loganic acid (Q19597767)

Loganic acid (English)

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

5 October 2016

stereoisomer of

2 references

(1R,4aR,6R,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-carboxylic acid

inferred from InChI

2 references

(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-carboxylic acid

inferred from InChI

2 references

(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-carboxylic acid

inferred from InChI

1 reference

1 reference

1 reference

C₁₆H₂₄O₁₀

1 reference

Loganic acid (English)

5 October 2016

canonical SMILES

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

1 reference

Loganic acid (English)

5 October 2016

isomeric SMILES

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

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Loganic acid (English)

5 October 2016

1 reference

Loasa acanthifolia

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora cirsiifolia

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora chuquitensis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Caiophora tenuis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Blumenbachia hieronymi

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Blumenbachia insignis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Nasa chenopodiifolia

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Nasa ranunculifolia

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Nasa tingomariensis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Nasa weberbaueri

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Kissenia capensis

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Xylopodia klaprothioides

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Mentzelia heterosepala

1 reference

Iridoid glucosides—chemotaxonomic markers in Loasoideae

Scaevola racemigera

1 reference

Iridoids from Stilbe species

Lonicera periclymenum

1 reference

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

Gentiana scabra

1 reference

A New Bitter Secoiridoid Glucoside from Gentiana scabra var. Buergeri

Strychnos lucida

2 references

Ligustrinoside, a New Bisiridoid Glucoside from Strychnos ligustrina.

A quinic acid ester from Strychnos lucida

Ophiorrhiza liukiuensis

2 references

Camptothecins and two new monoterpene glucosides from Ophiorrhiza liukiuensis

Camptothecins and Two New Monoterpene Glucosides from Ophiorrhiza liukiuensis.

Gentiana septemfida

1 reference

Sleptemfidoside: a New Bis-iridoid Diglucoside from Gentiana septemfida

Great yellow gentian

2 references

The chemical constituents of fresh Gentian Root

Iridoids from seeds of Gentiana lutea

Swertia longifolia

1 reference

Phytochemical study of Mentha longifolia of Morocco

Gentiana loureirii

1 reference

Iridoids from Gentiana loureirii.

Pedicularis longiflora

1 reference

Phenylpropanoid and iridoid glycosides from Pedicularis longiflora

Rauvolfia grandiflora

1 reference

Iridoids of Rauwolfia grandiflora☆

Fontanesia fortunei

1 reference

Biosynthesis of secoiridoids in Fontanesia

Simira williamsii

1 reference

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

Alangium lamarckii

1 reference

Tetrahydroisoquinoline-monoterpene and iridoid glycosides from Alangium lamarckii

Lippia graveolens

1 reference

Iridoids from Lippia graveolens

Lippia origanoides

1 reference

Iridoids from Lippia graveolens

Strychnos axillaris

1 reference

Phenolic and iridoid glycosides from Strychnos axillaris

Strychnos nux-vomica

2 references

Iridoid glucosides from Strychnos nux-vomica

Alkaloids and iridoids from Strychnos nux-vomica fruits

Sinoadina racemosa

1 reference

Flavonoid glycosides from Adina racemosa and their inhibitory activities on eukaryotic protein synthesis

Alangium platanifolium

1 reference

7-O-Acetyl loganic acid from Alangium platanifolium var. Trilobum

Alangium premnifolium

1 reference

Sesquiterpene glycosides and sesquilignan glycosides from stems of Alangium premnifolium

Catharanthus roseus

1 reference

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

Desfontainia fulgens

1 reference

Iridoids from Desfostainia Spinosa

Desfontainia spinosa

1 reference

Iridoids from Desfostainia Spinosa

Dipsacus asperoides

1 reference

An iridoid glucoside from dipsacus asperoides

Gentiana olivieri

1 reference

Alkaloids of Gentiana olivieri

Gentiana pedicellata

1 reference

4'-P-Coumaroyl Iridoid Glucosides from Gentiana pedicellata

Gentiana tibetica

1 reference

Secoiridoid glycosides and an antifungal anthranilate derivative from Gentiana tibetica

Guettarda platypoda

1 reference

Iridoids and secoiridoids from Guettarda platypoda

Guettarda speciosa

1 reference

Chemotaxonomic studies of rubiaceous plants containing iridoid Glycosides

Ixanthus viscosus

1 reference

Two xanthones from Ixanthus viscosus

Lonicera caerulea

1 reference

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

Pedicularis torta

1 reference

Lignan, phenylpropanoid and iridoid glycosides from Pedicularis torta

Picconia excelsa

1 reference

Iridoid glucosides from Picconia excelsa

Lomelosia variifolia

1 reference

Iridoids from Scabiosa variifolia (Dipsacaceae) growing in Greece

Tripterospermum japonicum

1 reference

An iridoid gentiobioside, a benzophenone glucoside and acylated flavone C-glycosides from Tripterospermum japonicum (Sieb. et Zucc.) Maxim

Vinca porno

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

Vinca minor

1 reference

Iridoid and Phenypropanoid Glycosides from New Sources

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

Lonicera japonica

1 reference

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

Cephalaria procera

1 reference

Chemical constituents from the roots of Cephalaria kotschyi

Fagraea auriculata

1 reference

Phytochemical Study of Fagraea spp. Uncovers a New Terpene Alkaloid with Anti-Inflammatory Properties

Fagraea ceilanica

1 reference

Phytochemical Study of Fagraea spp. Uncovers a New Terpene Alkaloid with Anti-Inflammatory Properties

Gentiana dahurica

1 reference

Triterpenoids and Iridoid Glycosides from Gentiana dahurica

Gentiana macrophylla

1 reference

Chemical constituents ofGentiana macrophyllaPall

Gentiana triflora

1 reference

Isolation of iridoid and secoiridoid glycosides and comparative study on Radix gentianae and related adulterants by HPLC analysis

Patrinia scabra

1 reference

Three New Iridoid Glucosides from the Roots of Patrinia scabra

Strychnos cocculoides

1 reference

Phenolic and bis-iridoid glycosides from Strychnos cocculoides

Trinia scabra

1 reference

Three New Iridoid Glucosides from the Roots of Patrinia scabra

Alangium salviifolium

1 reference

Tetrahydroisoquinoline-monoterpene and iridoid glycosides from Alangium lamarckii

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

Gentiana chosenica

1 reference

Chemistry and pharmacology of Gentiana lactea

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

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

1 reference

An iridoid glucoside from dipsacus asperoides

Tripterospermum trinervium

1 reference

An iridoid gentiobioside, a benzophenone glucoside and acylated flavone C-glycosides from Tripterospermum japonicum (Sieb. et Zucc.) Maxim

Gentiana thunbergii

1 reference

Chemistry and pharmacology of Gentiana lactea

Dipsacus inermis

1 reference

An iridoid glucoside from dipsacus asperoides

Gentiana pseudoaquatica

1 reference

Chemistry and pharmacology of Gentiana lactea

Apocynaceae

1 reference

Indole alkaloids from leaves and stems of Leuconotis eugenifolius

Identifiers

InChI

InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6 ,8-,9 ,10 ,11 ,12-,13 ,15-,16-/m0/s1

1 reference

Loganic acid (English)

5 October 2016

2 references

Loganic acid (English)

5 October 2016

ChEBI release 2020-09-01

2 references

loganic acid (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=22255-40-9

9 April 2021

1 reference

loganate (English)

5 October 2016

2 references

Loganic acid (English)

5 October 2016

Reaxys registry number

4887090

1 reference

loganic acid (English)

5 October 2016

ChEBI ID

30632

mapping relation type

2 references

loganic acid (English)

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6 ,8-,9 ,10 ,11 ,12-,13 ,15-,16-/m0/s1

1 reference

LOGANIC ACID (English)

5 October 2016

2 references

splash10-01t9-0159500000-5440021cd8782eef4438

1 reference

MassBank accession ID

MSBNK-Keio_Univ-KO001300

0 references

MSBNK-Keio_Univ-KO001301

0 references

MSBNK-Keio_Univ-KO001302

0 references

MSBNK-Keio_Univ-KO001303

0 references

MSBNK-Keio_Univ-KO001304

0 references

SPLASH

0 references

splash10-03xr-3940000000-09bc829625c0dc07292a

0 references

splash10-0i09-9700000000-9eb41a8cb6cfae95c654

0 references

splash10-0aor-9300000000-51d73ee6cab94f4020be

0 references

splash10-03di-0295000000-4b4b028dab2cd64ed136

0 references

splash10-0002-0097000000-6acda571af6ba8c704f3

0 references

DSSTox substance ID

DTXSID80944913

1 reference

DSSTOX compound identifier

0 references

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.040.781

27 December 2018

ECHA Substance Infocard ID

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

quotation

CAS no.: 22255-40-9 (English)

100.040.781

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.040.781

27 December 2018

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

quotation

CAS no.: 22255-40-9 (English)

1 reference

loganic acid (English)

5 October 2016

UNII

UX3J3KK2UG

1 reference

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

0 references

0 references

1 reference

15 January 2022