CAS No.35897-92-8,LIGSTROSIDE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	35897-92-8
Name:	LIGSTROSIDE
Article Data:	4

Formula:	C₂₅H₃₂O₁₂
Molecular Weight:	524.522
Synonyms:	methyl (5Z)-5-ethylidene-4-[2-(4-hydroxyphenyl)ethoxycarbonylmethyl]-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate;
Density:	1.44 g/cm³
Boiling Point:	736.9 °C at 760 mmHg
Flash Point:	245.1 °C
PSA:	181.44000
LogP:	-0.33980

Synthetic route

: (2S,3S,4R,5S,6R)-2-(acetoxymethyl)-6-(((E)-3-ethylidene-4-(2-(4-hydroxyphenethoxy)-2-oxoethyl)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 35897-92-8
ligstroside

Conditions

Conditions	Yield
With diethylamine In methanol at 0 - 20℃; for 6h; Inert atmosphere;	71%

: 67-56-1
methanol

: jaspolyoleoside B

A: 35897-92-8
ligstroside

B: C35H48O21

Conditions

Conditions	Yield
at 80℃; for 36h;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: demethylligstroside, (2''R)-and (2"S)-2"-hydroxyoleuropeins, fraxamoside and frameroside

: 35897-92-8
ligstroside

Conditions

Conditions	Yield
In methanol; diethyl ether Methylation;	0.5 mg

: 60539-23-3
4-carboxymethyl-5-ethylidene-6-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydropyran-2-yloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester

: 35897-92-8
ligstroside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere 2.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / dichloromethane / 2 h / 0 - 20 °C 2.2: 2 h / 0 - 20 °C 3.1: diethylamine / methanol / 6 h / 0 - 20 °C / Inert atmosphere View Scheme

: 32619-42-4
oleuropeine

: 35897-92-8
ligstroside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 0.17 h / 100 °C / Microwave irradiation 2.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere 3.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / dichloromethane / 2 h / 0 - 20 °C 3.2: 2 h / 0 - 20 °C 4.1: diethylamine / methanol / 6 h / 0 - 20 °C / Inert atmosphere View Scheme

: 911438-61-4
4-carboxymethyl-5-ethylidene-6-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydropyran-2-yloxy)-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester

: 35897-92-8
ligstroside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / dichloromethane / 2 h / 0 - 20 °C 1.2: 2 h / 0 - 20 °C 2.1: diethylamine / methanol / 6 h / 0 - 20 °C / Inert atmosphere View Scheme

: 35897-92-8
ligstroside

A: 2280-44-6
D-Glucose

B: 501-94-0
p-hydroxyphenethyl alcohol

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 60℃; for 2h;	A n/a B 2 mg

: 67-56-1
methanol

: 35897-92-8
ligstroside

: (S)-5-Dimethoxymethyl-4-methoxycarbonylmethyl-6-methyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 4h; Heating; Yield given;

: 35897-92-8
ligstroside

: (2R,3S,4S)-4-{[2-(4-hydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester

Conditions

Conditions	Yield
With β-glucosidase from almonds In water at 34℃; for 24h; Enzymatic reaction;	25 mg

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Specification

The CAS register number of Ligustroside is 35897-92-8. The systematic name about this chemical is methyl (5Z)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate. The molecular formula about this chemical is C₂₅H₃₂O₁₂ and the molecular weight is 524.52188.

Physical properties about Ligustroside are: (1)ACD/LogP: -0.31; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -0.31; (4)ACD/LogD (pH 7.4): -0.31; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 16.13; (8)ACD/KOC (pH 7.4): 16.08; (9)#H bond acceptors: 12; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 16; (12)Polar Surface Area: 126.44 Å²; (13)Index of Refraction: 1.613; (14)Molar Refractivity: 126.46 cm³; (15)Molar Volume: 363 cm³; (16)Polarizability: 50.13x10^-24cm³; (17)Surface Tension: 71.2 dyne/cm; (18)Density: 1.44 g/cm³; (19)Flash Point: 245.1 °C; (20)Enthalpy of Vaporization: 112.83 kJ/mol; (21)Boiling Point: 736.9 °C at 760 mmHg; (22)Vapour Pressure: 8.5E-23 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCc1ccc(O)cc1)CC2C(=C/C)/C(O\C=C2\C(=O)OC)O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO
(2)InChI: InChI=1/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16?,18-,20-,21+,22-,24?,25+/m1/s1
(3)InChIKey: GMQXOLRKJQWPNB-CLINQFSRBD
(4)Std. InChI: InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16?,18-,20-,21+,22-,24?,25+/m1/s1
(5)Std. InChIKey: GMQXOLRKJQWPNB-CLINQFSRSA-N