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castasterone

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CAS Number: 80736-41-0Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J146.604F
XlogP3-AA:4.70 (est)
Molecular Weight:464.68656000
Formula:C28 H48 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.8529 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Castasterone 95%
Odor: characteristic
Use: Brassinolide and Castasterone were isolated from the mature seeds of smooth loofah (Luffa cylindrica (L.) M.J. Roem)
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for castasterone usage levels up to:
 not for fragrance use.
 
Recommendation for castasterone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :133534
National Institute of Allergy and Infectious Diseases:Data
(2R,3S,5S,8S,9S,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
Chemidplus:0080736410
 
References:
 (2R,3S,5S,8S,9S,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
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):133534
Pubchem (cas):80736-41-0
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C15794
HMDB (The Human Metabolome Database):Search
FooDB:FDB001412
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 phaseolus vulgaris
Search Trop Picture
 
Synonyms:
(2R,3S,5S,8S,9S,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
 ergostan-6-one, 2,3,22,23-tetrahydroxy-, (2alpha,3alpha,5alpha,22R,23R,24S)-
 

Articles:

PubMed:DWF1 functions as a C-24 reductase to convert 24-methylene brassinosteroids to 24-methyl brassinosteroids in Arabidopsis thaliana.
PubMed:Overexpression of Arabidopsis thaliana brassinosteroid-related acyltransferase 1 gene induces brassinosteroid-deficient phenotypes in creeping bentgrass.
PubMed:Farnesylation-mediated subcellular localization is required for CYP85A2 function.
PubMed:Castasterone confers copper stress tolerance by regulating antioxidant enzyme responses, antioxidants, and amino acid balance in B. juncea seedlings.
PubMed:Response of the plant hormone network to boron deficiency.
PubMed:Castasterone and citric acid treatment restores photosynthetic attributes in Brassica juncea L. under Cd(II) toxicity.
PubMed:Brassinolide-like activity of castasterone analogs with varied side chains against rice lamina inclination.
PubMed:Overexpression of Populus trichocarpa CYP85A3 promotes growth and biomass production in transgenic trees.
PubMed:Synthetic Protocol for AFCS: A Biologically Active Fluorescent Castasterone Analog Conjugated to an Alexa Fluor 647 Dye.
PubMed:Occurrence of brassinosteroids in non-flowering land plants, liverwort, moss, lycophyte and fern.
PubMed:Effects of 24-epibrassinolide and green light on plastid gene transcription and cytokinin content of barley leaves.
PubMed:Barley Brassinosteroid Mutants Provide an Insight into Phytohormonal Homeostasis in Plant Reaction to Drought Stress.
PubMed:Novel rice mutants overexpressing the brassinosteroid catabolic gene CYP734A4.
PubMed:Co-application of 6-ketone type brassinosteroid and metal chelator alleviates cadmium toxicity in B. juncea L.
PubMed:Farnesylation mediates brassinosteroid biosynthesis to regulate abscisic acid responses.
PubMed:A Reverse-Genetics Mutational Analysis of the Barley HvDWARF Gene Results in Identification of a Series of Alleles and Mutants with Short Stature of Various Degree and Disturbance in BR Biosynthesis Allowing a New Insight into the Process.
PubMed:ARF7 increases the endogenous contents of castasterone through suppression of BAS1 expression in Arabidopsis thaliana.
PubMed:An improved synthesis of [26-(2)H3]castasterone.
PubMed:Brassinosteroid-BODIPY conjugates: Design, synthesis, and properties.
PubMed:Brassinosteroids are involved in controlling sugar unloading in Vitis vinifera 'Cabernet Sauvignon' berries during véraison.
PubMed:[Role of Ca ions in the induction of heat-resistance of wheat coleoptiles by brassinosteroids].
PubMed:[The role of reactive oxygen species and calcium ions in the implementation of the stress-protective effect of brassinosteroids on plant cells].
PubMed:Arsenic induced modulation of antioxidative defense system and brassinosteroids in Brassica juncea L.
PubMed:BdBRD1, a brassinosteroid C-6 oxidase homolog in Brachypodium distachyon L., is required for multiple organ development.
PubMed:Biosynthetic relationship between C₂₈-brassinosteroids and C₂₉-brassinosteroids in rice (Oryza sativa) seedlings.
PubMed:In vivo imaging of brassinosteroid endocytosis in Arabidopsis.
PubMed:Occurrence of phosphorylated castasterone in Arabidopsis thaliana and Lycopersicum esculentum.
PubMed:Blue light-promoted rice leaf bending and unrolling are due to up-regulated brassinosteroid biosynthesis genes accompanied by accumulation of castasterone.
PubMed:Interactive effect of brassinosteroids and cytokinins on growth, chlorophyll, monosaccharide and protein content in the green alga Chlorella vulgaris (Trebouxiophyceae).
PubMed:A cell-based reporter assay for screening for EcR agonist/antagonist activity of natural ecdysteroids in Lepidoptera (Bm5) and Diptera (S2) cell cultures, followed by modeling of ecdysteroid-EcR interactions and normal mode analysis.
PubMed:Synergistic effect of auxins and brassinosteroids on the growth and regulation of metabolite content in the green alga Chlorella vulgaris (Trebouxiophyceae).
PubMed:Hormone profiles in microalgae: gibberellins and brassinosteroids.
PubMed:An improved simplified high-sensitivity quantification method for determining brassinosteroids in different tissues of rice and Arabidopsis.
PubMed:Arabidopsis PIZZA has the capacity to acylate brassinosteroids.
PubMed:BAT1, a putative acyltransferase, modulates brassinosteroid levels in Arabidopsis.
PubMed:Transgenic Arabidopsis thaliana expressing a barley UDP-glucosyltransferase exhibit resistance to the mycotoxin deoxynivalenol.
PubMed:Hormonal changes during non-climacteric ripening in strawberry.
PubMed:Fluorescent castasterone reveals BRI1 signaling from the plasma membrane.
PubMed:Biosynthesis of a cholesterol-derived brassinosteroid, 28-norcastasterone, in Arabidopsis thaliana.
PubMed:Plant steroid hormones produced under Ni stress are involved in the regulation of metal uptake and oxidative stress in Brassica juncea L.
PubMed:Rice CYP734A cytochrome P450s inactivate brassinosteroids in Arabidopsis.
PubMed:Rice CYP734As function as multisubstrate and multifunctional enzymes in brassinosteroid catabolism.
PubMed:CYP85A1 is required for the initiation of female gametogenesis in Arabidopsis thaliana.
PubMed:Fragmentation investigation of brassinosteroid compounds by ion trap and quadrupole time-of-flight mass spectrometry.
PubMed:Arabidopsis CYP72C1 is an atypical cytochrome P450 that inactivates brassinosteroids.
PubMed:The synthesis of androstane brassinosteroid analogues with alpha-azido acid ester groups in position 17beta.
PubMed:ASKtheta, a group-III Arabidopsis GSK3, functions in the brassinosteroid signalling pathway.
PubMed:Isolation and characterization of brassinosteroids from algal cultures of Chlorella vulgaris Beijerinck (Trebouxiophyceae).
PubMed:Shooting control by brassinosteroids: metabolomic analysis and effect of brassinazole on Malus prunifolia, the Marubakaido apple rootstock.
PubMed:Binding assays for brassinosteroid receptors.
PubMed:A theoretical approach to the solvation of brassinosteroids.
PubMed:Effects of brassinosteroids on the plant responses to environmental stresses.
PubMed:Arabidopsis CYP85A2 catalyzes lactonization reactions in the biosynthesis of 2-deoxy-7-oxalactone brassinosteroids.
PubMed:Castasterone is a likely end product of brassinosteroid biosynthetic pathway in rice.
PubMed:Do brassinosteroids mediate the water stress response?
PubMed:[Enzyme immunoassay of (24R)-brassinosteroids].
PubMed:BEN1, a gene encoding a dihydroflavonol 4-reductase (DFR)-like protein, regulates the levels of brassinosteroids in Arabidopsis thaliana.
PubMed:Metabolism of brassinosteroids in plants.
PubMed:Characterization of two brassinosteroid C-6 oxidase genes in pea.
PubMed:Roles of brassinosteroids and related mRNAs in pea seed growth and germination.
PubMed:Co-regulation of brassinosteroid biosynthesis-related genes during xylem cell differentiation.
PubMed:Metabolic changes in fruits of the tomato dx mutant.
PubMed:Tomato cytochrome P450 CYP734A7 functions in brassinosteroid catabolism.
PubMed:The role of OsBRI1 and its homologous genes, OsBRL1 and OsBRL3, in rice.
PubMed:Synthesis of 26,27-bisnorcastasterone analogs and analysis of conformation-activity relationship for brassinolide-like activity.
PubMed:The UGT73C5 of Arabidopsis thaliana glucosylates brassinosteroids.
PubMed:Arabidopsis CYP85A2, a cytochrome P450, mediates the Baeyer-Villiger oxidation of castasterone to brassinolide in brassinosteroid biosynthesis.
PubMed:Brassinosteroids are inherently biosynthesized in the primary roots of maize, Zea mays L.
PubMed:BAS1 and SOB7 act redundantly to modulate Arabidopsis photomorphogenesis via unique brassinosteroid inactivation mechanisms.
PubMed:shk1-D, a dwarf Arabidopsis mutant caused by activation of the CYP72C1 gene, has altered brassinosteroid levels.
PubMed:The last reaction producing brassinolide is catalyzed by cytochrome P-450s, CYP85A3 in tomato and CYP85A2 in Arabidopsis.
PubMed:CYP90C1 and CYP90D1 are involved in different steps in the brassinosteroid biosynthesis pathway in Arabidopsis thaliana.
PubMed:Binding of brassinosteroids to the extracellular domain of plant receptor kinase BRI1.
PubMed:2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale.
PubMed:Brassinosteroid deficiency due to truncated steroid 5alpha-reductase causes dwarfism in the lk mutant of pea.
PubMed:Novel biosynthetic pathway of castasterone from cholesterol in tomato.
PubMed:Stereoselective synthesis of (22R)- and (22S)-castasterone/ponasterone A hybrid compounds and evaluation of their molting hormone activity.
PubMed:Synthesis of brassinosteroids of varying acyl side chains and evaluation of their brassinolide-like activity.
PubMed:Determination of brassinosteroids in the sub-femtomolar range using dansyl-3-aminophenylboronate derivatization and electrospray mass spectrometry.
PubMed:Cytochrome P450-catalyzed brassinosteroid pathway activation through synthesis of castasterone and brassinolide in Phaseolus vulgaris.
PubMed:CYP72B1 inactivates brassinosteroid hormones: an intersection between photomorphogenesis and plant steroid signal transduction.
PubMed:Brassinosteroids promote root growth in Arabidopsis.
PubMed:Hormone levels and response during de-etiolation in pea.
PubMed:Crystal structure of a hypoallergenic isoform of the major birch pollen allergen Bet v 1 and its likely biological function as a plant steroid carrier.
PubMed:Arabidopsis brassinosteroid-insensitive dwarf12 mutants are semidominant and defective in a glycogen synthase kinase 3beta-like kinase.
PubMed:Uncoupling brassinosteroid levels and de-etiolation in pea.
PubMed:Brassinosteroids and plant steroid hormone signaling.
PubMed:Spirostanic analogues of castasterone.
PubMed:Action of brassinosteroids in the cotton leafworm Spodoptera littoralis.
PubMed:Synthesis and biological activity of 26-norbrassinolide, 26-norcastasterone and 26-nor-6-deoxocastasterone.
PubMed:Roots and shoots of tomato produce 6-deoxo-28-norcathasterone, 6-deoxo-28-nortyphasterol and 6-deoxo-28-norcastasterone, possible precursors of 28-norcastasterone.
PubMed:The ecdysteroid agonist/antagonist and brassinosteroid-like activities of synthetic brassinosteroid/ecdysteroid hybrid molecules.
PubMed:Brassinosteroid-6-oxidases from Arabidopsis and tomato catalyze multiple C-6 oxidations in brassinosteroid biosynthesis.
PubMed:Accumulation of 6-deoxocathasterone and 6-deoxocastasterone in Arabidopsis, pea and tomato is suggestive of common rate-limiting steps in brassinosteroid biosynthesis.
PubMed:Selective interaction of triazole derivatives with DWF4, a cytochrome P450 monooxygenase of the brassinosteroid biosynthetic pathway, correlates with brassinosteroid deficiency in planta.
PubMed:Brassinosteroid levels increase drastically prior to morphogenesis of tracheary elements.
PubMed:Synthesis and bioactivity of 6alpha- and 6beta-hydroxy analogues of castasterone.
PubMed:28-Norcastasterone is biosynthesized from castasterone.
PubMed:Biosynthetic pathways of brassinolide in Arabidopsis.
PubMed:Involvement of brassinosteroids in the gravitropic response of primary root of maize.
PubMed:Metabolic transformation of the brassinosteroid 24-epi-castasterone by the cockroach Periplaneta americana.
PubMed:Biosynthesis of brassinosteroids in cultured cells of Catharanthus roseus.
PubMed:A putative role for the tomato genes DUMPY and CURL-3 in brassinosteroid biosynthesis and response.
PubMed:Brassinosteroid-insensitive dwarf mutants of Arabidopsis accumulate brassinosteroids.
PubMed:Brassinosteroid/Sterol synthesis and plant growth as affected by lka and lkb mutations of Pea
PubMed:The tomato DWARF enzyme catalyses C-6 oxidation in brassinosteroid biosynthesis.
PubMed:Brassinosteroids in Arabidopsis thaliana.
PubMed:Brassinosteroids from seeds of Arabidopsis thaliana.
PubMed:Blockage of Brassinosteroid Biosynthesis and Sensitivity Causes Dwarfism in Garden Pea.
PubMed:Identification of castasterone, 6-deoxocastasterone, typhasterol and 6-deoxotyphasterol from the shoots of Arabidopsis thaliana.
PubMed:Teasterone 3-Myristate: A New Type of Brassinosteroid Derivative in Lilium longiflorum Anthers.
PubMed:Hydroxylation of the native brassinosteroids 24-epicastasterone and 24-epibrassinolide by the fungus Cunninghamella echinulata.
PubMed: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.
 
Notes:
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