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Progesteron

Progesterone Struktur
57-83-0
CAS-Nr.
57-83-0
Bezeichnung:
Progesteron
Englisch Name:
Progesterone
Synonyma:
Lutein;Progesteron;PROCYANIDINS;Progestrone;Lutin;progestin;Pregn-4-ene-3,20-dione;Luteine;Prog;Progestone
CBNumber:
CB4224484
Summenformel:
C21H30O2
Molgewicht:
314.46
MOL-Datei:
57-83-0.mol

Progesteron Eigenschaften

Schmelzpunkt:
128-132 °C (lit.)
Siedepunkt:
394.13°C (rough estimate)
alpha 
186 º (c=1, ethanol)
Dichte
d23 1.166; d20 1.171
Brechungsindex
182 ° (C=2, Dioxane)
Flammpunkt:
2℃
storage temp. 
room temp
L?slichkeit
H2O: 25 mg/mL, may be clear to slightly hazy
Aggregatzustand
powder
Farbe
Yellow to yellow-brown
Biologische Quelle
synthetic (organic)
Wasserl?slichkeit
<0.1 g/100 mL at 19 ºC
Merck 
7773
BRN 
1915950
Henry's Law Constant
1.5×102 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class
4
Stabilit?t:
Stable. Incompatible with strong oxidizing agents.
Major Application
pharmaceutical (small molecule)
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONING
InChI
1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1
InChIKey
RJKFOVLPORLFTN-LEKSSAKUSA-N
SMILES
CC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
LogP
3.870
CAS Datenbank
57-83-0(CAS DataBase Reference)
NIST chemische Informationen
Progesterone(57-83-0)
EPA chemische Informationen
Progesterone (57-83-0)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,T,F
R-S?tze: 40-45-62-36-20/21/22-11
S-S?tze: 36/37-45-53-16
RIDADR  UN 1648 3 / PGII
WGK Germany  3
RTECS-Nr. TW0175000
TSCA  TSCA listed
HS Code  29372390
Speicherklasse 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Carc. 2
Lact.
Repr. 1A
Giftige Stoffe Daten 57-83-0(Hazardous Substances Data)
Toxizit?t LD50 intraperitoneal in rat: 327mg/kg
Bildanzeige (GHS) Health Hazard (GHS08)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H351 Kann vermutlich Krebs verursachen. Karzinogenit?t Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
H362 Kann S?uglinge über die Muttermilch sch?digen. Reproductive toxicity, effects on or via lactation Additional category P201, P260, P263, P264, P270,P308+P313
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P263 Kontakt w?hrend der Schwangerschaft /und der Stillzeit vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.

Progesteron Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R40:Verdacht auf krebserzeugende Wirkung.
R45:Kann Krebs erzeugen.

S-S?tze Betriebsanweisung:

S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.

Beschreibung

Progesterone, along with pregnenolone, is the biosynthetic precursor of all other steroid hormones. Progesterone is synthesized from cholesterol by the sequential action of desmolase in the mitochondria, which produces pregnenolone, followed by Δ4,5-isomerase in the outer mitochondrial membrane and smooth endoplasmic reticulum of steroid-secreting cells. Progesterone activates the human progesterone receptor with an EC50 value of 0.5 nM.

Chemische Eigenschaften

White powder. Melting point 121°C. Stable in air. Insoluble in water. A female sex hormone. Low toxicity.

Occurrence

Colchicum luteum also yields this alkaloid.

Definition

ChEBI: Progesterone is a C21-steroid hormone in which a pregnane skeleton carries oxo substituents at positions 3 and 20 and is unsaturated at C(4)-C(5). As a hormone, it is involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. It has a role as a contraceptive drug, a progestin, a progesterone receptor agonist, a human metabolite and a mouse metabolite. It is a 20-oxo steroid, a 3-oxo-Delta(4) steroid and a C21-steroid hormone. It derives from a hydride of a pregnane.

Allgemeine Beschreibung

Progesterone, pregn-4-en-3,20-dione, is so rapidly metabolized that it is not particularlyeffective orally, being only one twelfth as active as intramuscularly.An oral formulation of micronized progesterone(Prometrium) is available. Progesterone given intramuscularlycan be very irritating. A vaginal gel containing 4% or8% progesterone offers an alternative dosage form.Progesterone was originally obtained from animal ovariesbut is now prepared synthetically from plant sterol precursors.The discovery of 19-nortestosterones with progesteroneactivity made synthetically modified progestins of tremendoustherapeutic importance.
Progesterone (and all other steroid 4-ene-3-ones) is lightsensitive and should be protected from light.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Progesterone is sensitive to light .

Hazard

A carcinogen (OSHA).

Health Hazard

ACUTE/CHRONIC HAZARDS: Progesterone may be absorbed through the skin.

Brandgefahr

Flash point data for Progesterone are not available; however, Progesterone is probably combustible.

Biologische Aktivit?t

Endogenous progesterone receptor (PR) agonist (EC 50 = 0.5 nM).

Nebenwirkungen

Common side effects of oral Progesterone include: chest pain, chills, cold or flu-like symptoms; cough or hoarseness; fever, and problems with urination. Rare side effects include: clear or bloody discharge; dimpling of the breast skin, lumps in the breast or armpit; persistent crusting or flaking; redness or swelling of the breast; and sores on the breast skin that do not heal. Other side effects that may occur are: abdominal or stomach pain; constipation, difficulty breathing, dizziness, fast, strong, or irregular heartbeat or pulse; headache, measles, indigestion, itching, joint pain, stiffness, or swelling; rash.

Sicherheitsprofil

NTP 10th Report on Carcinogens. IARC Cancer Review: Animal Lirmted Evidence IMEMDT 21,491,79; Animal Sufficient Evidence IMEMDT 6,135,74. EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory. SAFETY PROFILE: Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by intravenous and intraperitoneal routes. Human teratogenic effects by ingestion and parenteral routes: developmental abnormalities of the urogenital system. Human male reproductive effects by intramuscular route: changes in spermatogenesis, the prostate, seminal vesicle, Cowper's gland and accessory glands, impotence, and breast development. Human female reproductive effects by ingestion, parenteral, and intravaginal routes: ferthty changes; menstrual cycle changes and disorders; uterus, cervix, and vagina changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Carcinogenicity

Progesterone is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

l?uterung methode

The form crystallises from EtOH with m 127-131o. The -form crystallises from pet ether or aqueous pet ether/aqueous Et2O with m 119-120o or 121o. It also crystallises from Et2O, Me2CO/EtOAc, MeOH, aqueous Et2O, aqueous MeOH, wet pet ether, Et2O/pet ether, pet ether/*C6H6, Et2O/pentane and isopropyl ether. The is at 240nm with log 4.25 (EtOH). [Wintersteiner & Allen J Biol Chem 107 max 321 1934, Beilstein 7 III 3648, 7 IV 2395.]

Progesteron Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Progesteron Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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57-83-0(Progesteron)Verwandte Suche:


  • delta(Sup4)-pregnene-3,20-dione
  • delta-Pregnene-3,20-dione
  • Gesterol
  • Gesterol 100
  • Gesterol 50
  • gesterol100
  • Gestiron
  • Gestormone
  • Gestron
  • Luteum
  • Lutex
  • Lutidon
  • Lutociclina
  • Lutocuclin M
  • Lutocyclin m
  • lutocyclinm
  • Lutocylin
  • Lutoform
  • Lutogyl
  • Lutromone
  • Membrettes
  • Methylpregnone
  • Nalutron
  • NSC-9704
  • Percutacrine
  • Percutacrine luteinique
  • percutacrineluteinique
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  • Pregn-4-en-3,20-dione
  • Pregn-4-ene-3,20-dione, 17alpha-hydroxy-6alpha-methyl-
  • Pregnene-3,20-dione
  • Pregnenedione
  • Progekan
  • pregesterone
  • Progesterone Injection
  • PROGESTERONE USP MICRONIZED
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  • Progesterone, Topical, Powder, Micronized
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  • (8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
  • Progesterone,98%
  • PROGESTERONEANALYTICAL GRADE
  • Progesterone,4-Pregnene-3,20-dione
  • Progesterone (200 mg)
  • Progesterone (200 mg)I0D3730.998mg/mg(ai)
  • Progesterone COS
  • (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-diMethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
  • PROGESTERONE(AS)
  • Progesterone for system suitability
  • Progesterone for peak identification
  • Lutein and zeaxanthin in corn oil
  • Progesterone: 2-hydroxypropyl-β-cyclodextrin complex
  • Progesterone: HBC complex
  • Progesterone solution
  • PROGESTERONE-WATER SOLUBLE
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