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57-83-0

Basic Information
CAS No.: 57-83-0
Name: Progesterone
Article Data: 231
Molecular Structure:
Molecular Structure of 57-83-0 (Progesterone)
Formula: C21H30O2
Molecular Weight: 314.468
Synonyms: Luteosan;Luteostab;Luteovis;Luteum;Lutex;Lutidon;Lutociclina;Lutocylin;Lutoform;Lutren;Lutromone;NSC 64377;NSC 9704;Prochieve;Progekan;Progestan;Progestasert;Progestogel;Progestol;Progestone;Prolidon;Prontogest;Syntolutan;Utrogest;Utrogestan;Vitarrine;D4-Pregnene-3,20-dione;Natural Micronised Progesterone;Progesterone(8CI);Agolutin;Corluvite;Corporin;Corpus luteum hormone;Crinone;Cyclogest;Duraprogen;Flavolutan;Fologenon;Gestiron;Gestormone;Gestron;Glanducorpin;Gynlutin;Gynolutone;Hormoflaveine;Lugesterone;Luteal Hormone;Luteinique;Luteodyn;Luteogan;Luteopur;Pregn-4-ene-3,20-dione;
EINECS: 200-350-6
Density: 1.08 g/cm3
Melting Point: 128-132 °C(lit.)
Boiling Point: 447.2 °C at 760 mmHg
Flash Point: 166.7 °C
Solubility: <0.1 g/100 mL at 19 °C in water
Appearance: Crystalline powder
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 40-45
Safety: 36/37-45-53
PSA: 34.14000
LogP: 4.72350
Synthetic route
1096-38-4

16-dehydroprogesterone

57-83-0

Progesterone

Conditions
ConditionsYield
With phenylsilane; isopropyl alcohol; Mn(dpm)3 at 23℃;99%
With hydrogen; palladium on activated charcoal In ethyl acetate for 0.75h; Ambient temperature;89%
With potato dextrose broth medium In ethanol at 24 - 26℃; for 96h; Penicillium decumbens ATCC 10436;8%
With Lindlar's catalyst Hydrogenation;
60037-01-6

C25H36O4

57-83-0

Progesterone

Conditions
ConditionsYield
With perchloric acid In 1,4-dioxane Ambient temperature;99%
60966-36-1

(20S)-21-hydroxy-20-methylpregn-4-en-3-one

57-83-0

Progesterone

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; acetylacetone copper; N,N-diethylaniline In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 0℃; for 2h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;99%
1162-56-7

6-dehydroprogesterone

57-83-0

Progesterone

Conditions
ConditionsYield
With formic acid In isopropyl alcohol at 76 - 80℃; for 6h; Inert atmosphere;97%
With palladium on activated charcoal Hydrogenation;
64-85-7

21-Hydroxyprogesterone

57-83-0

Progesterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In chloroform for 2h; Ambient temperature;96%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;90%
With trimethylsilyl iodide In chloroform for 2h; Ambient temperature;90%
112251-19-1

3-<2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenoxy>pregna-3,5-diene-20-one

57-83-0

Progesterone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; ethanol at 60℃; for 24h;95%
26623-68-7

21-trityloxy-pregn-4-ene-3,20-dione

57-83-0

Progesterone

Conditions
ConditionsYield
With methanol; trimethylsilyl iodide In acetonitrile for 1.3h; Ambient temperature;94%

C25H36O4

57-83-0

Progesterone

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 2h; Ambient temperature;94%
20576-46-9

11-deoxy-21-iodocorticosterone

57-83-0

Progesterone

Conditions
ConditionsYield
With mercaptoacetic acid In various solvent(s) for 0.166667h; Ambient temperature;93.8%
145-13-1

Pregnenolone

57-83-0

Progesterone

Conditions
ConditionsYield
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness;93%
With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone at 56℃; for 12h;90%
Stage #1: Pregnenolone With cyclohexanone In toluene for 2h; Oppenauer Oxidation;
Stage #2: With aluminum isopropoxide In toluene for 1.5h; Oppenauer Oxidation; Reflux;
90%
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Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 21 ,1979,p. 491.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 6 ,1974,p. 135.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Specification

 The Progesterone, with the CAS registry number 57-83-0,is also known as Progestin; Lutren; Lutein; Flavolutan; Corporin; Luteal hormone; 4-Pregnene-3,20-dione. It belongs to the product categories of Intracellular receptor;Steroid and Hormone.Its EINECS number is 200-350-6. This chemical's molecular formula is C21H30O2 and molecular weight is 314.47. What's more,Its systematic name is Progesterone.It is a crystalline powder which is the major progestational steroid that is secreted primarily by the corpus luteum and the placenta. Progesterone acts on the uterus, the mammary glands and the brain. It is required in embryo implantation; pregnancy maintenance, and the development of mammary tissue for MILK production. Progesterone, converted from pregnenolone, also serves as an intermediate in the biosynthesis of gonadal steroid hormones and adrenal corticosteroids.

Physical properties about Progesterone are:
(1)ACD/LogP:  3.827; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  3.83; (4)ACD/LogD (pH 7.4):  3.83; (5)ACD/BCF (pH 5.5):  476.94; (6)ACD/BCF (pH 7.4):  476.94; (7)ACD/KOC (pH 5.5):  2876.39; (8)ACD/KOC (pH 7.4):  2876.39; (9)#H bond acceptors:  2; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.542; (13)Molar Refractivity:  90.955 cm3; (14)Molar Volume:  288.952 cm3; (15)Surface Tension:  41.1710014343262 dyne/cm; (16)Density:  1.088 g/cm3; (17)Flash Point:  166.683 °C; (18)Enthalpy of Vaporization:  70.544 kJ/mol; (19)Boiling Point:  447.151 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@H](C(=O)C)CC[C@H]3[C@@H]1CC2)C)(C)CC4;
(2)Std. InChI: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;
(3)Std. InChIKey:RJKFOVLPORLFTN-LEKSSAKUSA-N.

Safety Information of Progesterone:
The Progesterone is limited evidence of a carcinogenic effect ,And it may cause cancer .In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). When you use it, wear suitable protective clothing and gloves .Avoid exposure - obtain special instruction before use .

The toxicity data of Progesterone are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 109mg/kg (109mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: CARDIAC OUTPUT

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Anesthesie, Analgesie, Reanimation. Vol. 14, Pg. 225, 1957.
mouse LD50 intraperitoneal 460mg/kg (460mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.
mouse LD50 intravenous 79500ug/kg (79.5mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 454, 1959.
mouse LD50 oral 1050mg/kg (1050mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.
mouse LD50 subcutaneous 1470mg/kg (1470mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: CARDIAC OUTPUT

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Anesthesie, Analgesie, Reanimation. Vol. 14, Pg. 225, 1957.
rabbit LD50 intravenous 39mg/kg (39mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 99, 1969.