Pregnenolone supplier | CasNO.145-13-1

Name
Pregnenolone
EINECS 205-647-4
CAS No. 145-13-1
Article Data123
CAS DataBase
Density 1.09 g/cm³
Solubility Insoluble in water
Melting Point 188-190 °C
Formula C₂₁H₃₂O₂
Boiling Point 443.3 °C at 760 mmHg
Molecular Weight 316.484
Flash Point 188.9 °C
Transport Information
Appearance white to off-white powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-beta-Hydroxypregn-5-en-20-one;3beta-Hydroxy-Delta5-pregnen-20-one;3beta-Hydroxy-5-pregnene-20-one;Delta5-Pregnen-3beta-ol-20-one;Pregn-5-ene-3beta-ol-20-one;Pregnenolone:Pregna-5-ene-3beta-ol-20-one;Arthenolone;
PSA 37.30000
LogP 4.51530

Synthetic route

: 1778-02-5
Pregnenolone acetate

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With methanol; sodium In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;	100%
With potassium hydroxide; water In methanol at 30℃; for 2h;	97%
With potassium hydroxide In water; tert-butyl alcohol at 30℃; for 12h;	96%

: 2722-98-7
3β-Hydroxy-5-pregnen-20-one 1,2-Ethanediyl Dithioacetal

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With (1,1',1''-[nitrilotri(4,1-phenylene)]tri(ethan-1-one)); lithium perchlorate; silica gel; sodium hydrogencarbonate In dichloromethane; water; acetonitrile for 2h; electrolysis;	100%

: (3β)-3-(sulfooxy)pregn-5-en-20-one sodium salt

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 1,4-dioxane at 20℃; Hydrolysis;	97%

: 58701-45-4
3β-t-butyldimethylsilyloxy-pregn-5-en-20-one

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With chloro-methylsulfanyl-methane; water; potassium iodide In 1,4-dioxane at 50℃; for 3.3h;	97%
Multi-step reaction with 5 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.17 h / -78 - -20 °C / Inert atmosphere 1.2: Cooling; Inert atmosphere 2.1: mercury(II) oxide; water; mercury dichloride / acetonitrile / 2.5 h / Reflux 3.1: tetrahydrofuran; diethyl ether / 1.5 h / Cooling 4.1: hydrogenchloride / dichloromethane; methanol; water / 0.25 h 5.1: human P450 11A1; yeast alcohol dehydrogenase; oxygen-18 / aq. phosphate buffer / 37 °C / Microbiological reaction View Scheme

Yield

With chloro-methylsulfanyl-methane; water; potassium iodide In 1,4-dioxane at 50℃; for 3.3h;

97%

Multi-step reaction with 5 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 2.17 h / -78 - -20 °C / Inert atmosphere
1.2: Cooling; Inert atmosphere
2.1: mercury(II) oxide; water; mercury dichloride / acetonitrile / 2.5 h / Reflux
3.1: tetrahydrofuran; diethyl ether / 1.5 h / Cooling
4.1: hydrogenchloride / dichloromethane; methanol; water / 0.25 h
5.1: human P450 11A1; yeast alcohol dehydrogenase; oxygen-18 / aq. phosphate buffer / 37 °C / Microbiological reaction
View Scheme

: 979-02-2
16-dehydropregnenolone acetate

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
Stage #1: 16-dehydropregnenolone acetate With hydrogen at 0 - 25℃; for 1h; Stage #2: With potassium hydroxide for 2h; Reflux;	92.8%
Multi-step reaction with 2 steps 1: 98 percent / H2 / Pd/C / ethyl acetate / 12 h / 30 °C / 2327.23 Torr 2: 97 percent / potassium hydroxide; H2O / methanol / 2 h / 30 °C View Scheme
Multi-step reaction with 2 steps 1: 97 percent / H2 / Pd/C / 15 h / 30 °C / 2327.17 Torr 2: 96 percent / KOH / 2-methyl-propan-2-ol; H2O / 16 h / 30 °C View Scheme

: 18843-28-2
3β-formyloxypregn-5-en-20-one

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With lipase from Candida cylindracea; octanol In various solvent(s) at 37℃; for 144h;	90%
With bis(tri-n-butyltin)oxide In benzene at 80℃; for 1.5h;	90%

: Acetic acid (3S,8S,9S,10R,13S,14S,17S)-17-((R)-1-hydroxy-1,5-dimethyl-3-oxo-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With bis(tri-n-butyltin)oxide In toluene at 110℃; for 0.5h;	90%

: Pregnenolone hemisuccinate methyl ester

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With bis(tri-n-butyltin)oxide In toluene at 110℃; for 17h;	85%

: 16α,17α-cyclobutenopregnenolone acetate

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In methanol at 5℃; for 24h; other reagent: lithium, NH3(liquid);	78%

: 136634-01-0
(20R)-3β,20,26-trihydroxy-27-norcholest-5-en-22-one

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
Stage #1: (20R)-3β,20,26-trihydroxy-27-norcholest-5-en-22-one With hydrazine hydrate In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol at 165 - 195℃; for 2.5h; Stage #2: With sodium periodate; sulfuric acid In ethanol for 0.0833333h;	37%

: 13057-17-5
bromethyl methyl ether

: 73465-46-0
3β,20-diacetoxy-5,17(20)pregnadien

A: 145-13-1
Pregnenolone

B: 82989-16-0
3β-hydroxy-17-methoxymethyl-5-pregnen-20-one

Conditions

Conditions	Yield
With methyllithium In tetrahydrofuran at 0℃; for 0.0833333h;	A 1.8 g B 36%

...Expand

: 1778-02-5
Pregnenolone acetate

: 129932-29-2
difluoromethyl-diphenyl-phosphine oxide

A: 145-13-1
Pregnenolone

B: 21,21-difluoro-20-methylpregna-5,20-dien-3β-ol

C: 21,21-difluoro-20-methylpregna-5,20-dien-3β-ol acetate

Conditions

Conditions	Yield
Stage #1: difluoromethyl-diphenyl-phosphine oxide With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.833333h; Stage #2: Pregnenolone acetate In tetrahydrofuran for 1.5h; Wittig reaction; Heating;	A 30.2% B 20% C 13.7%

...Expand

: 17954-98-2
22(R)-Hydroxycholesterol

A: 145-13-1
Pregnenolone

B: (22R)-20α,22-dihydroxycholesterol

Conditions

Conditions	Yield
In ethanol for 0.5h; mitochondria from the human placenta;	A n/a B 10%

: 1162-53-4
16-dehydropregnenolone

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With sodium hydroxide; nickel Hydrogenation;
With Pd-BaSO4; diethyl ether Hydrogenation;

: 917-64-6
methyl magnesium iodide

: 57764-90-6
3β-hydroxy-androstene-(5)-carboxylic acid-(17β)-nitrile

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With diethyl ether; benzene Behandeln des eigeengten Reaktionsgemisches mit wss.Saeure,zuletzt unter Erhitzen;

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 7429-97-2
3β-acetoxy-5-etienic acid chloride

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With benzene anschliessend Behandeln mit Wasser und Erwaermen des Reaktionsprodukts mit methanol.KOH und anschliessend mit wss.-methanol.H2SO4;

: 1236-09-5
pregn-5-ene-3,20-dione

A: 145-13-1
Pregnenolone

B: 19037-28-6
(3α)-3-hydroxypregn-5-en-20-one

Conditions

Conditions	Yield
With ethanol; nickel Hydrogenation;

: 465-53-2, 15387-47-0, 68138-60-3, 115225-84-8
6β-hydroxy-3α,5α-cyclo-pregnan-20-one

A: 145-13-1
Pregnenolone

B: 474-43-1
3β-fluoro-pregn-5-en-20-one

Conditions

Conditions	Yield
With hydrogen fluoride

: 911442-53-0
3β-hydroxypregn-5-ene-16,20-dione

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; zinc

: 60534-25-0
(20S)-3β-acetoxy-5-pregnen-20-amine

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With diethyl ether; hypochloric acid; sodium sulfate Erwaermen des gebildeten Chloramins mit Natriumaethylat in Aethanol und Behandeln des Reaktiongemisches mit Wasser;
With diethyl ether; hypochloric acid; sodium sulfate Erwaermen des gebildeten Chloramins mit Natriumaethylat in Aethanol und Behandeln des Reaktiongemisches mit Wasser;
With diethyl ether; hypochloric acid; sodium sulfate Erwaermen des gebildeten Chloramins mit Natriumaethylat in Aethanol und Behandeln des Reaktiongemisches mit Wasser;

: 83-49-8
Hyodeoxycholic Acid

: 145-13-1
Pregnenolone

: 112790-35-9
3β-acetoxy-5-chloro-5α-pregnan-20-one

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With methanol; potassium carbonate

: 33769-71-0
21-diazo-3β-hydroxy-pregn-5-en-20-one

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With hydrogenchloride; ethanol; sodium iodide

: 108516-75-2
3β-acetoxy-24,24-diphenyl-chola-5,20(22)ξ,23-triene

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With chromium(VI) oxide; chloroform; acetic acid at 0℃; Erwaermen des Reaktionsprodukts mit K2CO3 und wss.Methanol;

: 1474-14-2
3β-acetoxybisnor-5-cholenic acid

: 546-67-8
lead(IV) tetraacetate

: 64-19-7
acetic acid

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
Erwaermen des Reaktionsprod. mit meth. Kalilauge unter Stickstoff und Behandeln der danach isolierten Saeure mit Blei(IV)-acetat in Essigsaeure;

...Expand

: 85541-82-8, 95119-09-8, 7254-03-7
methyl 5-androsten-3β-ol-17β-carboxylate

: 141-78-6
ethyl acetate

: 145-13-1
Pregnenolone

Conditions

Conditions	Yield
With sodium Behandeln des Reaktionsgemisches mit Eis und wss.HCl und Erhitzen des Reaktionsprodukts mit wss.-aethanol.NaOH;

: 60-29-7
diethyl ether

: 53-43-0
dehydroepiandrosterone

: 141-52-6
sodium ethanolate

: 535-13-7
2-chloro-propanoic acid, ethyl ester

A: 145-13-1
Pregnenolone

B: 521-17-5, 1963-03-7, 4593-57-1, 4593-58-2, 14504-94-0, 16895-59-3, 47122-33-8, 64162-67-0, 75767-22-5, 139973-51-6, 151284-19-4
5-androstenediol

C: 566-63-2
3β-hydroxy-17α-pregn-5-en-20-one

Conditions

Conditions	Yield
Erhitzen des Reaktionsprodukts mit wss.-aethanol.NaOH;

...Expand

: 53-43-0
dehydroepiandrosterone

: 535-13-7
2-chloro-propanoic acid, ethyl ester

A: 145-13-1
Pregnenolone

B: 566-63-2
3β-hydroxy-17α-pregn-5-en-20-one

Conditions

Conditions	Yield
With diethyl ether; sodium ethanolate Erhitzen des Reaktionsprodukts mit wss.-aethanol.NaOH;

...Expand

: 91-22-5
quinoline

: 17,20-epoxy-3-hydroxy-23,24-dinor-chol-5-en-21-oic acid

A: 145-13-1
Pregnenolone

B: 3β-hydroxy-17aβ-methyl-D-homo-androst-5-en-17-one

Conditions

Conditions	Yield
at 200℃; Erhitzen des Stereoisomeren-Gemisches; stereoisomer(ic) of mp: 248 degree;
at 200℃; Erhitzen des Steroisomeren-Gemisches; stereoisomer(ic) of mp: 187 degree;

...Expand

: 145-13-1
Pregnenolone

: 516-55-2
isopregnanolone

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In tetrahydrofuran at 60℃; under 3102.97 Torr;	100%
With palladium 10% on activated carbon; hydrogen In ethanol for 5h; Inert atmosphere;	97%
palladium-carbon In ethanol	96%

: 145-13-1
Pregnenolone

: 6192-84-3
1-((3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In pyridine	100%
With pyridine; hydroxylamine hydrochloride In ethanol at 130℃; for 1h; Inert atmosphere;	95%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;	62%

: 145-13-1
Pregnenolone

: 108-24-7
acetic anhydride

: 1778-02-5
Pregnenolone acetate

Conditions

Conditions	Yield
With pyridine at 37℃; Inert atmosphere;	100%
With pyridine for 60h; Ambient temperature;	99%
With dmap; triethylamine at 25℃; for 0.916667h;	99%

: 145-13-1
Pregnenolone

: 107-30-2
chloromethyl methyl ether

: 23328-05-4
3β-methoxymethylether-pregnane-5-ene-20-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 2h; Ambient temperature;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling with ice;	98%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;	95%

: 145-13-1
Pregnenolone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 58701-45-4
3β-t-butyldimethylsilyloxy-pregn-5-en-20-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 25h; Ambient temperature;	100%
With 1H-imidazole In dichloromethane	100%
With 1H-imidazole In N,N-dimethyl-formamide	100%

: 145-13-1
Pregnenolone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1526930-28-8
1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 50℃;	100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 4h;	85%

: 145-13-1
Pregnenolone

: 1711-06-4
3-Methylbenzoyl chloride

: pregne-3-m-methylbenzoate

Conditions

Conditions	Yield
With pyridine at 40℃; for 24h;	99.9%

: 145-13-1
Pregnenolone

: 59042-34-1
3β,20-dihydroxypregn-5-ene

Conditions

Conditions	Yield
With hydrogen In ethanol at 100℃; under 15001.5 Torr; Autoclave;	99%
With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; for 0.666667h;	28 g
With sodium tetrahydroborate; cerium(III) chloride heptahydrate In methanol Luche Cerium Reduction;

: 24680-50-0, 71277-11-7, 1963-36-6
4-methoxy-trans-cinnamaldehyde

: 145-13-1
Pregnenolone

: 1246397-34-1
(2E)-1-((10R,13S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3(β)-hydroxy-10,13-dimethyl-1H-cyclopenta[α]phenanthren-17(β)-yl)-3-(4-methoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 12h; Aldol condensation;	99%

: 145-13-1
Pregnenolone

: 555-16-8
4-nitrobenzaldehdye

: 1569482-86-5
(E)-3β-hydroxy-21-(4-nitrobenzal)pregn-5-en-20-one

Conditions

Conditions	Yield
With Aliquat 336; sodium hydroxide In water at 80℃; for 2h; Reagent/catalyst; Time; Aldol Condensation;	99%

: 145-13-1
Pregnenolone

: 1779-49-3
Methyltriphenylphosphonium bromide

: 17879-91-3
(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-(prop-1-en-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 15 - 50℃; Inert atmosphere; Stage #2: Pregnenolone In tetrahydrofuran at 50 - 65℃; for 1h; Inert atmosphere;	99%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20 - 50℃; for 0.5h; Inert atmosphere; Stage #2: Pregnenolone In tetrahydrofuran at 50℃; for 1h;	99%
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Heck Reaction; Sealed tube; Inert atmosphere; Stage #2: Pregnenolone In tetrahydrofuran at 0 - 20℃; for 16h; Sealed tube; Reflux;	97%

: 145-13-1
Pregnenolone

: 27200-84-6
methyl triphenylphosphonium bromide

: 17879-91-3
(3S,8S,9S,10R,13S,14S,17R)-10,13-dimethyl-17-(prop-1-en-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

Conditions

Conditions	Yield
Stage #1: methyl triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 15 - 50℃; for 0.5h; Inert atmosphere; Stage #2: Pregnenolone In tetrahydrofuran at 50 - 65℃; for 1h; Inert atmosphere;	99%

: 14371-10-9
(E)-3-phenylpropenal

: 145-13-1
Pregnenolone

: (2E,4E)-1-((8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-phenylpenta-2,4-dien-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 1h; Inert atmosphere;	99%

: 145-13-1
Pregnenolone

: 37610-80-3
1,3-dioxolan-2-ylethylmagnesium bromide

: 86476-21-3
24,24-ethylenedioxy-Δ5-chol-3β,20-diol

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Ambient temperature;	98.2%

: 145-13-1
Pregnenolone

: 100-52-7
benzaldehyde

: 120793-61-5
(2E)-1-((10R,13S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3(β)-hydroxy-10,13-dimethyl-1H-cyclopenta[α]phenanthren-17(β)-yl)-3-phenylprop-2-en-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 0.333333h;	98%
With potassium hydroxide In ethanol at 20℃; Claisen Schmidt condensation;	92%
With aluminum oxide; potassium fluoride In ethanol for 2h; Reflux;	90%

: 145-13-1
Pregnenolone

: 98-59-9
p-toluenesulfonyl chloride

: 6885-40-1
3β-toluene-4-sulfonyloxy-pregn-5-en-20-one

Conditions

Conditions	Yield
With pyridine for 14h;	98%
With pyridine; dmap at 20℃; for 12h;	98%
With pyridine at 30℃; for 4h; Tosylation;	94%

: 145-13-1
Pregnenolone

: 85552-32-5
1-((3S,8S,9S,10R,13S,14S,17S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-17-yl)-ethanone

Conditions

Conditions	Yield
With sodium carbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane	98%
With methyl hexanoate; CpLIP2 Y179F (ipase/acyltransferase) from Candida parapsilosis; dihydrogen peroxide In aq. phosphate buffer; water at 20℃; pH=6.5; Enzymatic reaction;	39%
With magnesium bis(monoperoxyphthalate)hexahydrate In acetone at 57℃; for 0.5h;

: 145-13-1
Pregnenolone

: 108-91-8
cyclohexylamine

: 317841-08-0
20-cyclohexyliminopregn-5-en-3β-ol

Conditions

Conditions	Yield
With trifluoroacetic acid for 20h; Heating;	98%

: 421-83-0
trifluoromethane sulfonyl chloride

: 145-13-1
Pregnenolone

: 58701-45-4
3β-t-butyldimethylsilyloxy-pregn-5-en-20-one

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 12h;	98%

: 79-37-8
oxalyl dichloride

: 145-13-1
Pregnenolone

: Pregnenolone hemioxylate

Conditions

Conditions	Yield
Stage #1: oxalyl dichloride; Pregnenolone In diethyl ether at 20℃; for 18h; Stage #2: With water In diethyl ether at 20℃; for 1h;	98%
With triethylamine; N,N-dimethyl-formamide In dichloromethane at 0 - 10℃; for 2h;	36%

: 145-13-1
Pregnenolone

: 18162-48-6
tert-butyldimethylsilyl chloride

: 58701-45-4
1-((3S,8S,9S,10R,13S,14S,17S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3-[(1,1-dimethylethyl)dimethylsilyloxy]-10,13-dimethyl-1H-cyclopenta[a]phenanthren-17-yl)ethanone

Conditions

Conditions	Yield
Stage #1: Pregnenolone With 1H-imidazole In N,N-dimethyl-formamide for 0.333333h; Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 12h;	98%

: 145-13-1
Pregnenolone

: 3446-89-7
4-(Methylthio)benzaldehyde

: (2E)-3-(4-(methylthio)phenyl)-1-((10R,13S)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3(β)-hydroxy-10,13-dimethyl-1H-cyclopenta[a]phenanthren-17(β)-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 1h; Inert atmosphere;	98%

: 39511-08-5
(E)-3-(2-furanyl)-2-propenal

: 145-13-1
Pregnenolone

: (2E,4E)-5-(furan-2-yl)-1-((8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)penta-2,4-dien-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 1h; Inert atmosphere;	98%

: 145-13-1
Pregnenolone

: 124-63-0
methanesulfonyl chloride

: 38759-50-1
3β-methanesulfonyloxypregn-5-en-20-one

Conditions

Conditions	Yield
With pyridine at 20 - 25℃; for 4h; Inert atmosphere;	97.2%
With pyridine at 20℃; for 23h;
With pyridine
With triethylamine In toluene

: 13154-24-0
triisopropylsilyl chloride

: 145-13-1
Pregnenolone

: 241139-90-2
3β-((triisopropylsilyl)oxy)pregn-5-en-20-one

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;	97%
With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide at 25℃; for 24h;	74%

: 145-13-1
Pregnenolone

: 60562-58-5
(E)-1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In methanol; water at 20℃; for 6h; Inert atmosphere; Reflux;	97%
With hydroxylamine hydrochloride; sodium acetate In methanol; water for 6h; Reflux;	97%
With hydroxylamine hydrochloride; sodium acetate In methanol; water for 6h; Reflux;	97%

Pregnenolone Chemical Properties

Molecule structure of Pregnenolone (CAS NO.145-13-1):

IUPAC Name: 1-[(3S,8S,9S,10R,13S,14S,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
Molecular Weight: 316.47758 g/mol
Molecular Formula: C₂₁H₃₂O₂
Density: 1.09 g/cm³
Melting Point: 188-190 °C
Boiling Point: 443.3 °C at 760 mmHg
Flash Point: 188.9 °C
Index of Refraction: 1.549
Molar Refractivity: 92.35 cm³
Molar Volume: 290 cm³
Polarizability: 36.61×10^-24 cm³
Surface Tension: 42.7 dyne/cm
Enthalpy of Vaporization: 80.89 kJ/mol
Vapour Pressure: 1.02E-09 mmHg at 25 °C
XLogP3: 4.2
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 1
Tautomer Count: 3
Exact Mass: 316.24023
MonoIsotopic Mass: 316.24023
Topological Polar Surface Area: 37.3
Heavy Atom Count: 23
Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O))C
InChI: InChI=1S/C21H32O2/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/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17+,18-,19-,20-,21+/m0/s1
InChIKey: ORNBQBCIOKFOEO-QGVNFLHTSA-N
EINECS: 205-647-4
Product Categories: Steroids; Steroids & Hormones - 13C & 2H; Biochemistry; Hydroxyketosteroids; Steroids (Others)

Pregnenolone Uses

Pregnenolone (CAS NO.145-13-1) is used for biochemical research. It is also used as steroid pharmaceutical intermediates and synthesis of steroid drugs.

Pregnenolone Production

Pregnenolone is made by cholesterol. This conversion involves hydroxylation at the side-chain at C20 and C22 positions, with cleavage of the side-chain. The enzyme performing this task is cytochrome P450scc, located in the mitochondria, and controlled by pituitary tropic hormones, such as ACTH, FSH, LH.

Pregnenolone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD	intraperitoneal	> 200mg/kg (200mg/kg)		Journal of Medicinal Chemistry. Vol. 11, Pg. 117, 1968.

Pregnenolone Safety Profile

Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: TU5560700

Pregnenolone Specification

Pregnenolone (CAS NO.145-13-1) is also named as 3-beta-Hydroxypregn-5-en-20-one ; 3beta-Hydroxypregn-5-en-20-one ; 5-Pregnen-3-beta-ol-20-one ; 5-Pregnen-3beta-ol-20-one ; Arthenolone ; Bina-Skin ; Enelone ; NSC 1616 ; Natolone ; Pregn-5-en-20-one, 3-hydroxy-, (3-beta)- ; Pregnenolona ; Pregnenolona [INN-Spanish] ; Pregnenolonum ; Pregnenolonum [INN-Latin] ; Pregnetan ; Pregneton ; Pregnolon ; Prenolon ; Regnosone ; Skinostelon ; UNII-73R90F7MQ8 ; delta5-Pregnenolone . Pregnenolone (CAS NO.145-13-1) is white to off-white powder. It is insoluble in water. Its esterified version, pregnenolone sulfate, is water-soluble.

Product Name

Pregnenolone

Synthetic route

Pregnenolone Chemical Properties

Pregnenolone Uses

Pregnenolone Production

Pregnenolone Toxicity Data With Reference

Pregnenolone Safety Profile

Pregnenolone Specification

Related Products

Hot Products