(Q27109676)

Castasterone (English)

(2R,3S,5S,8S,9S,10R,13R,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

5 October 2016

stereoisomer of

2 references

inferred from InChIKey

(2S,3R,5R,8S,9R,10R,13S,14R,17S)-17-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

(2R,3S,5S,8S,9R,10R,13S,14S,17R)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

(2R,3S,5S,8R,9R,10R,13S,14S,17R)-17-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

1 reference

(2R,3S,5S,8S,9S,10R,13R,14S,17R)-17-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

(2R,3S,5S,8S,9S,10R,13S,14S,17S)-17-[(2S,3R,4R,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

(2R,3S,5S,8R,9S,10R,13R,14S,17R)-17-[(2S,3R,4S,5S)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-2,3-dihydroxy-10,13-dimethyl-1,2,3,4,5,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-one

1 reference

1 reference

1 reference

C₂₈H₄₈O₅

1 reference

Castasterone (English)

5 October 2016

canonical SMILES

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

1 reference

Castasterone (English)

5 October 2016

isomeric SMILES

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

1 reference

Diverse structural variations of the brassinosteroids in Phaseolus vulgaris seed.

Castasterone (English)

5 October 2016

2 references

6-Deoxocastasterone and 6-deoxodolichosterone: Putative precursors for brassinoliderelated steroids from Phaseolus vulgaris.

Secale cereale

3 references

Secasterone, the first naturally occurring 2,3-epoxybrassinosteroid from Secale cereale

2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale

Biosynthesis of 2,3-epoxybrassinosteroids in seedlings of Secale cereale

Ornithopus sativus

2 references

6-Deoxo-28-norcastasterone and 6-deoxo-24-epicastasterone —two new brassinosteroids from Ornithopus sativus

The co-occurrence of 24-epi-castasterone and castasterone in seeds of Ornithopus sativus

Wild Carrot

1 reference

Brassinosteroids and a pregnane glucoside fromDaucus carota

Alnus glutinosa

2 references

Detection of Brassinolide and Castasterone in Alnus glutinosa (European Alder) Pollen by Mass Spectrometry/Mass Spectrometry

Detection of Brassinolide and Castasterone in Alnus glutinosa (European Alder) Pollen by Mass Spectrometry/Mass Spectrometry

Fagopyrum esculentum

1 reference

Identification of brassinolide and castasterone in buckwheat (Fagopyrum esculentum Moench) pollen.

common sunflower

2 references

Identification of Brassinolide, Castasterone and Norcastasterone (Brassinone) in Sunflower(Helianthus annumL.) Pollen

Identification of brassinolide, castasterone and norcastasterone (brassinone) in sunflower (Helianthus annuus L.) pollen.

Ipomoea purpurea

2 references

Identification of castasterone and brassinone from immature seeds of Pharbitis purpurea.

Identification of castasterone and brassinone from immature seeds of Pharbitis purpurea.

Picea sitchensis

2 references

Steroidal plant growth regulators, castasterone and typhasterol (2-deoxycastasterone) from the shoots of sitka spruce (Picea sitchensis)

Steroidal plant growth regulators, castasterone and typhasterol (2-deoxycastasterone) from the shoots of sitka spruce (Picea sitchensis)

Pinus sylvestris

1 reference

Identification of Two Brassinosteroids from the Cambial Region of Scots Pine (Pinus silverstris) by Gas Chromatography-Mass Spectrometry, after Detection Using a Dwarf Rice Lamina Inclination Bioassay

radish

1 reference

Castasterone and brassinolide in Raphanus sativus seeds

Amaranthus tricolor

1 reference

Identification of Sterols and Castasterone in the Seeds of Amaranthus inamoenus

Arabidopsis thaliana

4 references

28-Norcastasterone is biosynthesized from castasterone

Brassinosteroids from seeds of Arabidopsis thaliana

Brassinosteroids in Arabidopsis thaliana

Brassinosteroids from seeds of Arabidopsis thaliana

Beta vulgaris

1 reference

Brassinosteroids and sterols from seeds of Beta vulgaris

Camellia sinensis

2 references

Occurrence of three new brassinosteroids: brassinone, (24S)-24-ethylbrassinone and 28-norbrassinolide, in higher plants

Analysis of natural brassinosteroids by gas chromatography and gas chromatography—mass spectrometry

Senna tora

2 references

Brassinosteroids and Monoglycerides in Immature Seeds ofCassia toraas the Active Principles in the Rice Lamina Inclination Bioassay

Brassinosteroids and Monoglycerides in Immature Seeds ofCassia toraas the Active Principles in the Rice Lamina Inclination Bioassay

Castanea crenata

3 references

Analysis of natural brassinosteroids by gas chromatography and gas chromatography—mass spectrometry

Identification and quantification of brassinolide-related steroids in the insect gall and healthy tissues of the chestnut plant

Identification of brassinolide and its analogues in chestnut gall tissue.

Castanea

1 reference

Occurrence of three new brassinosteroids: brassinone, (24S)-24-ethylbrassinone and 28-norbrassinolide, in higher plants

Lagenaria siceraria

1 reference

Identification of Castasterone and Sterols in the Seeds of Lagenaria siceraria

Lilium elegans

1 reference

Identification of Brassinolide, Castasterone, Typhasterol, and Teasterone from the Pollen ofLilium elegans

Marchantia polymorpha

1 reference

Identification of a Brassinosteroid, Castasterone from Marchantia polymorpha

Oryza sativa

2 references

Endogenous brassinosteroids of the rice plant: Castasterone and dolichosterone.

Brassinosteroids and Monoglycerides with Brassinosteroid-like Activity in Immature Seeds ofOryza sativaandPerilla frutescensand in Cultured Cells ofNicotiana tabacum

Perilla frutescens

1 reference

Brassinosteroids and Monoglycerides with Brassinosteroid-like Activity in Immature Seeds ofOryza sativaandPerilla frutescensand in Cultured Cells ofNicotiana tabacum

Robinia pseudoacacia

1 reference

Identification of Castasterone, 6-Deoxocastasterone, and Typhasterol in the Pollen ofRobinia pseudo-acaciaL.

Triticum aestivum

1 reference

3-Dehydroteasterone, a 3,6-Diketobrassinosteroid as a Possible Biosynthetic Intermediate of Brassinolide from Wheat Grain

broad bean

3 references

High-performance liquid chromatography of brassinosteroids in plants with derivatization using 9-phenanthreneboronic acid

Identification of 24-epibrassinolide in bee pollen of the broad bean, Vicia faba L.

Occurrence of castasterone, brassinolide and methyl 4-chloroindole-3-acetate in immature Vicia faba seeds.

Vigna radiata

1 reference

Metabolism of castasterone and brassinolide in mung bean explant

maize

2 references

Identification of castasterone, typhasterol and teasterone from the pollen of Zea mays.

Identification of castasterone, typhasterol and teasterone from the pollen of Zea mays.

Erythronium japonicum

1 reference

Free and Conjugated Brassinosteroids in the Pollen and Anthers ofErythronium japonicumDecne.

Raphanus raphanistrum

1 reference

Castasterone and brassinolide in Raphanus sativus seeds

Cannabis sativa

1 reference

Identification of Castasterone and Teasterone in Seeds of Cannabis sativa L.

Equisetum arvense

2 references

Evidence for Brassinosteroids in Strobilus ofEquisetum arvenseL.

Evidence for brassinosteroids in strobilus of Equisetum arvense L.

Brassica rapa

1 reference

Analysis of natural brassinosteroids by gas chromatography and gas chromatography—mass spectrometry

Identifiers

InChI

InChI=1S/C28H48O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-26,30-33H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,23-,24+,25+,26+,27+,28+/m0/s1

1 reference

Castasterone (English)

5 October 2016

2 references

Castasterone (English)

5 October 2016

ChEBI release 2020-09-01

2 references

castasterone (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=80736-41-0

10 April 2021

1 reference

(2alpha,3alpha,5alpha,22R,23R,24S)-2,3,22,23-Tetrahydroxyergostan-6-one (English)

5 October 2016

2 references

Castasterone (English)

matched by identifier from

5 October 2016

Reaxys registry number

3657132

1 reference

castasterone (English)

5 October 2016

ChEBI ID

23051

mapping relation type

2 references

castasterone (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C28H48O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-21,23-26,30-33H,7-13H2,1-6H3/t15-,16-,17-,18+,19-,20-,21+,23-,24+,25+,26+,27+,28+/m0/s1

1 reference

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

matched by identifier from

DSSTOX compound identifier

0 references

1 reference

castasterone (English)

5 October 2016

0 references

1 reference

castasterone (English)