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Name	16-Dehydropregnenolone acetate	EINECS	213-558-7
CAS No.	979-02-2	Density	1.11g/cm³
PSA	43.37000	LogP	5.00620
Solubility	N/A	Melting Point	170-178 °C
Formula	C₂₃H₃₂O₃	Boiling Point	464.4 °C at 760mmHg
Molecular Weight	356.505	Flash Point	200.1 °C
Transport Information	N/A	Appearance	White to almost white crystalline powder
Safety	26-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	20-oxopregna-5,16-dien-3-β-yl acetate;16-Denyprasterone Acetate;16-Denyprasterone Acetate(16-DPA);16-Dehydropregnenolone Acetate(16-DPA);16 Dehydropregneninolone, Acetate;Pregna-5,16-dien-20-one, 3- (acetyloxy)-, (3.beta.)-;20-Oxopregna-5, 16-dien-3.beta.-yl acetate;Dehydropregnenolone acetate;Pregna-5,16-dien-20-one, 3-beta-hydroxy-, acetate;Pregna-5,16-dien-20-one, 3beta-hydroxy-, acetate (8CI);4-08-00-01125 (Beilstein Handbook Reference);16,17-Didehydropregnenolone acetate;3.beta.-Acetoxypregna-5,16-dien-20-one;20-Oxopregna-5,16-dien-3-beta-yl acetate;(3-beta)-3-(Acetyloxy)pregna-5,16-dien-20-one;Pregna-5,16-dien-20-one, 3.beta.-hydroxy-, acetate;	Article Data	94

16-Dehydropregnenolone acetate Synthetic route

: 23549-24-8, 23549-26-0, 2174-13-2
3β-acetoxy-20-hydroxyiminopregna-5,16-diene

: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane; water for 0.333333h;	95%

: 86284-34-6
(3β)-21-bromo-20-oxopregna-5,16-dien-3-yl acetate

: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
With aluminum oxide; zirconium(IV) chloride; benzaldehyde microwave irradiation;	88%

: 115375-60-5
3β-acetoxyandrosta-5,16-dien-17-yl trifluoromethanesulphonate

: 109-92-2
ethyl vinyl ether

A: 16934-48-8
(Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al

B: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); triethylamine In dimethyl sulfoxide at 60℃; for 4h;	A 8% B 82%

: 136321-38-5
Tributyl-[(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-stannane

: 75-36-5
acetyl chloride

A: 1236-14-2
3β-acetoxyandrost-5,16-diene

B: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; bis(benzonitrile)palladium(II) dichloride at 80℃; for 8h;	A 80% B 30%

: 3517-38-2
3β,17α-diacetoxypregn-5-en-20-one

: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
	80%

: 64-19-7
acetic acid

: 126-17-0
solasodine

: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
Stage #1: solasodine With pyridine; ammonium chloride at 125 - 135℃; for 8 - 9h; Stage #2: acetic acid With chromium(VI) oxide In water; 1,2-dichloro-ethane at 0 - 20℃; for 1h; Product distribution / selectivity;	65%

: 2309-38-8
pseudodiosgenin diacetate

: 979-02-2
16-dehydropregnenolone acetate

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic acid	41%
Stage #1: pseudodiosgenin diacetate With potassium permanganate; sodium perchlorate In dichloromethane; water for 0.05h; Stage #2: N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20℃; for 6h; Stage #3: With acetic acid for 3h; Product distribution / selectivity; Heating / reflux;	32%
Stage #1: pseudodiosgenin diacetate With potassium permanganate; sodium iodate In dichloromethane; water for 0.05h; Stage #2: N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20℃; for 10h; Stage #3: With acetic acid for 3h; Product distribution / selectivity; Heating / reflux;	32%

: 58026-06-5
3',4',6'-tri-O-acetyl-1',2',O-(16-dehydropregnenolone-3-yloxyethylidene)-α-D-glucopyranose

A: 1162-53-4
16-dehydropregnenolone

B: 979-02-2
16-dehydropregnenolone acetate

C: 93238-36-9
di-16-dehydropregnenolone-2-yl ether

D: 13407-28-8
3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-16-dehydropregnanolone

E: 93269-28-4
3-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-16-dehydropregnenolone

Conditions

Conditions	Yield
With mercury dibromide In nitromethane at 90℃; for 1h; Product distribution; other molar ratio, other time;	A 2% B 8% C 14% D 36.3% E 4%

...Expand

: 58026-06-5
3',4',6'-tri-O-acetyl-1',2',O-(16-dehydropregnenolone-3-yloxyethylidene)-α-D-glucopyranose

A: 979-02-2
16-dehydropregnenolone acetate

B: 93238-36-9
di-16-dehydropregnenolone-2-yl ether

C: 13407-28-8
3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-16-dehydropregnanolone

D: 93269-28-4
3-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-16-dehydropregnenolone

Conditions

Conditions	Yield
With mercury dibromide In nitromethane at 90℃; for 1h; Further byproducts given;	A 8% B 14% C 36.3% D 4%

: 30040-85-8
(25R)-22,26-epiminocholesta-5,22(N)-diene-3β,16β-diol diacetate

A: 979-02-2
16-dehydropregnenolone acetate

B: (20S)-3β,16β-diacetoxy-20-(5-methyl-2-pyridyl)pregn-5-ene

C: (25R)-3β,16β-diacetoxy-22,26-epiminocholest-5,22(N)-dien-23-one

Conditions

Conditions	Yield
With manganese(IV) oxide In chloroform for 48h; Ambient temperature;	A 5% B 6% C 16%

16-Dehydropregnenolone acetate Chemical Properties

Molecular Structure of 16-Dehydropregnenolone acetate (CAS NO.979-02-2):

IUPAC Name: [(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
Empirical Formula: C₂₃H₃₂O₃
Molecular Weight: 356.4984
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 43.37 Å²
Index of Refraction: 1.546
Molar Refractivity: 101.63 cm³
Molar Volume: 320.5 cm³
Surface Tension: 42 dyne/cm
Density: 1.11 g/cm³
Flash Point: 200.1 °C
Enthalpy of Vaporization: 72.58 kJ/mol
Boiling Point: 464.4 °C at 760 mmHg
Vapour Pressure: 8.38E-09 mmHg at 25°C
Melting point: 170-178°C
InChI
InChI=1/C23H32O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,7,17-18,20-21H,6,8-13H2,1-4H3/t17-,18-,20-,21-,22-,23+/m0/s1
Smiles
O=C(C)C1=CC[C@@H]2[C@@]1(CC[C@@H]1[C@@]3(CC[C@H](OC(=O)C)CC3=CC[C@@H]21)C)C
EINECS: 213-558-7
Product Categories: Steroids

16-Dehydropregnenolone acetate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 8gm/kg (8000mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 32, 1974.
mouse	LD50	oral	> 8gm/kg (8000mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 32, 1974.

16-Dehydropregnenolone acetate Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
RTECS: TU4156200

16-Dehydropregnenolone acetate Specification

16-Dehydropregnenolone acetate , with CAS number of 979-02-2, can be called Pregna-5,16-dien-20-one, 3-beta-hydroxy-, acetate ; Dehydropregnenolone acetate ; 3beta-Acetoxypregna-5,16-dien-20-one ; 20-Oxopregna-5,16-dien-3beta-yl acetate ; 16-Dehydropregnenolone acetate ; 16,17-Didehydropregnenolone acetate ; (3-beta)-3-(Acetyloxy)pregna-5,16-dien-20-one .

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