CAS 5289-74-7|Hydroxyecdysone

Introduction:Basic information about CAS 5289-74-7|Hydroxyecdysone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameHydroxyecdysone
CAS Number5289-74-7Molecular Weight480.634
Density1.3±0.1 g/cm3Boiling Point702.1±60.0 °C at 760 mmHg
Molecular FormulaC27H44O7Melting Point242-244 °C
MSDSChineseUSAFlash Point392.4±29.4 °C

Names

Name20-hydroxyecdysone
SynonymMore Synonyms

Hydroxyecdysone BiologicalActivity

DescriptionCrustecdysone (20-Hydroxyecdysone) is a naturally occurring ecdysteroid hormone isolated from Cyanotis arachnoides C.B.Clarke which controls the ecdysis (moulting) and metamorphosis of arthropods, it inhibits caspase activity and induces autophagy via the 20E nuclear receptor complex, EcR-USP[1].Crustecdysone exhibits regulatory or protective roles in the cardiovascular system[2].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Apoptosis >>CaspaseSignaling Pathways >>Autophagy >>Autophagy
References

[1]. Liu H, et al. E93 predominantly transduces 20-hydroxyecdysone signaling to induce autophagy and caspase activity in Drosophila fat body. Insect Biochem Mol Biol. 2014 Feb;45:30-9.

[2]. Phungphong S, et al. 20-Hydroxyecdysone attenuates cardiac remodeling in spontaneously hypertensive rats. Steroids. 2017 Oct;126:79-84.

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point702.1±60.0 °C at 760 mmHg
Melting Point242-244 °C
Molecular FormulaC27H44O7
Molecular Weight480.634
Flash Point392.4±29.4 °C
Exact Mass480.308716
PSA138.45000
LogP-0.53
Vapour Pressure0.0±5.0 mmHg at 25°C
Index of Refraction1.597
InChIKeyNKDFYOWSKOHCCO-YPVLXUMRSA-N
SMILESCC(C)(O)CCC(O)C(C)(O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C
Storage condition2-8°C
Water Solubilityalcohol: soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
FZ8060000
CHEMICAL NAME :
5-beta-Cholest-7-en-6-one, 2-beta,3-beta,14,20,22,25-hexahydroxy-, (22R)-
CAS REGISTRY NUMBER :
5289-74-7
LAST UPDATED :
199612
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C27-H44-O7
MOLECULAR WEIGHT :
480.71
WISWESSER LINE NOTATION :
L E5 B666 LV JUTJ A1 E1 FXQ1&YQ2XQ1&1 IQ OQ PQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>9 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
6400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
350 ug/kg
SEX/DURATION :
male 7 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
100 nmol/L
REFERENCE :
ENZYAS Enzymologia. (The Hague, Netherlands) V.1-43, 1936-72. Volume(issue)/page/year: 41,183,1971

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard CodesXi
Risk PhrasesR36/37/38
Safety PhrasesS22-S24/25
RIDADRNONH for all modes of transport
WGK Germany2
RTECSFZ8060000
Packaging GroupII; III
Hazard Class4.1
HS Code2937290090

Customs

HS Code2937290090

Articles63

More Articles
Functions of nuclear receptor HR3 during larval-pupal molting in Leptinotarsa decemlineata (Say) revealed by in vivo RNA interference.

Insect Biochem. Mol. Biol. 63 , 23-33, (2015)

Our previous results revealed that RNA interference-aided knockdown of Leptinotarsa decemlineata FTZ-F1 (LdFTZ-F1) reduced 20E titer, and impaired pupation. In this study, we characterized a putative ...

Identification of two juvenile hormone inducible transcription factors from the silkworm, Bombyx mori.

J. Insect Physiol. 80 , 31-41, (2015)

Juvenile hormone (JH) regulates many physiological processes in insects. However, the signal cascades in which JH is active have not yet been fully elucidated, particularly in comparison to another ma...

A view through a chromatin loop: insights into the ecdysone activation of early genes in Drosophila.

Nucleic Acids Res. 42(16) , 10409-24, (2014)

The early genes are a key group of ecdysone targets that function at the top of the signaling hierarchy. In the presence of ecdysone, early genes exhibit a highly characteristic rapid and powerful ind...

Synonyms

CRUSTECDYSONE
20-hydroxyecdysone
MFCD00036740
(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-Trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methyl-2-heptanyl]-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-on
β-ecdysone
(2β,3β,5β,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one
Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2β,3β,5β,22R)-
Hydroxyecdysone
b-Ecdysone
Isoinokosterone
Commisterone
(2b,3b,5b,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one
Ecdysterone
(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-Trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methyl-2-heptanyl]-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one
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