loliolide (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

1 reference

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

1 reference

Potential cancer chemopreventive constituents of the leaves of Macaranga triloba.

Onoseris alata

1 reference

Clerodanes from Onoseris alata

Peperomia heyneana

1 reference

Bioactive polyketides from Peperomia duclouxii.

Prangos pabularia

1 reference

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

Undaria pinnatifida

2 references

New loliolide derivatives from the brown alga Undaria pinnatifida

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

Vernonia mollissima

1 reference

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

1 reference

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

1 reference

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

Centaurea aspera

1 reference

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

1 reference

Sesquiterpene lactones and other constituents of eirmocephala megaphylla and Cyrtocymura cincta

Eucommia ulmoides

1 reference

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

1 reference

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

1 reference

Terpenoid constituents of Pellia epiphylla

3 references

Contents from Plantago major

New cytotoxic oleanane saponins from the infructescences of Polyscias amplifolia from the Madagascar rainforest

Polygonum aviculare

1 reference

Melanopsichium on Polygonum aviculare

Pterocaulon polystachyum

1 reference

New coumarins from Pterocaulon polystachyum

Pulicaria incisa

1 reference

Terpenoids from Pulicaria glutinosa

Rosa laevigata

1 reference

The Chemical Constituents from the Aerial Part of Rosa laevigata

Rosa taiwanensis

1 reference

Chemical Constituents from the Root and Aerial Parts of Rosa 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

1 reference

Immunosuppressive constituents from Saussurea medusa

Schefflera taiwaniana

1 reference

Cytotoxic Components from the Leaves of Schefflera 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

1 reference

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

1 reference

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

Broussonetia papyrifera

1 reference

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 from Rhaponticum 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 Senecio vulgaris

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 Plant Monochoria 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 from Rhaponticum serratuloides

Rhaponticum carthamoides

1 reference

Rhaposerine and rhaserolide, new sesquiterpene lactones from Rhaponticum 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