1 reference

Loganin (English)

4 October 2016

Calycophyllum spruceanum

2 references

seco-iridoids from Calycophyllum spruceanum (Rubiaceae).

seco-Iridoids from Calycophyllum spruceanum (Rubiaceae).

Simira williamsii

2 references

Inhibiting Activity of Some Glucoindolalkaloids and Iridoids fromSickingia williamsiion Electrically Induced Contractions of Isolated Guinea-pig Ileum

Glucoindole alkaloids from bark of two Sickingia species

Strychnos nux-vomica

4 references

Prevention of galactosamine - induced hepatic damage by the natural product loganin from the plantstrychnos nux-vomica: studies on isolated hepatocytes and bile flow in rat

Alkaloids and iridoids from Strychnos nux-vomica fruits

Phenolic glycosides from the fruit of Strychnos nux-vomica

Loganin improves learning and memory impairments induced by scopolamine in mice

Menyanthes trifoliata

1 reference

The effect of Menyanthes trifoliata L. on acute renal failure might be due to PAF-inhibition

Sinoadina racemosa

2 references

Six secoiridoid glucosides from Adina racemosa

Six Secoiridoid Glucosides from Jasminum polyanthum.

Gentiana loureirii

1 reference

Iridoids from Gentiana loureirii.

Gentiana pedicellata

1 reference

Loganin and new iridoid glucosides in Gentiana pedicellata

Lippia graveolens

1 reference

Iridoids from Lippia graveolens

Lippia origanoides

1 reference

Iridoids from Lippia graveolens

Neonauclea sessilifolia

1 reference

Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia

Ophiorrhiza liukiuensis

2 references

Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis

Camptothecins and Two New Monoterpene Glucosides from Ophiorrhiza liukiuensis.

Strychnos axillaris

2 references

Phenolic and iridoid glycosides from Strychnos axillaris

Alkaloids of Australian Strychnos species. I. Constituents of S. lucida R.Br. and S. psilosperma F.Muell

Strychnos lucida

3 references

A quinic acid ester from Strychnos lucida

Ligustrinoside, a New Bisiridoid Glucoside from Strychnos ligustrina.

Alkaloids of Australian Strychnos species. I. Constituents of S. lucida R.Br. and S. psilosperma F.Muell

Strychnos spinosa

1 reference

Secoiridoid glucosides from Strychnos spinosa

Dipsacus laciniatus

2 references

Phenolic glucoside and other constituents of Dipsacus laciniatus

New Bis-Iridoids from Dipsacus laciniatus

Aosa gilgiana

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Avicennia officinalis

1 reference

Iridoid glucosides in Avicennia officinalis

Blumenbachia hieronymi

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Blumenbachia insignis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora andina

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora contorta

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora chuquitensis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Catharanthus roseus

4 references

2,4-D and alkaloid accumulation in periwinkle cell suspensions

Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase

Accumulation of loganin and secologanin in vacuoles from suspension cultured Catharanthus roseus cells

Mechanism for iridane skeleton formation from acyclic monoterpenes in the biosynthesis of secologanin and vindoline in Catharanthus roseus and Lonicera morrowii.

Cephalaria ambrosioides

1 reference

A new lignan glycoside and other constituents from Cephalaria ambrosioides

Cerbera manghas

2 references

10-O-benzoyltheveside and 10-dehydrogeniposide from the leaves of Cerbera manghas

10-Carboxyloganin, Normonoterpenoid Gluosides and Dinormonoterpenoid Glucosides from the Leaves of Cerbera manghas (Studies on Cerbera. 10).

Cinchona calisaya

1 reference

Control and biological implications of alkaloid synthesis inCinchona seedlings

Coelospermum balansanum

1 reference

Plantes de Nouvelle-Caledonie, 137. Iridoïdes de Coelospermum billardieri

Desfontainia fulgens

1 reference

Iridoids from Desfostainia Spinosa

Desfontainia spinosa

1 reference

Iridoids from Desfostainia Spinosa

Diplopanax stachyanthus

1 reference

Ellagic compounds from Diplopanax stachyanthus

Tabernaemontana divaricata

1 reference

Analysis of several iridoid and indole precursors of terpenoid indole alkaloids with a single HPLC run

Eucnide bartonioides

1 reference

Iridoid glycosides from Eucnide bartonioides

Gentiana depressa

1 reference

Iridoids and flavones from Gentiana depressa

Gentiana pyrenaica

1 reference

Loganin and a New Iridoid Glucoside from Gentiana pyrenaica

Gentiana verna

1 reference

Iridoids from Gentiana verna

Guettarda platypoda

1 reference

Iridoids and secoiridoids from Guettarda platypoda

Huidobria fruticosa

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Hydrangea macrophylla

3 references

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Studies on monoterpene glucosides and related natural products

New Cyanoglycosides, Hydracyanosides D, E, and F, from the Leaves of Hydrangea macrophylla

Jasminum nervosum

1 reference

Structure Elucidation of Six Acylated Iridoid Glucosides from Jasminum hemsleyi.

Loasa acerifolia

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loasa heterophylla

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loasa insons

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Presliophytum malesherbioides

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loasa nitida

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loasa prostrata

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loasa tricolor

1 reference

Iridoids from Loasa tricolor

Loasa triloba

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Lonicera angustifolia

1 reference

A new secoiridoid glycoside from Lonicera angustifolia

Lonicera caerulea

2 references

Caeruleosides A and B, bis-iridoid glucosides from Lonicera caerulea

Periclymenosidic Acid, a New Biosidic Ester Iridoid Glucoside from Lonicera coerulea

Lonicera dioica

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Lonicera korolkowii

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Lonicera morrowii

3 references

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Iridoid Glucosides from the Fruits of Lonicera morrowii

Mechanism for iridane skeleton formation from acyclic monoterpenes in the biosynthesis of secologanin and vindoline in Catharanthus roseus and Lonicera morrowii.

Lonicera periclymenum

1 reference

Loganin, loganic acid and periclymenoside, a new biosidic ester iridoid glucoside fromLonicera periclymenumL. (Caprifoliaceae)

Lonicera quinquelocularis

1 reference

Iridoid glycosides from Lonicera quinquelocularis

Lonicera tatarica

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Nasa triphylla

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Nasa weberbaueri

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Penstemon serrulatus

2 references

Iridoid glucosides from Penstemon diffusus

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

Picconia excelsa

1 reference

Iridoid glucosides from Picconia excelsa

Plakothira parviflora

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Rauvolfia grandiflora

1 reference

Iridoids of Rauwolfia grandiflora☆

Rauvolfia serpentina

1 reference

Analysis of metabolic pathways via quantitative prediction of isotope labeling patterns: a retrobiosynthetic 13C NMR study on the monoterpene loganin

Lomelosia variifolia

1 reference

Iridoids from Scabiosa variifolia (Dipsacaceae) growing in Greece

Scaevola floribunda

1 reference

Chemistry of Fijian Plants. 13.1Floribundal, a Nonglycosidic Bisiridoid, and Six Novel Fatty Esters of δ-Amyrin fromScaevola floribunda

Scaevola montana

1 reference

Iridoids from Crescentia alata

Scaevola racemigera

1 reference

Iridoids from Stilbe species

Simira rubescens

1 reference

Glucoindole alkaloids from bark of two Sickingia species

Symphoricarpos orbiculatus

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Timonius timon

1 reference

New Triterpenes from the Leaves of Timonius timon

Weigela coraeensis

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Weigela florida

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Weigela japonica

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Weigela middendorfiana

1 reference

Radioimmunoassay for the determination of loganin and the biotransformation of loganin to secologanin by plant cell cultures

Phlomoides rotata

2 references

Iridoid glucosides and a C₁₃-norisoprenoid from Lamiophlomis rotata and their effects on NF-κB activation

A new iridoid glucoside from Lamiophlomis rotata

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

Cephalanthus occidentalis

1 reference

Six new triterpenoid saponins from the root and stem bark of Cephalanthus occidentalis

Cephalaria procera

2 references

Iridoid glycosides from Cephalaria kotschyi roots

Chemical constituents from the roots of Cephalaria kotschyi

Fouquieria columnaris

1 reference

Iridoid glucosides in fouquieriaceae

Pterocephalus pinardii

1 reference

Monoterpenoid glucoindole alkaloids and iridoids from Pterocephalus pinardii

Cornus officinalis

2 references

The Hypoglycemic and Synergistic Effect of Loganin, Morroniside, and Ursolic Acid Isolated from the Fruits of Cornus officinalis

Simultaneous determination of loganin, morroniside, catalpol and acteoside in normal and chronic kidney disease rat plasma by UPLC-MS for investigating the pharmacokinetics of Rehmannia glutinosa and Cornus officinalis Sieb drug pair extract

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

Scabiosa japonica

1 reference

Studies on the Constituents of Scabiosa japonica MIQ

Centaurium erythraea

1 reference

Organ-specific and genotype-dependent constitutive biosynthesis of secoiridoid glucosides in Centaurium erythraea Rafn, and its elicitation with methyl jasmonate

Gentiana straminea

1 reference

Traceability of Geographical Origin in Gentiana straminea by UPLC-Q Exactive Mass and Multivariate Analyses

Simira tinctoria

1 reference

Glucoindole alkaloids from bark of two Sickingia species

Lonicera japonica

6 references

Antiinflammatory activity of Polygala japonica extract

Pyridinium alkaloid-coupled secoiridoids from the flower buds of Lonicera japonica

Isolation of Secoiridoid Artifacts from Lonicera japonica

Secoiridoid glycosides from the flower buds of Lonicera japonica

Iridoid glucosides from Lonicera japonica THUNB.

The screening research of anti-inflammatory bioactive markers from different flowering phases of Flos Lonicerae Japonicae

Pterocephalus perennis

1 reference

Cantleyoside-dimethyl-acetal and other iridoid glucosides from Pterocephalus perennis--antimicrobial activities

Scabiosa variifolia

1 reference

Iridoids from Scabiosa variifolia (Dipsacaceae) growing in Greece

Phellodendron amurense

1 reference

Rapid identification and comparative analysis of the chemical constituents and metabolites of Phellodendri amurensis cortex and Zhibai dihuang pill by ultra-performance liquid chromatography with quadrupole TOF-MS.

Lamium album

1 reference

Lamiridosins, hepatitis C virus entry inhibitors from Lamium album.

Ophiorrhiza kuroiwae

2 references

Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis

Camptothecins and Two New Monoterpene Glucosides from Ophiorrhiza liukiuensis.

Dipsacus asper

3 references

An iridoid glucoside from dipsacus asperoides

Acylated triterpene glycoside from roots of Dipsacus asper

On the chemical constituents of Dipsacus asper.

Dipsacus asperoides

1 reference

An iridoid glucoside from dipsacus asperoides

Pterocephalus pinardi

1 reference

Monoterpenoid glucoindole alkaloids and iridoids from Pterocephalus pinardii

Dipsacus inermis

3 references

On the chemical constituents of Dipsacus asper.

Acylated triterpene glycoside from roots of Dipsacus asper

An iridoid glucoside from dipsacus asperoides

Strychnos psilosperma

1 reference

Alkaloids of Australian Strychnos species. I. Constituents of S. lucida R.Br. and S. psilosperma F.Muell

Strychnos arborea

1 reference

Alkaloids of Australian Strychnos species. I. Constituents of S. lucida R.Br. and S. psilosperma F.Muell

Uncaria cordata

1 reference

Chemical Constituents of Malaysian U. cordata var. ferruginea and Their in Vitro α-Glucosidase Inhibitory Activities

Commons category

Loganin

0 references

Identifiers

InChI

InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1

1 reference

Loganin (English)

4 October 2016

2 references

Loganin (English)

4 October 2016

ChEBI release 2020-09-01

2 references

https://commonchemistry.cas.org/detail?cas_rn=18524-94-2

loganin (English)

4 October 2016

6 April 2021

1 reference

Loganin (English)

4 October 2016

2 references

Loganin (English)

4 October 2016

Reaxys registry number

55724

1 reference

loganin (English)

4 October 2016

mapping relation type

2 references

loganin (English)

4 October 2016

International Chemical Identifier

InChI

InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1

1 reference

LOGANIN (English)

4 October 2016

2 references

MSBNK-Univ_Toyama-TY000062

1 reference

MassBank accession ID

0 references

MSBNK-Univ_Toyama-TY000063

0 references

SPLASH

splash10-0002-0010900000-814466ad59b95ccd2ddc

0 references

splash10-0i0s-0921000000-3ecd1bbb8a6b75062c7c

0 references

DSSTox substance ID

DTXSID60939948

0 references

DSSTOX compound identifier

0 references

0 references

1 reference

Global Substance Registration System

UNII

H7WJ16Q93C

LOGANIN (English)

ECHA Substance Infocard ID

4 October 2016

100.038.529

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.038.529

27 December 2018

Methyl [1S-(1α,4aα,6α,7α,7aα)]-1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylate (English)

quotation

CAS no.: 18524-94-2 (English)

1 reference

Global Substance Registration System

loganin (English)

4 October 2016

2 references

UNII

H7WJ16Q93C

LOGANIN (English)

4 October 2016