Products Categories
| CAS No.: | 53-43-0 |
|---|---|
| Name: | Dehydroepiandrosterone |
| Article Data: | 142 |
| Molecular Structure: | |
|
|
|
| Formula: | C19H28O2 |
| Molecular Weight: | 288.43 |
| Synonyms: | (3-beta)-3-Hydroxyandrost-5-en-17-one;17-Hormoforin;5, 6-Dehydroisoandrostorone;EPA Pesticide Chemical Code 126510;Andrestenol;Prasterone [INN];Deandros;Prasteronum [INN-Latin]; |
| EINECS: | 200-175-5 |
| Density: | 1.12 g/cm3 |
| Melting Point: | 149-151 °C(lit.) |
| Boiling Point: | 426.7 °C at 760 mmHg |
| Flash Point: | 182.1 °C |
| Solubility: | 21.8mg/L(23.5 oC) |
| Appearance: | white fine crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-24/25 |
| PSA: | 37.30000 |
| LogP: | 3.87920 |
- 81281-59-67-Benzylideneaminotheophylline
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 958254-66-51H-Imidazo[4,5-b]pyridine-2-carboxaldehyde, 1-methyl-, hydrochloride
- 99170-93-1N-Methyl-2-oxazolamine
- 717878-06-31-(4-fluorophenyl)-4-nitro-1H-imidazole
- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 548773-13-32-amino-4,6-dimethylpyrimidine-5-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol | 98.54% |
| With methanol; sodium hydroxide at 40℃; for 4h; Inert atmosphere; | 94.8% |
| With potassium hydroxide In ethanol |
- 1028084-93-6
(1aR,3aR,3bS,5aS,8aS,8bR,10aR)-10-Hydroxy-3a,5a-dimethyl-tetradecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-one
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With Me3SiN=CMe(1+)*BF4(1-); water In acetonitrile | 96% |
- 24357-31-1, 58691-91-1
Acetic acid (1aR,3aR,3bS,5aS,8aS,8bR,10aR)-3a,5a-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-10-yl ester
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With Me3SiN=CMe(1+)*BF4(1-); water In acetonitrile | 96% |
- 327622-68-4
(17Ξ)-spiro[androst-5-en-17,2'-[1,3]oxathiolan]-3β-ol
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide; water In acetone at 20℃; for 8h; Hydrolysis; | 88% |
- 1310361-06-8
3β-[2-(triphenylsilyl)ethoxycarbonyloxy]androst-5-en-17-one
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride; cesium fluoride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; | 88% |
- 81481-38-1
5-androsten-3β,17α-diol-17-carboxylic acid
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium hypochlorite In diethyl ether 1.) 0 deg C -> room temperature, 2.) room temperature, 3 h; | 85% |
| Conditions | Yield |
|---|---|
| Stage #1: Androstenedione With titanium(IV) oxide; platinum In toluene at 100℃; for 3h; Stage #2: With hydrogen In toluene under 15001.5 Torr; for 8h; Temperature; Reagent/catalyst; Pressure; | 85% |
| Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tert-butyl alcohol / 1.5 h / 35 - 40 °C / Inert atmosphere 1.2: 20 - 25 °C 2.1: NADP; magnesium(II) chloride hexahydrate; alpha-D-glucopyranose; NAD+ / 2-methyltetrahydrofuran; aq. phosphate buffer / 20 - 32 °C / Enzymatic reaction View Scheme | |
| Multi-step reaction with 2 steps 1: potassium tert-butylate / tert-butyl alcohol / 1 h / 30 - 35 °C / Inert atmosphere 2: D-glucose; NAD; glucose dehydrogenase (CDX-901)_; ketoreductase from Sphingomonas wittichii; potassium carbonate / ethyl acetate; aq. phosphate buffer / 21 h / 32.5 °C / pH 6.3 - 6.5 / Inert atmosphere; Enzymatic reaction View Scheme | |
| Multi-step reaction with 4 steps 1: aluminum (III) chloride; 5-sulfosalicylic Acid / 5 h / 20 - 30 °C / Inert atmosphere; Large scale 2: orthoformic acid triethyl ester; boron trifluoride diethyl etherate / dichloromethane / 5 h / 20 - 30 °C / Inert atmosphere 3: calcium borohydride / dichloromethane / 15 h / -20 - -15 °C 4: toluene-4-sulfonic acid / acetone; water / 1 h / 45 - 50 °C / Inert atmosphere View Scheme |
- 76920-40-6
17-oxo-androst-5-en-3β-yl Se-phenyl selenocarbonate
A
- 53-43-0
dehydroepiandrosterone
B
- 29163-23-3
3β-formyl-oxy-5-androsten-17-one
C
- 25824-80-0
5-androsten-17-one
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene at 80℃; | A 9% B 76% C 5% |
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In 1,3,5-trimethyl-benzene at 164℃; | A 10% B 28% C 62% |
- 19637-35-5
3-tetrahydropyran-2-yloxy-androst-5-en-17-one
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| With silica gel; copper(II) sulfate In dichloromethane for 24h; Heating; | 70% |
- 23549-24-8, 23549-26-0, 2174-13-2
3β-acetoxy-20-hydroxyiminopregna-5,16-diene
- 53-43-0
dehydroepiandrosterone
| Conditions | Yield |
|---|---|
| Stage #1: 3β-acetoxy-20-hydroxyiminopregna-5,16-diene With pyridine; trichlorophosphate at 0 - 20℃; for 3h; Inert atmosphere; Stage #2: With methanol; sodium hydroxide for 12h; Reflux; | 64% |
| Stage #1: 3β-acetoxy-20-hydroxyiminopregna-5,16-diene With pyridine; trichlorophosphate In toluene at 10 - 20℃; for 4h; Bechmanns' reaction; Stage #2: With potassium hydroxide In methanol Heating; | 51.8% |
| With pyridine; trichlorophosphate at -5℃; Beckmann rearrangement; | |
| Multi-step reaction with 2 steps 1: phosphorus (III) oxychloride 2: potassium hydroxide / methanol View Scheme |
- 85622-93-1Temozolomide
- 1119-34-2L-ARGININE HCL
- 341031-54-7Sunitinib malate
- 2809-21-41-Hydroxyethane-1,1-diphosphonic Acid
- 5471-51-2Raspberry ketone
- 10124-56-8Sodium metaphosphate
- 50-02-2Dexamethasone
- 361442-00-4Boc-3-Hydroxy-1-adamantyl-D-glycine
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
What can I do for you?
Get Best Price
Chemistry
Molecule structure of Dehydroepiandrosterone (CAS NO.53-43-0):
IUPAC Name: (3S,8R,9S,10R,13S,14S)-3-Hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
Molecular Weight: 288.42442 g/mol
Molecular Formula: C19H28O2
Density: 1.12 g/cm3
Melting Point: 149-151 °C(lit.)
Boiling Point: 426.7 °C at 760 mmHg
Flash Point: 182.1 °C
Index of Refraction: 1.56
Molar Refractivity: 83.11 cm3
Molar Volume: 256.9 cm3
Polarizability: 32.94×10-24 cm3
Surface Tension: 44.4 dyne/cm
Enthalpy of Vaporization: 78.7 kJ/mol
Vapour Pressure: 4.54E-09 mmHg at 25 °C
XLogP3: 3.2
H-Bond Donor: 1
H-Bond Acceptor: 2
Tautomer Count: 2
Exact Mass: 288.20893
MonoIsotopic Mass: 288.20893
Topological Polar Surface Area: 37.3
Heavy Atom Count: 21
Complexity: 508
Canonical SMILES: CC12CCC3C(C1CCC2=O)CC=C4C3(CCC(C4)O)C
Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)O)C
InChI: InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
InChIKey: FMGSKLZLMKYGDP-USOAJAOKSA-NEINECS: 200-175-5
Product Categories: Pharmaceutical Intermediates; Steroids; 17-Ketosteroids; Biochemistry; Hydroxyketosteroids; Nutritional Supplements
Uses
Dehydroepiandrosterone (53-43-0) is used as the main raw material of steroid hormone drugs and contraceptives.
Production
Dehydroepiandrosterone is produced from cholesterol through two cytochrome P450 enzymes. Cholesterol is converted to pregnenolone by the enzyme P450 scc (side chain cleavage); then another enzyme, CYP17A1, converts pregnenolone to 17α-Hydroxypregnenolone and then to DHEA.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| man | TDLo | oral | 10mg/kg/2W-I (10mg/kg) | CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | Annals of Internal Medicine. Vol. 129, Pg. 588, 1998. |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | British UK Patent Application. Vol. #2208473, | |
| mouse | LD50 | subcutaneous | 900mg/kg (900mg/kg) | British UK Patent Application. Vol. #2208473, | |
| rat | LD50 | oral | > 10gm/kg (10000mg/kg) | British UK Patent Application. Vol. #2208473, | |
| rat | LD50 | subcutaneous | 1gm/kg (1000mg/kg) | British UK Patent Application. Vol. #2208473, |
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: BV8396000
Specification
Dehydroepiandrosterone (CAS NO.53-43-0) is also named as (3-beta)-3-Hydroxyandrost-5-en-17-one ; 17-Chetovis ; 17-Hormoforin ; 3-beta-Hydroxy-5-androsten-17-one ; 3beta-Hydroxyandrost-5-en-17-one ; 4-08-00-00994 (Beilstein Handbook Reference) ; 5,6-Dehydroisoandrosterone ; 5,6-Dehydroisoandrostorone ; 5,6-Didehydroisoandrosterone ; 5-Dehydroepiandrosterone ; Andrestenol ; Androstenolone ; BRN 2058110 ; CCRIS 3277 ; Caswell No. 051F ; DHEA ;
Diandron ; Diandrone ; EPA Pesticide Chemical Code 126510 ; Epiandrosterone, 5-dehydro- ; GL 701 ; Gynodian ; NSC 9896 ; Prasterona ; Prasterona [INN-Spanish] ; Prasterone ; Prasteronum ; Prasteronum [INN-Latin] ; Prestara ; Psicosterone ; Siscelar plus ; UNII-459AG36T1B ; trans-Dehydroandrosterone . Dehydroepiandrosterone (CAS NO.53-43-0) is white fine crystalline powder. It is soluble in benzene, ethanol, ethyl ether, insoluble in chloroform, petroleum ether
is toxic. It is flammable. It will produce stimulate smoke when buring. So the storage environment should be ventilate, low-
temperature and dry.
-
Premium Related Products
