Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Hecogenin
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Hecogenin

 EINECS 207-392-4
CAS No. 467-55-0 Density 1.16 g/cm3
PSA 55.76000 LogP 4.97280
Solubility N/A Melting Point 268 °C
Formula C27H42O4 Boiling Point 548.9 °C at 760 mmHg
Molecular Weight 430.628 Flash Point 177.8 °C
Transport Information N/A Appearance White solid.
Safety Risk Codes R36/37/38
Molecular Structure Molecular Structure of 467-55-0 (Hecogenin) Hazard Symbols Xi
Synonyms

5a,25D-Spirostan-12-one, 3b-hydroxy- (7CI);5a-Spirostan-12-one, 3b-hydroxy-, (25R)- (8CI);(+)-Hecogenin;(25R)-3b-Hydroxy-5a-spirostan-12-one;(3b,5a,25R)-3-Hydroxyspirostan-12-one;12-Oxotigogenin;Gekogenin;Hocogenin;NSC 115921;

Article Data 24

Hecogenin Synthetic route

915-35-5

hecogenin acetate

467-55-0

hecogenin

Conditions
ConditionsYield
With methanol; potassium hydroxide In dichloromethane at 20℃; for 18h;99%
With methanol; potassium carbonate In tetrahydrofuran for 24h;97%
With potassium carbonate In tetrahydrofuran; methanol at 20℃; for 12h; Inert atmosphere;95%

(2aS,4S,5'R,6aS,6bS,8aS,8bR,9S,10R,11aS,12aS,12bR)-5',6a,8a,9-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-8(2H)-one

467-55-0

hecogenin

Conditions
ConditionsYield
With sodium perborate tetrahydrate In tetrahydrofuran; water for 3h;79%

α-D-glucopyranosyl(1->4)α-D-glucopyranosyl(1->4)α-D-glucopyranosyl(1->3)hecogenin

467-55-0

hecogenin

Conditions
ConditionsYield
With sulfuric acid44.8%
108747-55-3

12-methylenetigogenin

467-55-0

hecogenin

Conditions
ConditionsYield
With sodium periodate; potassium carbonate; tert-butyl alcohol Reagens 4: Kaliumpermanganat;
2137-20-4

3-oxo-5α-hecogenin

467-55-0

hecogenin

Conditions
ConditionsYield
With pyridine; sodium borate
With tetrahydrofuran; lithium aluminium tetrahydride; diethyl ether Behandeln des erhaltenen Reaktionsprodukts in Pyridin mit Bernsteinsaeure-anhydrid und mit Chrom(VI)-oxid und wss. Essigsaeure, danach mit methanol. Kalilauge;
Aspergillus niger;
4948-48-5

3β-acetoxy-(25R)-5α-spirostan-12-one

467-55-0

hecogenin

Conditions
ConditionsYield
With hydrogenchloride; ethanol
78179-47-2

(25R)-12α-(Aminomethyl)-5α-spirostan-3β,12β-diol

A

72166-67-7

(25R)-3β-Hydroxy-C-homo-5α-spirostan-12-on

B

72166-68-8

(25R)-3β-Hydroxy-C-homo-5α-spirostan-12-on

C

(25R)-12α-(Azidomethyl)-5α-spirostan-3β,12β-diol

D

467-55-0

hecogenin

Conditions
ConditionsYield
With sodium azide; sodium nitrite Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

3-O-<<β-D-glucopyranosyl(1->3)-β-D-glucopyranosyl(1->2> <β-D-xylopyranosyl(1->4)>-β-D-galactopyranosyl>-(25R)-5α-spirostan-12-one-3β-ol

467-55-0

hecogenin

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 100℃; for 3.5h;

3-O-<<β-D-glucopyranosyl(1->3)-β-D-glucopyranosyl(1->2> <β-D-xylopyranosyl(1->4)>-β-D-galactopyranosyl>-(25R)-5α-spirostan-12-one-3β-ol

A

C39H62O14

B

C45H72O19

C

467-55-0

hecogenin

Conditions
ConditionsYield
With hydrogenchloride In butan-1-ol at 70℃; for 2.5h;A 13.5 mg
B 16.5 mg
C 15 mg

3-O-<<β-D-xylopyranosyl(1->4)-β-D-glucopyranosyl(1->3)-β-D-glucopyranosyl(1->2> <β-D-xylopyranosyl(1->4)>-β-D-galactopyranosyl>-(25R)-5α-spirostan-12-one-3β-ol

467-55-0

hecogenin

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 100℃; for 3.5h;
Multi-step reaction with 2 steps
1: 20 mg / 1M HCl / butan-1-ol / 2.5 h / 70 °C
2: 2M HCl / ethanol / 3.5 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: 20 mg / 1M HCl / butan-1-ol / 2.5 h / 70 °C
2: 15 mg / 1M HCl / butan-1-ol / 2.5 h / 70 °C
View Scheme

Hecogenin Specification

The Hecogenin, with the CAS registry number 467-55-0, is also known as (25R)-3b-Hydroxy-5a-spirostan-12-one. It belongs to the product categories of Steroids; Biochemistry; Steroids (Others). Its EINECS registry number is 207-392-4. This chemical's molecular formula is C27H42O4 and molecular weight is 430.62. What's more, its systematic name is called (3β,5α,25R)-3-Hydroxyspirostan-12-one.

Physical properties about Hecogenin are: (1)ACD/LogP: 4.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.22; (4)ACD/LogD (pH 7.4): 4.22; (5)ACD/BCF (pH 5.5): 947.44; (6)ACD/BCF (pH 7.4): 947.44; (7)ACD/KOC (pH 5.5): 4701.29; (8)ACD/KOC (pH 7.4): 4701.29; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 44.76 Å2; (13)Index of Refraction: 1.558; (14)Molar Refractivity: 119.77 cm3; (15)Molar Volume: 371.1 cm3; (16)Surface Tension: 46.3 dyne/cm; (17)Density: 1.16 g/cm3; (18)Flash Point: 177.8 °C; (19)Enthalpy of Vaporization: 95.25 kJ/mol; (20)Boiling Point: 548.9 °C at 760 mmHg; (21)Vapour Pressure: 2.45E-14 mmHg at 25 °C.

Preparation of Hecogenin: this chemical can be prepared by a-D-Glucopyranosyl(1->4)a-D-glucopyranosyl(1->4)a-D-glucopyranosyl(1->3)hecogenin. This reaction needs reagent (NH2)2SO4. The yield is 44.8 %.

Hecogenin can be prepared by a-D-Glucopyranosyl(1->4)a-D-glucopyranosyl(1->4)a-D-glucopyranosyl(1->3)hecogenin.

Uses of Hecogenin: (1) it is used in the preparation of steroidal hormones; (2) it is used to produce other chemicals. For example, it can produce 3b-Hydroxy-11b-bromo-12-oxo-(25R)-5a-spirostane. The reaction occurs with reagents Br2, HCl and solvents methanol, CH2Cl2. The yield is 59 %.

Hecogenin can produce 3b-Hydroxy-11b-bromo-12-oxo-(25R)-5a-spirostane.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C2C[C@@H]1[C@@]6(C)CC[C@H](O)C[C@@H]6CC[C@H]1[C@H]5[C@]2([C@@H]4[C@@H](O[C@@]3(OC[C@@H](CC3)C)[C@H]4C)C5)C
(2) InChI: InChI=1S/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h15-22,24,28H,5-14H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22+,24+,25+,26-,27-/m1/s1
(3) InChIKey: QOLRLLFJMZLYQJ-LOBDNJQFSA-N

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 467-55-0