(Q27138116)

inferred from SMILES

mass

196.11±0 dalton

1 reference

LOLIOLIDE (English)

7 October 2016

2 references

(6r,7As)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5h-1-benzofuran-2-one

inferred from InChI

2 references

1 reference

C₁₁H₁₆O₃

1 reference

LOLIOLIDE (English)

7 October 2016

CC1(CC(CC2(C1=CC(=O)O2)C)O)C

1 reference

LOLIOLIDE (English)

7 October 2016

C[C@@]12C[C@H](CC(C1=CC(=O)O2)(C)C)O

1 reference

Xanthanolides from Xanthium: Absolute configuration of xanthanol, isoxanthanol and their C-4 epimers

LOLIOLIDE (English)

7 October 2016

1 reference

Ajuga decumbens

4 references

Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens

Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens

Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens

Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens

Canscora alata

1 reference

New 1,3,5-trioxygenated xanthones in Canscora decussata

Dictyopteris divaricata

1 reference

Cadinane sesquiterpenes from the brown alga Dictyopteris divaricata

Euphorbia helioscopia

2 references

Cytotoxic diterpenoids from Euphorbia helioscopia

Cytotoxic macrocyclic diterpenoids from Euphorbia helioscopia

Lolium perenne

1 reference

The alkaloids of perennial rye-grass (Lolium perenne L.). Part IV. Isolation of a new base, perlolyrine; the crystal structure of its hydrobromide dihydrate, and the synthesis of the base

Macaranga triloba

3 references

Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.

Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.

Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.

Onoseris alata

2 references

Clerodanes from Onoseris alata

Clerodanes from Onoseris alata

Peperomia heyneana

2 references

Bioactive polyketides from Peperomia duclouxii.

Bioactive polyketides from Peperomia duclouxii.

Prangos pabularia

3 references

Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.

Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.

Coumarins and gamma-pyrone derivatives from Prangos pabularia: antibacterial activity and inhibition of cytokine release.

Undaria pinnatifida

4 references

New loliolide derivatives from the brown alga Undaria pinnatifida

New loliolide derivatives from the brown alga Undaria pinnatifida

New loliolide derivatives from the brown alga Undaria pinnatifida

Studies on the Constituents of Undaria pinnatifida. I. : Methanol Soluble Constituents

Vernonia mollissima

2 references

Sesquiterpene Lactones and Other Constituents of Vernonia mollissima and Vernonia squamulosa

Sesquiterpene Lactones and Other Constituents of Vernonia mollissima and Vernonia squamulosa

Acanthosyris paulo-alvinii

1 reference

A quinoline alkaloid from Acanthosyris paulo-alvinii

Ajuga relicta

1 reference

Steroids and Terpenoids from Ajuga relicta

Volutaria tubuliflora

1 reference

A guaianolide from Amberboa tubuliflora

Anacyclus monanthos

1 reference

New N-alkylamides from Anacyclus pyrethrum

Anaphalis araneosa

1 reference

Prenylated phthalides from Anaphalis araneosa and Helichrysum platypterum

Arctotis fastuosa

2 references

The heliangolide dihydrohirsutolide from Arctotis fastuosa and dichloromethyldihydrohirsutolide

The heliangolide dihydrohirsutolide from Arctotis fastuosa and dichloromethyldihydrohirsutolide

Aristolochia gehrtii

1 reference

Alkamides and phenethyl derivatives from Aristolochia gehrtii

Athyrium yokoscense

1 reference

3-Hydroxy-5,6-Epoxy-β-Ionone As Germination Inhibitory Active Constituent In Athyrium Yokoscense

Calendula officinalis

2 references

Plant substances. XI. Calendin - The bitter principle from Calendula officinalis L.

Loliolide (Calendin) from Calendula officinalis

Carpesium macrocephalum

1 reference

Phytochemical constituents of Carpesium macrocephalum F(R). et S(AV).

Casearia sylvestris

2 references

Two new C(13) nor-isoprenoids from the leaves of Casearia sylvestris.

Two new C(13) nor-isoprenoids from the leaves of Casearia sylvestris.

Centaurea aspera

2 references

Sesquiterpenes from Centaurea aspera

Sesquiterpenes from Centaurea aspera

Rhaponticum coniferum

1 reference

Sesquiterpene lactones from Centaurea alba and C. conifera

Centaurea diffusa

1 reference

Sesquiterpene lactones and other constituents of Centaurea diffusa

Mantisalca salmantica

1 reference

Norisoprenoids from Centaurea aspera and C. salmantica

Cheirolophus uliginosus

1 reference

Sesquiterpene lactones, lignans and aromatic esters from Cheirolophus species

Chromolaena arnottiana

1 reference

Sesquiterpene lactones, a labdane and other constituents of Urolepis hecatantha and chromolaena arnottiana

Cichorium intybus

1 reference

Guaianolides from Cichorium intybus and structure revision of Cichorium sesquiterpene lactones

Eirmocephala megaphylla

2 references

Sesquiterpene lactones and other constituents of eirmocephala megaphylla and Cyrtocymura cincta

Sesquiterpene lactones and other constituents of eirmocephala megaphylla and Cyrtocymura cincta

Eucommia ulmoides

2 references

Immunosuppressive activity of a monoterpene from Eucommia ulmoides

Immunosuppressive activity of a monoterpene from Eucommia ulmoides

Euphorbia hirta

2 references

Chemical constituents from Euphorbia hirta

Chemical constituents from Euphorbia lunulata

Gutenbergia cordifolia var. marginata

1 reference

Further guaianolides and 5-alkylcoumarins from gutenbergia and bothriocline species

common sunflower

3 references

Allelochemicals from sunflower leaves cv. Peredovick

Neutral Diterpenoids of Helianthus annuus

Bioactive norsesquiterpenes from Helianthus annuus with potential allelopathic activity

Heteroplexis microcephala

1 reference

Chemical constituents of Heteroplexis micocephala.

Lactuca serriola

1 reference

A sesquiterpene ester from Lactuca serriola

Lythrum salicaria

1 reference

Characterization of the polyphenolic composition of purple loosestrife (Lythrum salicaria).

Melia azedarach

2 references

Phytochemical studies on meliaceous plants. III. Structures of two new pregnane steroids, toosendansterols A and B, from leaves of Melia toosendan Sieb. et Zucc.

Phytochemical studies on meliaceous plants. III. Structures of two new pregnane steroids, toosendansterols A and B, from leaves of Melia toosendan Sieb. et Zucc.

Menyanthes trifoliata

1 reference

Fall-Blooming of Menyanthes trifoliata

Mikania haenkeana

1 reference

A cadinanolide and other sesquiterpene lactones from Mikania haenkeana

Mikania saltensis

1 reference

Monoterpenes and Lignans from Mikania saltensis

Padina antillarum

1 reference

ChemInform Abstract: Constituents of the Brown Alga Padina tetrastromatica (Hauck)-II

Padina tetrastromatica

1 reference

ChemInform Abstract: Constituents of the Brown Alga Padina tetrastromatica (Hauck)-II

Pellia epiphylla

2 references

Terpenoid constituents of Pellia epiphylla

Terpenoid constituents of Pellia epiphylla

2 references

Contents from Plantago major

Polygonum aviculare

1 reference

Melanopsichium on Polygonum aviculare

Pterocaulon polystachyum

2 references

New coumarins from Pterocaulon polystachyum

New coumarins from Pterocaulon polystachyum

Pulicaria incisa

1 reference

Terpenoids from Pulicaria glutinosa

Rosa laevigata

1 reference

The Chemical Constituents from the Aerial Part ofRosa laevigata

Rosa taiwanensis

1 reference

Chemical Constituents from the Root and Aerial Parts ofRosa taiwanensis

Salvia divinorum

3 references

Neo-clerodane Diterpenes from the Hallucinogenic SageSalvia divinorum.

Loliolide from Salvia divinorum.

Neo-clerodane diterpenes from the hallucinogenic sage Salvia divinorum

Saussurea medusa

2 references

Immunosuppressive constituents from Saussurea medusa

Immunosuppressive constituents from Saussurea medusa

Schefflera taiwaniana

2 references

Cytotoxic Components from the Leaves ofSchefflera Taiwaniana

Cytotoxic Components from the Leaves ofSchefflera Taiwaniana

Schkuhria pinnata

1 reference

Schkuhripinnatolides, unusual sesquiterpene lactones from Schkuhria pinnata

Sida acuta

1 reference

Compounds obtained from sida acuta with the potential to induce quinone reductase and to inhibit 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesions in a mouse mammary organ culture model

Sphaeranthus suaveolens

1 reference

New carvotanacetone derivatives from Sphaeranthus africanus

Stevia grisebachiana

1 reference

Guaianolides and germacranolides from Stevia grisebachiana

Synedrellopsis grisebachii

1 reference

Sesquiterpene lactones and other constituents of Stevia maimarensis and Synedrellopsis grisebachii

Thuja plicata

1 reference

Totarol, totaradiol and ferruginol: three diterpenes from Thuja plicata (Cupressaceae)

Urospermum dalechampii

1 reference

Sesquiterpene lactones and dihydroflavonols from Andryala and Urospermum species

Urospermum picroides

1 reference

Sesquiterpene lactones and dihydroflavonols from Andryala and Urospermum species

Linzia glabra

1 reference

New Vernolepin Derivatives from Vernonia glabra and Glaucolides from Vernonia scorpioides

Chrysolaena verbascifolia

2 references

Piptocarphols and other constituents of Chrysolaena verbascifolia and Lessingianthus rubricaulis

Piptocarphols and other constituents of Chrysolaena verbascifolia and Lessingianthus rubricaulis

Veronica persica

1 reference

Calendin, tyrosol and two benzoic acid derivatives from Veronica persica (Scrophulariaceae)

Xanthium pungens

1 reference

Sesquiterpene lactones from Xanthium pungens

Brachystemma calycinum

2 references

Bioactive compounds from the aerial parts of Brachystemma calycinum and structural revision of an octacyclopeptide

Bioactive compounds from the aerial parts of Brachystemma calycinum and structural revision of an octacyclopeptide

Broussonetia papyrifera

2 references

Aromatase inhibitors from Broussonetia papyrifera

Aromatase inhibitors from Broussonetia papyrifera

Epimedium grandiflorum var. koreanum

1 reference

2-Phenoxychromones and prenylflavonoids from Epimedium koreanum and their inhibitory effects on LPS-induced nitric oxide and interleukin-1β production

Dictyota dichotoma

1 reference

Dichotenone-A and -B: Two New Enones from the Marine Brown AlgaDictyota Dichotoma(Hudson) Lamour

Morus australis

1 reference

In vitro anti-diabetic activity and chemical characterization of an apolar fraction of Morus alba leaf water extract.

Morus bombycis

1 reference

In vitro anti-diabetic activity and chemical characterization of an apolar fraction of Morus alba leaf water extract.

Acanthospermum hispidum

1 reference

Germacranolides and a new type of guaianolide from Acanthospermum hispidum

Cota palaestina

1 reference

Sesquiterpene Lactones fromAnthemis melanolepis

Artemisia ludoviciana

1 reference

Sesquiterpene lactones from Artemisia ludoviciana

Bacopa monnieri

1 reference

Chemical constituents of Bacopa monnieri

Bunias orientalis

1 reference

Phytotoxic constituents from Bunias orientalis leaves

Codium divaricatum

1 reference

Chemical composition of the green alga Codium Divaricatum Holmes.

Cycas circinalis

1 reference

Phytochemical investigation of Cycas circinalis and Cycas revoluta leaflets: moderately active antibacterial biflavonoids

Digitalis purpurea

2 references

STUDIES ON DIGITALIS GLYCOSIDES: STRUCTURE OF DIGIPROLACTONE

STUDIES ON DIGITALIS GLYCOSIDES. XXI. 14,15-EPOXY AND 15-OXO DERIVATIVES OF 3-BETA-ACETOXY-5-BETA, 17-ALPHA-CARDENOLIDE

Erythrophleum fordii

1 reference

New diterpenoids and the bioactivity of Erythrophleum fordii

Euterpe oleracea

1 reference

Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.

Hydrocotyle leucocephala

1 reference

Immunosuppressive diacetylenes, ceramides and cerebrosides from Hydrocotyle leucocephala

Melilotus messanensis

1 reference

1 reference

1 reference

A new aromatic component from Oxalis pes-caprae

Pimelea simplex

1 reference

The Constituents of Australian Pimelea spp. I. The Isolation and Structure of the Toxin of Pimelea simplex and P. trichostachya Form B Responsible for St. George Disease of Cattle

Piper lolot

1 reference

Isolation and identification of antiplatelet aggregatory principles from the leaves of Piper lolot

Piper sarmentosum

1 reference

Isolation and identification of antiplatelet aggregatory principles from the leaves of Piper lolot

Rhaponticum serratuloides

1 reference

Rhaposerine and rhaserolide, new sesquiterpene lactones fromRhaponticum serratuloides

Salvia sahendica

1 reference

Sesterterpenoids and other constituents of Salvia sahendica.

Jacobaea argunensis

1 reference

Sesquiterpenoids and other constituents from Senecio argunensis

Jacobaea erucifolia

1 reference

Sesquiterpenoids and other constituents from Senecio argunensis

Senecio vulgaris

1 reference

A new acetophenone derivative and other constituents from <I>Senecio vulgaris</I>

Sinularia capillosa

1 reference

Antiviral and anti-inflammatory metabolites from the soft coral Sinularia capillosa

Sophora mollis

1 reference

Chemical constituents from the aerial parts of Sophora mollis

Tridax procumbens

1 reference

Chemical-constituent diversity of Tridax procumbens

Viscum coloratum

2 references

Cytotoxic constituents from Viscum coloratum

Cytotoxic effects of the Viscum album L. extract on Ehrlich tumour cells in vivo

Vitex quinata

1 reference

Phytochemical and Bioactivity Studies on Constituents of the Leaves of Vitex Quinata

Viscum album

1 reference

Cytotoxic effects of the Viscum album L. extract on Ehrlich tumour cells in vivo

Gentiana pedicellata

1 reference

New 6-Aryl-2-pyrones from Gentiana pedicellata*

Triadica sebifera

1 reference

Additional Biologically Active Constituents of the Chinese Tallow Tree (Sapium sebiferum)

Viburnum dilatatum

1 reference

Norisoprenoids from Viburnum dilatatum

Zanthoxylum setulosum

1 reference

(-)-Loliolide, an Ant-Repellent Compound from Xanthoxyllum setulosum

Morus indica

1 reference

In vitro anti-diabetic activity and chemical characterization of an apolar fraction of Morus alba leaf water extract.

Pontederia africana

1 reference

One Alkenylphenol and Steroids from the Aquatic PlantMonochoria Vaginalis

Anaphalis busua

1 reference

Prenylated phthalides from Anaphalis araneosa and Helichrysum platypterum

Sargassum aquifolium

1 reference

Germination Inhibitors from the Brown Alga Sargassum crassifolium (Phaeophyta, Sargassaceae)

Leuzea conifera

1 reference

Sesquiterpene lactones from Centaurea alba and C. conifera

Morus alba

1 reference

In vitro anti-diabetic activity and chemical characterization of an apolar fraction of Morus alba leaf water extract.

Leuzea carthamoides

1 reference

Rhaposerine and rhaserolide, new sesquiterpene lactones fromRhaponticum serratuloides

Rhaponticum carthamoides

1 reference

Rhaposerine and rhaserolide, new sesquiterpene lactones fromRhaponticum serratuloides

Otanthus maritimus

1 reference

Highly oxygenated guaianolides from Otanthus maritimus

Codium subtubulosum

1 reference

Chemical composition of the green alga Codium Divaricatum Holmes.

Coronilla varia

1 reference

Flavone C-glycosides from Coronilla varia

Inula crithmoides

1 reference

Chlorinated thymol derivatives from Inula crithmoides

Cladostephus spongiosus var. verticillatus

1 reference

Apo-fucoxanthinoids and loliolide from the brown alga Cladostephus spongiosus f. verticillatus (Heterokonta, Sphacelariales)

Cheirolophus intybaceus

1 reference

Sesquiterpene lactones, lignans and aromatic esters from Cheirolophus species

Thymus numidicus

1 reference

Secondary metabolites from Thymus numidicus Poiret.

Nicotiana tabacum

1 reference

Toxicological evaluation of aerosols of a tobacco extract formulation and nicotine formulation in acute and short-term inhalation studies.

Picris echioides

1 reference

Sesquiterpene lactones from Picris echioides

Xanthium chinense

1 reference

Sesquiterpene lactones from Xanthium pungens

Helminthotheca echioides

1 reference

Sesquiterpene lactones from Picris echioides

Xanthium orientale

1 reference

Xanthanolides and a bis-norxanthanolide from Xanthium cavanillesii

Pellia neesiana

1 reference

Terpenoid constituents of Pellia epiphylla

Linzia rosenii

1 reference

New Vernolepin Derivatives from Vernonia glabra and Glaucolides from Vernonia scorpioides

Inula multicaulis

1 reference

Chlorinated thymol derivatives from Inula crithmoides

Xanthium strumarium

2 references

Sesquiterpene lactones from Xanthium pungens

Xanthanolides and a bis-norxanthanolide from Xanthium cavanillesii

Identifiers

InChI

InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1

1 reference

LOLIOLIDE (English)

7 October 2016

2 references

LOLIOLIDE (English)

7 October 2016

ChEBI release 2020-09-01

2 references

https://commonchemistry.cas.org/detail?cas_rn=5989-02-6

loliolide (English)

7 October 2016

6 April 2021

1 reference

(6S,7aR)-6-Hydroxy-4,4,7a-trimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one (English)

7 October 2016

2 references

LOLIOLIDE (English)

retrieved

7 October 2016

ChEBI ID

69774

mapping relation type

2 references

loliolide (English)

retrieved

7 October 2016

International Chemical Identifier

InChI

InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1

1 reference

LOLIOLIDE (English)

7 October 2016

2 references

splash10-066r-0980000000-1616c4e3fa83a7f2679d

1 reference

0 references

DSSTox substance ID

DTXSID501019112

1 reference

Human Metabolome Database ID

NSC number

289632

0 references

HMDB0302428

2 references

UNII

U3BB4IM281

2 references

Global Substance Registration System

UNII

U3BB4IM281

LOLIOLIDE (English)

retrieved

7 October 2016