CAS No.16830-15-2,Asiaticoside Suppliers

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Basic Information

Molecular Structure:
CAS No.:	16830-15-2
Name:	Asiaticoside

Formula:	C₄₈H₇₈O₁₉
Molecular Weight:	959.136
Synonyms:	Madecassol (7CI);Ba 2742;Centelase dermatologico;NSC166062;NSC 36002;Urs-12-en-28-oicacid, 2,3,23-trihydroxy-, O-6-deoxy-a-L-mannopyranosyl-(1?4)-O-b-D-glucopyranosyl-(1?6)-b-D-glucopyranosylester, (2a,3b,4a)-;
EINECS:	240-851-7
Density:	1.35 g/cm³
Melting Point:	235-238 °C
Boiling Point:	949.4 °C at 760 mmHg
Flash Point:	268.4 °C
Solubility:	99mg/L
Appearance:	powder
Safety:	24/25
PSA:	315.21000
LogP:	-1.03280

Synthetic route

: 16830-15-2
asiaticoside

: 464-92-6, 89786-83-4, 103974-74-9, 106327-64-4, 114580-55-1, 116348-15-3, 143839-02-5
asiatic acid

Conditions

Conditions	Yield
With water; sodium dodecyl-sulfate; sodium hydroxide at 20℃; under 760.051 Torr; for 0.25h;	93.08%
Stage #1: asiaticoside With ethanol; sodium hydroxide at 80℃; Stage #2: With hydrogenchloride; water In ethanol pH=4 - 5;
With hydrogenchloride; sodium hydroxide In water
With sodium hydroxide In methanol Reflux;
With methanol; sodium hydroxide Reflux;

: 16830-15-2
asiaticoside

: (4aR,6aR,6bS,8aS,11R,12S,12aS,14bR,16R,16aR)-(2-ethoxy-2-oxoethyl)-16-hydroxy-2,2,4a,6a,6b,11,12,14b-octamethyl-4a,4b,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b,15,16,16a-icosahydro-4H-piceno[3,4-d][1,3]dioxine-8a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: perchloric acid / N,N-dimethyl-formamide View Scheme

: 16830-15-2
asiaticoside

: (1S,2R,4aS,6aS,6bR,9R,10R,11R,12aR,14bS) (2-hydrazinyl(2-oxoethyl))-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: hydrazine; ammonia / ethanol View Scheme

: 16830-15-2
asiaticoside

: 1195758-14-5
(ethoxycarbonyl)methyl 2α,3β,23-trihydroxyurs-12-en-28-oate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide View Scheme

: 16830-15-2
asiaticoside

: (1S,2R,4aS,6aS,6bR,9R,10R,11R,12aR,14bS)-(2-(ethylamino)-2-oxoethyl)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: ammonia / ethanol View Scheme

: 16830-15-2
asiaticoside

: (1S,2R,4aS,6aS,6bR,9R,10R,11R,12aR,14bS)-(2-oxo-2-(propylamino)ethyl)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: ammonia / ethanol View Scheme

: 16830-15-2
asiaticoside

: (1S,2R,4aS,6aS,6bR,9R,10R,11R,12aR,14bS)-(2-(butylamino)-2-oxoethyl)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: ammonia / ethanol View Scheme

: 16830-15-2
asiaticoside

: (1S,2R,4aS,6aS,6bR,9R,10R,11R,12aR,14bS)-(2-(isopropylamino)-2-oxoethyl)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: ammonia / ethanol View Scheme

: 16830-15-2
asiaticoside

: (2R,4aR,6aR,6bS,8aS,11R,12S,12aS,14bR,16R,16aR)-(2-ethoxy-2-oxoethyl)-16-hydroxy-4a,6a,6b,11,12,14b-hexamethyl-2-phenyl-4a,4b,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b,15,16,16a-icosahydro-4H-piceno[3,4-d][1,3]dioxine-8a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: perchloric acid / N,N-dimethyl-formamide View Scheme

: 16830-15-2
asiaticoside

: (2R,4aR,6aR,6bS,8aS,11R,12S,12aS,14bR,16R,16aR)-(2-ethoxy-2-oxoethyl)-2-ethyl-16-hydroxy-4a,6a,6b,11,12,14b-hexamethyl-4a,4b,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b,15,16,16a-icosahydro-4H-piceno[3,4-d][1,3]dioxine-8a-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; hydrogenchloride / water 2: potassium carbonate; triethylamine; potassium iodide 3: perchloric acid / N,N-dimethyl-formamide View Scheme

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Chemistry

Product Name: Asiaticoside (CAS NO.16830-15-2)

Molecular Formula: C₄₈H₇₈O₁₉
Molecular Weight: 959.12g/mol
Mol File: 16830-15-2.mol
EINECS: 240-851-7
Melting Point: 235-238°C
Boiling point: 949.4 °C at 760 mmHg
Flash Point: 268.4 °C
Density: 1.35 g/cm³
Index of Refraction: 1.606
Molar Refractivity: 231.63 cm³
Molar Volume: 671.6 cm³
Surface Tension: 67 dyne/cm
Enthalpy of Vaporization: 156.74 kJ/mol
XLogP3-AA: 0.1
H-Bond Donor: 12
H-Bond Acceptor: 19
Structure Descriptors of Asiaticoside (CAS NO.16830-15-2):
IUPAC Name: [6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
Canonical SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
InChI: InChI=1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3
InChIKey: WYQVAPGDARQUBT-UHFFFAOYSA-N
Product Categories: Saponins; Alkaloids; Natural Plant Extract; The group of Asiaticoside

Uses

Treatment of systemic and localized scleroderma.

Safety Profile

Safety Information of Asiaticoside (CAS NO.16830-15-2):
WGK Germany: 3
RTECS: YU9625000
F: 1-10

Specification

Asiaticoside , its CAS NO. is 16830-15-2, the synonyms are (O-alpha-L-Rhamnopyranoxyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)-2alpha,3beta,23-trihydroxy-12-ursen-28-oat ; 2alpha,3beta,23-Trihydroxy-urs-12-en-28-saeure(O-alpha-L-rhamnopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl)ester ; Blastoestimulina ; Centelase ; Dermatologico ; Emdecassol ; O-6-Desoxy-alpha-L-mannopyranosyl-(1-4)-O-beta-D-glucopyranosyl-(1-6)-O-beta-D-glucopyranosyl 2alpha,3beta,23-trihydroxy-12-ursen-28-at .