isofucosterol (Q27288596)

inferred from SMILES

chemical structure

Isofucosterol.svg
512 × 384; 5 KB

0 references

mass

412.371 dalton

1 reference

Isofucosterol (English)

14 October 2016

2 references

(3S,8S,9R,10R,13S,14S,17S)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

2 references

24-Ethylidenecholesterol

1 reference

(3S,8S,9S,10R,13R,14S,17R)-17-((R,Z)-5-isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,8R,9R,10R,13R,14R,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

chemical formula

C₂₉H₄₈O

1 reference

Isofucosterol (English)

14 October 2016

canonical SMILES

CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C

1 reference

Isofucosterol (English)

14 October 2016

isomeric SMILES

C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)\C(C)C

1 reference

Final Report on the Safety Assessment of Sesame Oil

Isofucosterol (English)

14 October 2016

1 reference

Tamarix gallica

1 reference

Unusually High Ratio of Saturated/Unsaturated Sterols in Tamarix gallica

Baccharoides anthelmintica

1 reference

4α-methylvernosterol and other sterols from Vernonia anthelmintica seeds

Equisetum arvense

2 references

Sterol Composition of the Strobilus of Equisetum arvense L

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Ellisella paraplexauroides

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Eunicella labiata

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Leptogorgia ruberrima

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Leptogorgia viminalis

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Leptogorgia violetta

1 reference

Sterol composition of some gorgonians from the Senegalese coast

Apis mellifera

2 references

Makisterone A and 24-methylenecholesterol from the ovaries of the honey bee,Apis mellifera L

Compositions of royal jelly II. Organic acid glycosides and sterols of the royal jelly of honeybees (Apis mellifera).

Epiphyllum

1 reference

Dominance of Δ5-sterols in eight species of the cactaceae

Schlumbergera bridgesii

1 reference

Dominance of Δ5-sterols in eight species of the cactaceae

Catharanthus roseus

2 references

Salt-induced lipid changes in Catharanthus roseus cultured cell suspensions

Metabolic Origin of c-26 and c-27 of Isofucosterol in Tissue Cultures ofCatharanthus roseus

Lepidium meyenii

1 reference

The in vitro biological activity of Lepidium meyenii extracts.

Nicotiana benthamiana

1 reference

Virus-induced silencing of sterol biosynthetic genes: identification of a Nicotiana tabacum L. obtusifoliol-14alpha-demethylase (CYP51) by genetic manipulation of the sterol biosynthetic pathway in Nicotiana benthamiana L.

Dolichospermum solitarium

1 reference

Saturated and unsaturated sterols of nitrogen-fixing blue-green algae (cyanobacteria)

Anabaena viguieri

1 reference

Saturated and unsaturated sterols of nitrogen-fixing blue-green algae (cyanobacteria)

Arabidopsis thaliana

1 reference

Sterols and phytyl esters of Arabidopsis thaliana under normal and chilling temperatures

Beta vulgaris

1 reference

Brassinosteroids and sterols from seeds of Beta vulgaris

Bryonia dioica

1 reference

Eight Novel Sterols from the Roots of Bryonia dioica JACQ.

Bryopsis plumosa

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Carthamus tinctorius

1 reference

Carthami flos extract and its component, stigmasterol, inhibit tumour promotion in mouse skin two-stage carcinogenesis

Choisya ternata

1 reference

Variability in tissue cultures of Choisy a ternata originating from a single tree

watermelon

1 reference

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Cladophora vagabunda

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Codium dichotomum

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Codium decorticatum

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Croton hieronymi

1 reference

A linear sesterterpene, two squalene derivatives and two peptide derivatives from Croton hieronymi

Cucumis melo

1 reference

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Cucumis sativus

1 reference

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Cucurbita maxima

3 references

Studies on the C-24 configurations of Δ7-sterols in theseeds of Cucurbita maxima

Codisterol and other Δ5-sterols in the seeds of Cucurbita maxima

Codisterol and other Δ5-sterols in the seeds of Cucurbita maxima

Cucurbita pepo

2 references

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Dioscorea polystachya

1 reference

5α-cholest-8(14)-en-3β-ol and three 24-alkyl-Δ8(14) -sterols from the bulbils of Dioscorea batatas

Enteromorpha clathrata

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Euphorbia lathyris

1 reference

The composition of phytosterols, latex triterpenols and wax triterpenoids in the seedling of Euphorbia lathyris L.

Gleichenia japonica

1 reference

Triterpene Alcohols and Sterols from the Fern Gleichenia japonica SPR.

Hippophae rhamnoides

2 references

Phytosterols in Sea Buckthorn ( Hippophaë rhamnoides L.) Berries: Identification and Effects of Different Origins and Harvesting Times

Hippophae rhamnoides L.: chromatographic methods to determine chemical composition, use in traditional medicine and pharmacological effects

Iris pallida

1 reference

Metabolism of iridals in plant cell cultures of Iris pallida

Kalanchoe marmorata

2 references

Co-occurrence of C-24 epimeric 24-ethylsterols possessing and lacking a Δ25-bond inKalanchoe petitiana

Co-occurrence of C-24 epimeric 24-ethylsterols possessing and lacking a Δ25-bond inKalanchoe petitiana

Kalanchoe petitiana

2 references

Co-occurrence of C-24 epimeric 24-ethylsterols possessing and lacking a Δ25-bond inKalanchoe petitiana

Co-occurrence of C-24 epimeric 24-ethylsterols possessing and lacking a Δ25-bond inKalanchoe petitiana

Luffa aegyptiaca

1 reference

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Mikania minima

1 reference

14,15-Dihydroxygermacranolides and Other Constituents of Mikania minima

Nodularia harveyana

1 reference

Saturated and unsaturated sterols of nitrogen-fixing blue-green algae (cyanobacteria)

Nostoc carneum

1 reference

Saturated and unsaturated sterols of nitrogen-fixing blue-green algae (cyanobacteria)

Panax ginseng

1 reference

Composition of unsaponifiable lipid from seed oils ofPanax ginseng andP. quiquefolium

American ginseng

1 reference

Composition of unsaponifiable lipid from seed oils ofPanax ginseng andP. quiquefolium

Panicum miliaceum

1 reference

Sterol Compositions of the Seeds of Panicum miliaceum

Petrosia weinbergi

2 references

Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols

Sterols of the marine sponge Petrosia weinbergi: implications for the absolute configurations of the antiviral orthoesterols and weinbersterols

Phaseolus vulgaris

1 reference

24-methylene-25-methylcholesterol inPhaseolus vulgaris seed: Structural relation to brassinosteroids

Physalis peruviana

2 references

Biosynthesis of sitosterol from [methyl-2H3]methionine in tissue cultures of Physalis peruviana

Biosynthesis of isofucosterol from [2-13C2H3]acetate and [1,2-13C2]acetate in tissue cultures of Physalis peruviana—the stereochemistry of the hydride shift from C-24 to C-25

Polyzoa opuntia

1 reference

Short side chain sterols from the tunicate Polizoa opuntia

Psilotum

1 reference

Sterols and fatty acids of a whisk fernPsilotum nudum

rhubarb

1 reference

Brassinosteroids, sterols and lup-20(29)-en-2α,3β,28-triol from Rheum Rhabarbarum

Rubus fruticosus

1 reference

Comparative study of the inhibition of sterol biosynthesis in Rubus fruticosus suspension cultures and zea mays seedlings by N-(1,5,9-trimethyldecyl)-4α,10-dimethyl-8-aza-trans-decal-3β-ol and derivatives

Rubus plicatus

1 reference

Comparative study of the inhibition of sterol biosynthesis in Rubus fruticosus suspension cultures and zea mays seedlings by N-(1,5,9-trimethyldecyl)-4α,10-dimethyl-8-aza-trans-decal-3β-ol and derivatives

Setaria italica

1 reference

Identification of Trace Sterols in the Seeds of Foxtail Millet (Setaria italica Beauv.).

Solanum melongena

1 reference

Triterpene alcohols, 4-methylsterols and 4-desmethylsterols of eggplant seed oil: A new phytosterol

Spinacia oleracea

1 reference

Ecdysteroid distribution during development of spinach

Symphoricarpos albus

1 reference

The occurrence of lanosterol and 24-methylenelanost-8-en-3β-ol in leaves of symphoricarpus albus

Tanacetum vulgare

1 reference

Biosynthesis of the irregular monoterpene artemisia ketone, the sesquiterpene germacrene D and other isoprenoids in Tanacetum vulgare L. (Asteraceae).

Trixis praestans

1 reference

Trixane derivatives from Trixis praestans

Typha latifolia

1 reference

Composition of Phytosterols in the Pollen of Typha latifolia L.

Ulva fasciata

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Sea lettuce

2 references

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Studies on the constituents of the green alga Ulva lactuca

Ulva gigantea

1 reference

Occurrence of steryl glycosides and acylated steryl glycosides in some marine algae

Chrysolaena cognata

1 reference

Piptocarphol esters and other constituents from Vernonia cognata

Chrysolaena platensis

1 reference

Piptocarphol esters and other constituents from Vernonia cognata

Vigna angularis

1 reference

Triterpenic lipids in Azuki bean seeds.

Wrightia tinctoria

1 reference

14α-Methylzymosterol and other sterols from Wrightia tinctoria seeds

Xestospongia testudinaria

1 reference

Biosynthetic studies of marine lipids. 34. Stereochemical features of the enzymic C-methylation on the path to isofucosterol and fucosterol

maize

3 references

Biosynthesis of ecdysteroids in Zea mays

Comparative study of the inhibition of sterol biosynthesis in Rubus fruticosus suspension cultures and zea mays seedlings by N-(1,5,9-trimethyldecyl)-4α,10-dimethyl-8-aza-trans-decal-3β-ol and derivatives

Investigations on the Δ23-, Δ24(28)- and Δ25-Sterols of zea mays

Alstroemeria aurea

1 reference

Hydrocarbons and sterols of Alstroemeria aurantiaca

Axinella cannabina

1 reference

Minor and trace sterols in marine invertebrates. Part 35. Isolation and structure elucidation of seventy-four sterols from the sponge Axinella cannabina

Tanacetum parthenium

2 references

Sterol content as a similarity marker of different organs of two varietas of Chrysanthemum parthenium

Triterpene chemotypes of some polish populations of Tanacetum vulgare

Cydonia oblonga

1 reference

Antioxidant and antiproliferative activities of phytochemicals from Quince (Cydonia vulgaris) peels

Cydonia vulgaris

1 reference

Antioxidant and antiproliferative activities of phytochemicals from Quince (Cydonia vulgaris) peels

Cymodocea nodosa

1 reference

Configuration at C-24 of sterols from the marine phanerogames Posidonia oceanica and Cymodocea nodosa

Cystoseira barbata

1 reference

Sterols and volatiles in Cystoseira barbata and Cystoseira crinita from the black sea

Echinometra lucunter

1 reference

Free sterols of the sea urchin Echinometra lucunter.

Eria aurantiaca

1 reference

Hydrocarbons and sterols of Alstroemeria aurantiaca

Sea peach

1 reference

Steroid alcohols from the ascidianHalocynthia aurantium

Water net

1 reference

24-Methylene-25-methylcholesterol and both C-24 epimers of 24-ethyl-22-dehydrocholesterol in a freshwater green algaHydrodictyon reticulatum

Jolyna laminarioides

1 reference

A succinylanthranilic acid ester and other bioactive constituents of Jolyna laminarioides

Kalanchoe daigremontiana

1 reference

Stereochemical differences in the anatomical distribution of C-24 alkylated sterols in Kalanchoe daigremontiana

Muricea californica

1 reference

Occurrence and seasonal variation of 19-norcholest-4-en-3-one and 3 beta-monohydroxy sterols in the Californian gorgonian, Muricea californica

Olea europaea

1 reference

Production of triterpene acids by cell suspension cultures of Olea europaea

Petrosia ficiformis

1 reference

Minor and trace sterols in marine invertebrates XVII. (24R)-24,26-Dimethylcholesta-5,26-dien-3 beta-OL, a new sterol from the sponge Petrosia ficiformis

Posidonia oceanica

1 reference

Configuration at C-24 of sterols from the marine phanerogames Posidonia oceanica and Cymodocea nodosa

Dragmacidon lunaecharta

1 reference

Minor and trace sterols from marine invertebrates 29. (22E)-ergosta-5,22,25-trien-3β-ol and (22E,24R)-24,26-dimethylcholesta-5,22,25(27)-trien-3β-ol. Two new marine sterols from the sponge Pseudaxinella lunacharta

Sarcophyton crassocaule

1 reference

Novel epoxy steroids from the indian ocean soft coral Sarcophyton crassocaule

Ulva rigida

1 reference

Sterols from some black sea ulvaceae

Ulva popenguinensis

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Chrysoderma mucosum

1 reference

Biosynthetic studies of marine lipids. 31. Evidence for a protonated cyclopropyl intermediate in the biosynthesis of 24-propylidenecholesterol

Enteromorpha linza

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Cylindrolobus aurantiacus

1 reference

Hydrocarbons and sterols of Alstroemeria aurantiaca

Campanula medium

1 reference

Bioactive Compounds and Antiradical Potential of Campanula medium Lipids

1 reference

1 reference

Effect of ageing on sterol metabolism in potato tuber slices

Chinese peony

1 reference

Characterization of fatty acids, triacylglycerols, phytosterols and tocopherols in peony seed oil from five different major areas in China

Vitis vinifera

1 reference

Chemical composition of seeds of four Bulgarian grape varieties

common sunflower

2 references

24α-Methyl-5α-cholest-7-en-3β-ol from seed oil of Helianthus annuus

Phytosterol composition in the pollen of sunflower, Helianthus annuus L.

Nostoc commune

1 reference

Saturated and unsaturated sterols of nitrogen-fixing blue-green algae (cyanobacteria)

Ulva linza

1 reference

Sterol composition of twelve chlorophyceae from the senegalese coast and their chemotaxonomic significance

Schlumbergera truncata

1 reference

Dominance of Δ5-sterols in eight species of the cactaceae

Diplopterygium glaucum

1 reference

Triterpene Alcohols and Sterols from the Fern Gleichenia japonica SPR.

tomato

3 references

Plant cholesterol biosynthetic pathway overlaps with phytosterol metabolism.

Features of 4-Desmethylsterols in Tomato Shoots.

Triterpenoids and sterol glucoside from cell cultures of Lycopersicon esculentum

Lagenaria siceraria

1 reference

Occurrence of Δ5-sterols in plants producing predominantly Δ7-sterols: Studies on the sterol compositions of six cucurbitaceae seeds

Kalanchoe pinnata

1 reference

Sterols ofKalanchoe pinnata: First report of the isolation of both C-24 epimers of 24-alkyl-Δ25-sterols from a higher plant

Rubus cochinchinensis

1 reference

Comparative study of the inhibition of sterol biosynthesis in Rubus fruticosus suspension cultures and zea mays seedlings by N-(1,5,9-trimethyldecyl)-4α,10-dimethyl-8-aza-trans-decal-3β-ol and derivatives

Identifiers

InChI

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1

1 reference

Isofucosterol (English)

14 October 2016

1 reference

Global Substance Registration System

Isofucosterol (English)

14 October 2016

2 references

UNII

S4UL5AI3R2

https://commonchemistry.cas.org/detail?cas_rn=481-14-1

isofucosterol (English)

14 October 2016

6 April 2021

1 reference

avenasterol (English)

14 October 2016

2 references

Isofucosterol (English)

14 October 2016

ChEBI ID

28604

mapping relation type

exact match

2 references

ChEBI release 2021-03-01

International Chemical Identifier

InChI

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1

1 reference

ISOFUCOSTEROL (English)

14 October 2016

2 references

splash10-090r-6973000000-3f7408d99c0efb91ca34

1 reference

0 references

DSSTox substance ID

DTXSID50904509

1 reference

DSSTOX compound identifier

0 references

1 reference

Human Metabolome Database ID

HMDB0002374

2 references

UNII

S4UL5AI3R2

2 references

Global Substance Registration System

UNII

S4UL5AI3R2

isofucosterol (English)

14 October 2016

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

0 references

0 references

1 reference