3,3;20,20-bis-ethanediyldioxy-11β,21-dihydroxy-pregn-5-en-18-al
aldosterone
Conditions | Yield |
---|---|
With hydrogenchloride |
Pregnenolone
A
Corticosterone
B
aldosterone
C
18,21-dihydroxy-4-pregnen-3,20-dione
Conditions | Yield |
---|---|
With air; dibutyric cyclic AMP; NaHCO3 buffer; normal male Sprague-Dawley rat adrenal glands after feeding for 72 h with 1 percent NaCl at 37℃; for 3h; Product distribution; tritium labeled study; |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: chromium (VI)-oxide; acetic acid 2: methanol; concentrated aqueous hydrochloric acid 3: ethylene glycol; toluene-4-sulfonic acid / 0.2 Torr 4: dioxane; lithium alanate; diethyl ether 5: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethylene glycol; toluene-4-sulfonic acid / 0.2 Torr 2: dioxane; lithium alanate; diethyl ether 3: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: methanol; concentrated aqueous hydrochloric acid 2: ethylene glycol; toluene-4-sulfonic acid / 0.2 Torr 3: dioxane; lithium alanate; diethyl ether 4: aqueous HCl View Scheme |
3,3;20,20-bis-ethanediyldioxy-11β,21-dihydroxy-pregn-5-en-18-oic acid-11-lactone
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dioxane; lithium alanate; diethyl ether 2: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; magnesium sulfate heptahydrate; L-asparagine; D-glucose In ethanol; water at 30℃; for 72h; pH=5.5; Time; Concentration; Microbiological reaction; Overall yield = 62.95 %Chromat.; | A 48.25 %Chromat. B 6.84 %Chromat. C 7.86 %Chromat. |
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; magnesium sulfate heptahydrate; L-asparagine; D-glucose; β‐cyclodextrin In ethanol; water at 30℃; for 48h; pH=5.5; Solvent; Reagent/catalyst; Time; Concentration; Microbiological reaction; Overall yield = 87.15 %Chromat.; | A 71.33 %Chromat. B 8.58 %Chromat. C 7.24 %Chromat. |
aldosterone
Conditions | Yield |
---|---|
With oxone; triethylamine; sodium bromide In tetrahydrofuran; water at 20℃; for 3h; | 83% |
aldosterone
Conditions | Yield |
---|---|
Stage #1: aldosterone With dmap; methanesulfonyl chloride; triethylamine In dichloromethane at 0 - 20℃; for 1h; Stage #2: With lithium chloride In N,N-dimethyl-formamide at 60℃; for 2h; | 80.9% |
Stage #1: aldosterone With dmap; methanesulfonyl chloride; triethylamine In dichloromethane at 0 - 20℃; for 1h; Stage #2: With lithium chloride In N,N-dimethyl-formamide at 60℃; for 2h; | 80.9% |
Conditions | Yield |
---|---|
With sodium ethanolate In tetrahydrofuran at 0 - 20℃; for 6h; Schlenk technique; | 57% |
aldosterone
(18Ξ)-11β,18-epoxy-18-hydroxy-3-oxo-androst-4-ene-17β-carboxylic acid-lactone
Conditions | Yield |
---|---|
With methanol; sodium periodate |
Conditions | Yield |
---|---|
With pyridine |
aldosterone
Conditions | Yield |
---|---|
With triethylamine sulfur trioxide In pyridine at 20℃; for 4h; Yield given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With Tris-HCl buffer; 1,4-dihydronicotinamide adenine dinucleotide for 7h; Ambient temperature; 3α,20β-hydroxysteroid dehydrogenase; |
aldosterone
tert-butyldimethylsilyl chloride
aldosterone 21-TBDMS ether
Conditions | Yield |
---|---|
With 1H-imidazole In dichloromethane for 0.166667h; | 30 mg |
aldosterone
A
11β,21-dihydroxy-3,20-dioxo-5α-pregnan-18-al
B
11β,21-dihydroxy-3,20-dioxo-5β-pregnan-18-al
C
3α,11β,21-trihydroxy-20-oxo-5β-pregnan-18-al
Conditions | Yield |
---|---|
With Tris-HCl buffer; adult male Sprague-Dawley rat liver microsomes; NADPH; magnesium chloride at 37℃; for 0.0833333h; Kinetics; <3H>labeled, Km, Vmax; |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tris-HCl buffer, NADH / 7 h / Ambient temperature; 3α,20β-hydroxysteroid dehydrogenase 2: pyridine / Ambient temperature View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tris-HCl buffer, NADH / 7 h / Ambient temperature; 3α,20β-hydroxysteroid dehydrogenase 2: pyridine / Ambient temperature View Scheme |
aldosterone
3β,11β-dihydroxy-18-nor-5α-androstane-13β,17β-dicarboxylic acid-13=>11-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol; aqueous sodium periodate solution 2: platinum; acetic acid / Erhitzen des Reaktionsprodukts mit Hydrazin-hydrat und Natriumaethylat in Aethanol auf 150grad View Scheme |
aldosterone
3β,11β-dihydroxy-18-nor-5α-androstane-13β,17β-dicarboxylic acid-13=>11-lactone-17-methyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: methanol; aqueous sodium periodate solution 2: platinum; acetic acid; pyridine / Hydrogenation.Reaktion ueber zwei Stufen 3: hydrazine hydrate; sodium ethylate; ethanol / 150 °C / Behandeln des Reaktionsprodukts mit Diazomethan in Aether View Scheme |
aldosterone
(18Ξ)-3β-acetoxy-11β,18-epoxy-18-hydroxy-5α-androstane-17β-carboxylic acid-lactone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol; aqueous sodium periodate solution 2: platinum; acetic acid; pyridine / Hydrogenation.Reaktion ueber zwei Stufen View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C 4.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C 4.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 40 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C 4.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C 5.1: thionyl chloride / 0 - 70 °C View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C 4.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C 5.1: thionyl chloride / 0 - 70 °C 6.1: sodium tetrahydroborate / methanol / 0 - 20 °C View Scheme |
aldosterone
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: dmap; methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / 0 - 20 °C 1.2: 2 h / 60 °C 2.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 3 h / 20 - 40 °C 3.1: triethylamine / dichloromethane / 1 h / 10 - 20 °C 4.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C 5.1: thionyl chloride / 0 - 70 °C 6.1: sodium tetrahydroborate / methanol / 0 - 20 °C 7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 70 °C / Inert atmosphere View Scheme |
Reported in EPA TSCA Inventory.
Aldosterone is a steroid hormone produced by the adrenal cortex in the adrenal gland to regulate sodium and potassium balance in the blood. With the CAS registry number 52-39-1, it is also named as 11beta,21-Dihydroxy-3,20-diketo-4-pregnen-18-al. The product's categories are TPI; Steroids; Intermediates & Fine Chemicals; Pharmaceuticals. Besides, it is white solid, which should be stored in sealed place at 2-8 °C. Its molecular formula is C21H28O5 and molecular weight is 360.44.
Physical properties about Aldosterone are: (1)ACD/LogP: 0.037; (2)ACD/LogD (pH 5.5): 0.04; (3)ACD/LogD (pH 7.4): 0.04; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 24.96; (7)ACD/KOC (pH 7.4): 24.96; (8)#H bond acceptors: 5 ; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.585; (12)Molar Refractivity: 94.35 cm3; (13)Molar Volume: 281.269 cm3; (14)Polarizability: 37.403 10-24cm3; (15)Surface Tension: 56.9980010986328 dyne/cm ; (16)Density: 1.281 g/cm3; (17)Flash Point: 311.422 °C; (18)Enthalpy of Vaporization: 97.943 kJ/mol; (19)Boiling Point: 568.095 °C at 760 mmHg;
Uses of Aldocortin: This chemical is an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water. And it is a mineralocorticoid produced by the adrenal cortex that induces urinary excretion of K+.
When you are using Aldosterone, please be cautious about it as the following: it irritates to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing to avoid contact with skin and eyes. Moreover, please do not breathe dust.
People can use the following data to convert to the molecule structure.
(1)SMILES: OCC(=O)[C@H]3C[C@H]4C2CC/C1=C/C(=O)CC[C@]1(C)[C@H]2[C@@H](O)C[C@]4(C=O)C3
(2)InChI: InChI=1/C21H28O5/c1-20-5-4-14(24)7-13(20)2-3-15-16-6-12(18(26)10-22)8-21(16,11-23)9-17(25)19(15)20/h7,11-12,15-17,19,22,25H,2-6,8-10H2,1H3/t12-,15,16-,17-,19+,20-,21-/m0/s1
(3)InChIKey: KMEFFAZKHCSBGC-TURUQIDBBX
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