(Q15269695)

Spinasterol (English)

(3R,5S,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

5 October 2016

stereoisomer of

2 references

2 references

(3S,5S,9S,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

2 references

(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2S,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

2 references

(3S,5R,9R,10S,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5R,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5R,9R,10S,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5S,9S,10S,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3R,5S,9S,10R,13S,14R,17S)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5R,9R,10S,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5S,9S,10S,13R,14R,17R)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3R,5S,9S,10R,13S,14R,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3R,5S,9S,10S,13S,14R,17S)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5S,9R,10S,13R,14R,17R)-17-[(Z,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3R,5S,9S,10S,13S,14R,17S)-17-[(Z,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3R,5R,9R,10S,13R,14R,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

(3S,5S,9R,10S,13R,14R,17R)-17-[(E,2S,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1 reference

chemical formula

C₂₉H₄₈O

1 reference

Spinasterol (English)

19 November 2016

canonical SMILES

CCC(C=CC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C

1 reference

Spinasterol (English)

19 November 2016

isomeric SMILES

CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C

1 reference

Spinasterol (English)

Baccharoides anthelmintica

19 November 2016

found in taxon

1 reference

4α-methylvernosterol and other sterols from Vernonia anthelmintica seeds

Amaranthus leucocarpus

1 reference

Amaranthus hypochondriacus

1 reference

Amaranthus caudatus

2 references

PHYTOCHEMICAL INVESTIGATION OF AMARANTHUS CHLOROSTACHYS GROWING IN EGYPT

Amaranthus tricolor

4 references

Fatty acids and sterols of Amaranthus tricolor L.

A comparison of the fatty acids and sterols of seeds of weedy and vegetable species ofAmaranthus spp.

Identification of Sterols and Castasterone in the Seeds of Amaranthus inamoenus

Amaranthus cruentus

4 references

A comparison of the fatty acids and sterols of seeds of weedy and vegetable species ofAmaranthus spp.

Triterpenoid saponins from the seeds of amaranthus cruentus

PHYTOCHEMICAL INVESTIGATION OF AMARANTHUS CHLOROSTACHYS GROWING IN EGYPT

Amaranthus retroflexus

3 references

A comparison of the fatty acids and sterols of seeds of weedy and vegetable species ofAmaranthus spp.

PHYTOCHEMICAL INVESTIGATION OF AMARANTHUS CHLOROSTACHYS GROWING IN EGYPT

Amaranthus dubius

1 reference

A comparison of the fatty acids and sterols of seeds of weedy and vegetable species ofAmaranthus spp.

Aesculus hippocastanum

1 reference

Composition of the sterol fraction in horse chestnut

Albizia julibrissin

1 reference

3′,4′,7-trihydroxyflavone inAlbizzia julibrissin

Anaphalis lactea

1 reference

A New Furobenzopyranone and Other Constituents from Anaphalis lactea.

Archidendron chevalieri

1 reference

Sterols, triterpenes and coumarins from Archidendron chevalieri.

Ardisia mamillata

1 reference

Triterpenoid saponins from Ardisia mamillata

Aristea ecklonii

1 reference

Quinonoid and other constituents of Aristea ecklonii

Aster oharai

1 reference

A new sesquiterpene hydroperoxide from the aerial parts of Aster oharai

Aster poliothamnus

1 reference

Triterpenoids and Steroids from Aster poliothamnus

Aster scaber

1 reference

Two new monoterpene peroxide glycosides from Aster scaber

Baccharis ochracea

2 references

An unusual diterpene and other constituents from Baccharis ochracea

An unusual diterpene and other constituents from Baccharis ochracea

Begonia heracleifolia

1 reference

Phytochemical and biological investigation of Begonia heracleifolia

Wax gourd

1 reference

[Medicinal foodstuffs. XI. Histamine release inhibitors from wax gourd, the fruits of Benincasa hispida Cogn]

Beta vulgaris

1 reference

Brassinosteroids and sterols from seeds of Beta vulgaris

Blutaparon portulacoides

1 reference

A methylenedioxyflavonol from aerial parts of Blutaparon portulacoides

Boltonia asteroides

1 reference

Acetylenic and terpenoid constituents of Boltonia asteroides

Bougainvillea spectabilis

1 reference

Inhibitory effects of galloylated flavonoids on xanthine oxidase

Bryonia dioica

1 reference

Eight Novel Sterols from the Roots of Bryonia dioica JACQ.

Bupleurum fruticosum

1 reference

Phenylpropanoids from Bupleurum fruticosum

Camellia japonica

1 reference

[Studies on the constituents of the flower of Camellia japonica (2)]

Camellia sinensis

2 references

Caffeine and theanine from cultured cells of Camellia sinensis

Caffeine and theanine from cultured cells of Camellia sinensis

Codonopsis javanica

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Carthamus tinctorius

1 reference

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

Citrullus lanatus

1 reference

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

Clinopodium laxiflorum

1 reference

Constituents of the Whole Herb ofClinoponium laxiflorum

Clinopodium umbrosum

1 reference

Constituents ofClinopodium Umbrosum

Codonopsis bulleyana

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis canescens

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis chlorocodon

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis clematidea

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis lanceolata

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis macrocalyx

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis meleagris

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis pilosula

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis subglobosa

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis subscaposa

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis tubulosa

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Codonopsis ussuriensis

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Eschenbachia blinii

1 reference

A New trans-Clerodane Diterpene Lactone from Conyza blinii

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

Antigenotoxic spinasterol from Cucurbita maxima flowers

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

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

Cucurbita pepo

3 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

A 24β-ethyl-Δ7-steryl glucopyranoside from Cucurbita pepo seeds

Garcinia quaesita

1 reference

Quaesitol, a phenol from Garcinia quaesita

Polyspora ceylanica

1 reference

A new oleanane triterpenoid from Gordonia ceylanica

Grindelia tarapacana

2 references

Diterpenoids from Grindelia tarapacana

Diterpenoids from Grindelia tarapacana

Gypsophila perfoliata

1 reference

24-Epibrassinolide from Gypsophila perfoliata

Harpullia arborea

2 references

A new norhopane from Harpullia arborea

A new norhopane from Harpullia arborea

Heteroplexis microcephala

1 reference

Chemical constituents of Heteroplexis micocephala.

Hydrocotyle ramiflora

1 reference

Two new monogalactosylacylglycerols from Hydrocotyle ramiflora

Impatiens balsamina

3 references

Naphthoquinones and coumarins from Impatiens balsamina root cultures

Naphthoquinones and coumarins from Impatiens balsamina root cultures

A new biscoumarin from Impatiens balsamina root cultures

Luffa aegyptiaca

1 reference

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

Diploknema butyracea

2 references

Butyracic Acid, A New Sapogenin fromMadhuca butyracea

Madhuca butyracea. Constituents of the fruit-pulp and the bark

Silene firma

1 reference

A phenolic amide and other constituents of Melandrium firmum

Microglossa pyrrhopappa

1 reference

Clerodane diterpenoids from Microglossa angolensis

Mimusops elengi

2 references

Triterpenoid saponins of Mimusops elengi

Constituents of leaves, heartwood and root of Mimusops elengi

Glinus oppositifolius

1 reference

Steroids and triterpenoids from the roots of Mollugo spergula

Nigella sativa

1 reference

Sterols in the seed oil of Nigella sativa

Nothoscordum montevidense

1 reference

Sterols from four species of liliaceae

American ginseng

1 reference

Phytosterol content in American ginseng seed oil.

Pandanus odoratissimus

1 reference

Antioxidative Activities of constituents Isolated from Pandanus odoratissimus

Planchonella vitiensis

1 reference

Heartwood constituents of Planchonella vitiensis

Hubera cerasoides

1 reference

Chemical Investigation of Some Annonaceae Species

Polygala cyparissias

2 references

Three xanthones from Polygala cyparissias

Three xanthones from Polygala cyparissias

Polygala paniculata

1 reference

Two xanthones from Polygala paniculata and confirmation of the 1-hydroxy-2,3,5-trimethoxy-xanthone at trace level by HRGC-MS.

Polygala sabulosa

2 references

Antinociceptive properties of coumarins, steroid and dihydrostyryl-2-pyrones from Polygala sabulosa (Polygalaceae) in mice

Trypanocidal activity of coumarins and styryl-2-pyrones from Polygala sabulosa A.W. Bennett (Polygalaceae)

Prunella vulgaris

1 reference

Triterpenoids from Prunella vulgaris

Saponaria officinalis

1 reference

Isolation of Spinasterol and its Glucoside from Cell Suspension Cultures of Saponaria officinalis: 13C-NMR Spectral Data and Batch Culture Production

Solidago wrightii

1 reference

Wrightol, a sesquiterpene of the eremophilane type from Solidago wrightii

Spinacia oleracea

2 references

Ecdysteroid distribution during development of spinach

Sterol content of Spinacia oleracea

Stachytarpheta urticaefolia

1 reference

Ipolamiide and α-spinasterol from Stachytarpheta urticaefolia

Tephrosia purpurea

1 reference

Occurrence of pongamol as the enol structure in Tephrosia purpurea

Tetragonia tetragonoides

1 reference

[The principles of Tetragonia tetragonoides having an antiulcerogenic activity. I. Isolation and identification of sterylglucoside mixture (compound A)]

Trichosanthes cucumeroides

1 reference

[Studies on the constituents of trichosanthes root. II. Constituents of roots of Trichosanthes cucumeroides Maxim]

Trichosanthes multiloba

1 reference

[Studies on the constituents of "Trichosanthes root". IV. Constituents of roots of Trichosanthes multiloba Miq., Trichosanthes miyagii Hay. and Chinese crude drug "karo-kon"]

Cyanthillium cinereum

1 reference

Chemical Constituents of Vernonia cinerea. Isolation and Structure Elucidation of a New Pentacyclic Triterpenoid

Aster koraiensis

2 references

Chemical constituents from the aerial parts of Aster koraiensis with protein glycation and aldose reductase inhibitory activities

Chemical constituents from the aerial parts of Aster koraiensis with protein glycation and aldose reductase inhibitory activities

Ardisia brevicaulis

1 reference

Two new resorcinol derivatives with strong cytotoxicity from the roots of Ardisia brevicaulis Diels

Argania spinosa

1 reference

The sterols of Argania spinosa seed oil

Sideroxylon spinosum

1 reference

The sterols of Argania spinosa seed oil

Phallusia nigra

1 reference

Minor sterols of marine invertebrates 37. Isolation of novel coprostanols and 4 alpha-methyl sterols from the tunicate Ascidia nigra

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

Barringtonia asiatica

1 reference

New triterpenes from Barringtonia asiatica.

Bidens pilosa

1 reference

The Low Polar Constituents fromBidens PilosaL.var. Minor(Blume) Sherff

Conium maculatum

1 reference

Steroids from Poison Hemlock (Conium maculatum L.): A GC-MS analysis

Cyanidium caldarium

1 reference

Sterols and phylogeny of the acidophilic hot springs algae Cyanidium caldarium and Galdieria sulphuraria

Erythrophleum fordii

1 reference

New diterpenoids and the bioactivity of Erythrophleum fordii

Galdieria sulphuraria

1 reference

Sterols and phylogeny of the acidophilic hot springs algae Cyanidium caldarium and Galdieria sulphuraria

Heterotheca inuloides

1 reference

Antimicrobial agents from Heterotheca inuloides.

Hydrocotyle leucocephala

1 reference

Immunosuppressive diacetylenes, ceramides and cerebrosides from Hydrocotyle leucocephala

Juncus effusus

1 reference

Two p-coumaroyl glycerides from Juncus effusus

Manilkara bidentata

1 reference

107. Extractives from woods. Part III. Extractives from Manilkara bidentata

Phytolacca americana

1 reference

alpha-Spinasterol isolated from the root of Phytolacca americana and its pharmacological property on diabetic nephropathy

Scrophularia smithii

1 reference

266. Glucosides and aglycones from canary scrophulariaceae. Part VI. Structure of two new triterpenes from Scrophularia smithii Wydler

Silene conoidea

1 reference

Two NewC-Glycosylflavones FromSilene Conoidea

Pueraria montana var. lobata

1 reference

Antitumor activity of spinasterol isolated from Pueraria roots

Myrsine africana

1 reference

Triterpenoids and steroids of Myrsine africana leaves

Amaranthus hybridus

3 references

A comparison of the fatty acids and sterols of seeds of weedy and vegetable species ofAmaranthus spp.

PHYTOCHEMICAL INVESTIGATION OF AMARANTHUS CHLOROSTACHYS GROWING IN EGYPT

Pandanus tectorius

1 reference

Antioxidative Activities of constituents Isolated from Pandanus odoratissimus

Codonopsis benthamii

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Polygala sellowiana

2 references

Trypanocidal activity of coumarins and styryl-2-pyrones from Polygala sabulosa A.W. Bennett (Polygalaceae)

Antinociceptive properties of coumarins, steroid and dihydrostyryl-2-pyrones from Polygala sabulosa (Polygalaceae) in mice

Aster spathulifolius

1 reference

A new sesquiterpene hydroperoxide from the aerial parts of Aster oharai

Celosia argentea

1 reference

Lagenaria siceraria

1 reference

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

Sanicula epipactis

1 reference

Sterols of Hacquetia epipactis

Medicago monspeliaca

1 reference

Chemotaxonomic value of sterols and steroidal sapogenins in the genusTrigonella

Allium neapolitanum

1 reference

Sterols from four species of liliaceae

Laennecia filaginoides

1 reference

Smooth muscle relaxing flavonoids and terpenoids from Conyza filaginoides

Codonopsis bhutanica

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Pseudocodon convolvulaceus

1 reference

Chemotaxonomic study of Codonopsis (family Campanulaceae) and its related genera

Trichosanthes tricuspidata

1 reference

[Studies on the constituents of trichosanthes root. III. Constituents of roots of Trichosanthes bracteata Voigt]

Trichosanthes kirilowii

2 references

[Studies on the constituents of trichosanthes root. I. Constituents of roots of Trichosanthes kirilowii Maxim. var. japonicum Kitam]

Cyclotrichosantol, a new C31 31-nortriterpene

Pandanus odorifer

1 reference

Antioxidative Activities of constituents Isolated from Pandanus odoratissimus

Amaranthus blitum

1 reference

Acacia longifolia

1 reference

Identification of delta7 phytosterols and phytosteryl glucosides in the wood and bark of several Acacia species

Acacia dealbata

1 reference

Identification of delta7 phytosterols and phytosteryl glucosides in the wood and bark of several Acacia species

Acacia melanoxylon

1 reference

Identification of delta7 phytosterols and phytosteryl glucosides in the wood and bark of several Acacia species

Acacia retinodes

1 reference

Identification of delta7 phytosterols and phytosteryl glucosides in the wood and bark of several Acacia species

Amaranthus lividus

1 reference

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/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1

Identifiers

InChI

1 reference

Spinasterol (English)

19 November 2016

2 references

Spinasterol (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

481-18-5

2 references

Global Substance Registration System

UNII

0LG993QX1A

https://commonchemistry.cas.org/detail?cas_rn=481-18-5

α-spinasterin (English)

19 November 2016

7 April 2021

1 reference

a-Spinasterin (English)

19 November 2016

2 references

Spinasterol (English)

19 November 2016

ChEBI ID

10333

mapping relation type

2 references

CHEMBL487783 (English)

19 November 2016

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/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1

1 reference

CHEMBL487783 (English)

19 November 2016

2 references

1 reference

1 reference

Human Metabolome Database ID

HMDB0302273

2 references

reason for deprecated rank

KNApSAcK ID

C00003673

cannot be confirmed by other sources

1 reference

Global Substance Registration System

alpha-Spinasterol (English)

5 October 2016

2 references

UNII

0LG993QX1A

α-spinasterin (English)

19 November 2016

0 references

1 reference

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

alpha-Spinasterol (English)

5 October 2016

1 reference