| Name: | (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one |
| CAS Number: | 3604-87-3 |  3D/inchi
|
| ECHA EINECS - REACH Pre-Reg: | 222-760-4 |
| FDA UNII: | RH692X7B7B |
| Nikkaji Web: | J8.177I |
| Beilstein Number: | 2422986
|
| MDL: | MFCD00042683 |
| XlogP3-AA: | 1.70 (est) |
| Molecular Weight: | 464.64288000 |
| Formula: | C27 H44 O6 |
| BioActivity Summary: | listing |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 632.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 662.00 °F. TCC ( 350.00 °C. ) (est)
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| logP (o/w): | 0.870 (est) |
| Soluble in: |
| | water, 23.26 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| 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
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for alpha-ecdysone usage levels up to: | | | not for fragrance use.
|
| |
| Recommendation for alpha-ecdysone flavor usage levels up to: |
| | not for flavor use.
|
Safety References:
| EPI System: View |
| Chemical Carcinogenesis Research Information System:Search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| Carcinogenic Potency Database:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :19212 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one |
| Chemidplus:0003604873 |
| RTECS:FZ8170000 for cas# 3604-87-3 |
References:
| | (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 19212 |
| Pubchem (sid): | 134986267 |
| Pherobase: | View |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 5-beta- | cholest-7-en-6-one, 2-beta,3-beta,14,22,25-pentahydroxy-, (20S,22R)- | | | cholest-7-en-6-one, 2,3,14,22,25-pentahydroxy-, (2-beta,3-beta,5-beta,22R)- (9CI) | | (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6- | dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | a- | ecdysone | | (2beta,3beta,5beta,22R)-2,3,14,22,25- | pentahydroxycholest-7-en-6-one |
Articles:
| PubMed:Ethylparaben affects lifespan, fecundity, and the expression levels of ERR, EcR and YPR in Drosophila melanogaster. |
| PubMed:An Adaptive Transposable Element Insertion in the Regulatory Region of the EO Gene in the Domesticated Silkworm, Bombyx mori. |
| PubMed:Unprecedented conformational flexibility revealed in the ligand-binding domains of the Bovicola ovis ecdysone receptor (EcR) and ultraspiracle (USP) subunits. |
| PubMed:Bisphenol A affects larval growth and advances the onset of metamorphosis in Drosophila melanogaster. |
| PubMed:Steroid hormone (20-hydroxyecdysone) modulates the acquisition of aversive olfactory memories in pollen forager honeybees. |
| PubMed:Changes in seasonal expression patterns of ecdysone receptor, retinoid X receptor and an A-type allatostatin in the copepod, Calanus finmarchicus, in a sea loch environment: an investigation of possible mediators of diapause. |
| PubMed:Ecdysone receptors: from the Ashburner model to structural biology. |
| PubMed:Receptors of garlic (Allium sativum) lectins and their role in insecticidal action. |
| PubMed:Ecdysone receptor (EcR) suppresses lipid accumulation in the Drosophila fat body via transcription control. |
| PubMed:20-OH-ecdysone prevents hot flushes in ovariectomized rats. |
| PubMed:Isoforms of the heteropteran Nezara viridula ecdysone receptor: protein characterisation, RH5992 insecticide binding and homology modelling. |
| PubMed:Synthesis and insecticidal activity of N-tert-butyl-N,N'-diacylhydrazines containing 1,2,3-thiadiazoles. |
| PubMed:An ecdysone receptor from the pentatomomorphan, Nezara viridula, shows similar affinities for moulting hormones makisterone A and 20-hydroxyecdysone. |
| PubMed:Dietary hempseed meal intake increases body growth and shortens the larval stage via the upregulation of cell growth and sterol levels in Drosophila melanogaster. |
| PubMed:Two Tor genes in the silkworm Bombyx mori. |
| PubMed:Dietary effects of four phytoecdysteroids on growth and development of the Indian meal moth, Plodia interpunctella. |
| PubMed:A switch in the control of growth of the wing imaginal disks of Manduca sexta. |
| PubMed:20-hydroxyecdysone reduces insect food consumption resulting in fat body lipolysis during molting and pupation. |
| PubMed:An ortholog of the ecdysone receptor protein (EcR) from the parasitic nematode Haemonchus contortus. |
| PubMed:Beneficial effects of beta-Ecdysone on the joint, epiphyseal cartilage tissue and trabecular bone in ovariectomized rats. |
| PubMed:A second proPO present in white shrimp Litopenaeus vannamei and expression of the proPOs during a Vibrio alginolyticus injection, molt stage, and oral sodium alginate ingestion. |
| PubMed:The TOR pathway couples nutrition and developmental timing in Drosophila. |
| PubMed:Ecdysteroids act as inhibitors of calf skin collagenase and oxidative stress. |
| PubMed:Diversity of detoxification pathways of ingested ecdysteroids among phytophagous insects. |
| PubMed:Modulation of larval nutrition affects midgut neutral lipid storage and temporal pattern of transcription factor expression during mosquito metamorphosis. |
| PubMed:Nutritional status affects 20-hydroxyecdysone concentration and progression of oogenesis in Drosophila melanogaster. |
| PubMed:Tight transcriptional regulation of foreign genes in insect cells using an ecdysone receptor-based inducible system. |
| PubMed:The ecdysone-induced DHR4 orphan nuclear receptor coordinates growth and maturation in Drosophila. |
| PubMed:Chemical residues and bioactivity of tebufenozide applied to apple foliage. |
| PubMed:Programmed autophagy in the Drosophila fat body is induced by ecdysone through regulation of the PI3K pathway. |
| PubMed:The acidic activation domains of the baculovirus transactivators IE1 and IE0 are functional for transcriptional activation in both insect and mammalian cells. |
| PubMed:Changes in cysteine protease activity and localization during midgut metamorphosis in the crucifer root maggot (Delia radicum). |
| PubMed:Hemolymph ecdysteroids do not affect vitellogenesis in the lubber grasshopper. |
| PubMed:Disagrees with AVMA's position on induced molting. |
| PubMed:Phytoecdysteroids: biological effects, application in agriculture and complementary medicine (as presented at the 14-th Ecdysone Workshop, July, 2000, Rapperswil, Switzerland). |
| PubMed:Effects of the ecdysoneless mutant on synaptic efficacy and structure at the neuromuscular junction in Drosophila larvae during normal and prolonged development. |
| PubMed:Lethal and sublethal effects of bendiocarb, halofenozide, and imidacloprid on Harpalus pennsylvanicus (Coleoptera: Carabidae) following different modes of exposure in turfgrass. |
| PubMed:Parallel alterations in the timing of ovarian ecdysone receptor and ultraspiracle expression characterize the independent evolution of larval reproduction in two species of gall midges (Diptera: Cecidomyiidae). |
| PubMed:Biological activity of two juvenoids and two ecdysteroids against three stored product insects. |
| PubMed:Cycling of ecdysteroid levels in adult female stable flies, Stomoxys calcitrans in relation to blood feeding. |
| PubMed:Ecdysteroids during the third larval instar in 1(3)ecd-1ts, a temperature-sensitive mutant of Drosophila melanogaster. |
| PubMed:Ecdysone-inducible functions of larval fat bodies in Drosophila. |
| PubMed:Roles of ecdysone in Drosophila development. |
| PubMed:Temporal relationships between leaving food, ecdysone release, mucoprotein extrusion and puparium formation in Drosophila virilis. |
| PubMed:Dopa decarboxylase activity in Aedes aegypti: a preadult profile and its subsequent correlation with ovarian development. |
| PubMed:The induction of detoxifying enzymes in insects. |
| PubMed:Molt initiation in response to phytoecdysones and low doses of animal ecdysones in the chelicerate arthropod, Limulus polyphemus. |
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