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126-19-2

Basic Information
CAS No.: 126-19-2
Name: Sarsasapogenin
Article Data: 65
Molecular Structure:
Molecular Structure of 126-19-2 (Sarsasapogenin)
Formula: C27H44O3
Molecular Weight: 416.645
Synonyms: 5b-Spirostan-3b-ol, (25S)- (8CI);Sarsasapogenin(6CI,7CI);NSC 1615;Parigenin;
EINECS: 204-776-3
Density: 1.11 g/cm3
Melting Point: 194 °C
Boiling Point: 516.6 °C at 760 mmHg
Flash Point: 266.2 °C
Appearance: white or off-withe powder
PSA: 38.69000
LogP: 5.79380
Synthetic route
18831-15-7

pseudosarsasapogenin

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 12h; Cycloaddition;100%
142759-74-8

anemarrhenasaponin IV

A

68422-00-4

sarsasapogenin-3-O-β-galactopyranoside

B

1365029-75-9

timosaponin B III-b

C

566-59-6

3β-hydroxy-5β-pregn-16(17)-ene-20-one

D

timopregnane A

E

3-O-β-D-galactopyranosyl-(3β,5β)-pregn-16(17)-ene-20-one

F

timosaponin B III-d

G

(25S)-5β-spirostan-3β-ol-3-O-β-D-glucopyranosyl-(1->2)-β-D-galactopyranoside

H

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With nitric acid In water at 100℃; for 3h;A 15 mg
B 25 mg
C 30 mg
D 20 mg
E 10 mg
F 18 mg
G 13 mg
H 42 mg

3-O-<<α-L-rhamnopyranosyl(1->4)><β-D-glucopyranosyl(1->2)>-β-D-glucopyranosyl>-(25S)-5β-spirostan-3β-ol

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 100℃;
Multi-step reaction with 2 steps
1: 1M HCl / butan-1-ol / 1 h / 70 °C
2: 2M HCl / methanol / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: 1M HCl / butan-1-ol / 1 h / 70 °C
2: 2M HCl / methanol / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: 5percent aq. HCl / methanol / 0.75 h / Heating
2: 7percent H2SO4 / 4 h / Heating
View Scheme

26-O-β-D-glucopyransoyl-(25S)-5β-furostane-3β,22ξ,26-triol 3-O-[β-D-xylopyranosyl (1->6)]-β-D-glucopyranside

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 3h; Heating;70.4%
18831-15-7

pseudosarsasapogenin

A

C27H44O3

B

C27H44O3

C

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With acetic acid at 20℃; for 12h; Cycloaddition;A 13.2%
B 57.4%
C 2.7%
58881-26-8

(25S)-5β-spirostan-3β-yl-[α-L-rhamnopyranosyl-(1->4)]-β-D-glucopyranoside

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 100℃;
84633-33-0

(25S)-5β-spirostan-3β-ol 3-O-β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 100℃;
Glycoside-AR-4

Glycoside-AR-4

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With sulfuric acid In 1,4-dioxane for 4h; Heating;55%

(25S)-5β-spirostan-3β-ol 3-O-{β-D-glucopyranosyl-(1->6)-[α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside}

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 80℃; for 3h;

(25S)-5β-spirostan-3β-ol 3-O-[α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside]

126-19-2

sarsasapogenin

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 80℃; for 3h;
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  • Sarsasapogenin CAS NO.126-19-2 CAS NO.126-19-2

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  • Sarsasapogenin CAS NO.126-19-2 CAS NO.126-19-2

  • Casno:

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Specification

The Spirostan-3-ol, (3β,5β,25S)- is an organic compound with the formula C27H44O3. The systematic name of this chemical is (3β,5β,25S)-spirostan-3-ol. With the CAS registry number 126-19-2, it is also named as Sasarasapogenin. The product's category is Steroids.

Physical properties about Spirostan-3-ol, (3β,5β,25S)- are: (1)ACD/LogP: 6.21; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.21; (4)ACD/LogD (pH 7.4): 6.21; (5)ACD/BCF (pH 5.5): 30645.03; (6)ACD/BCF (pH 7.4): 30645.03; (7)ACD/KOC (pH 5.5): 56613.64; (8)ACD/KOC (pH 7.4): 56613.64; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 27.69 Å2; (13)Index of Refraction: 1.552; (14)Molar Refractivity: 119.65 cm3; (15)Molar Volume: 374.3 cm3; (16)Polarizability: 47.43×10-24cm3; (17)Surface Tension: 43.8 dyne/cm; (18)Density: 1.11 g/cm3; (19)Flash Point: 266.2 °C; (20)Enthalpy of Vaporization: 90.78 kJ/mol; (21)Boiling Point: 516.6 °C at 760 mmHg; (22)Vapour Pressure: 7.83E-13 mmHg at 25°C.

Preparation: this chemical can be prepared by (25S)-5b-furost-20(22)-ene-3b,26-diol. This reaction is a kind of Cycloaddition. This reaction will need reagent HCl and solvent methanol. The reaction time is 12 hours with reaction temperature of 20 °C. The yield is about 100%.

Uses of Spirostan-3-ol, (3β,5β,25S)-: it can be used to produce (25S)-spirost-4-en-3-one at temperature of 26 - 28 °C. It will need reagent Mycobacteriu, sp. (NRRL B-3805) and solvent dimethylformamide, various solvent(s) with reaction time of 120 hours. The yield is about 62%.

You can still convert the following datas into molecular structure:
(1)SMILES: O1[C@@H]4[C@H]([C@@H]([C@]12OC[C@H](CC2)C)C)[C@@]5(C)CC[C@@H]3[C@@]6(C)CC[C@H](O)C[C@H]6CC[C@H]3[C@@H]5C4
(2)InChI: InChI=1/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
(3)InChIKey: GMBQZIIUCVWOCD-WWASVFFGBR
(4)Std. InChI: InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17-,18+,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
(5)Std. InChIKey: GMBQZIIUCVWOCD-WWASVFFGSA-N