CAS No.481-72-1,Aloe emodin Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	481-72-1
Name:	Aloe emodin
Article Data:	49

Formula:	C₁₅H₁₀O₅
Molecular Weight:	270.241
Synonyms:	Anthraquinone,1,8-dihydroxy-3-(hydroxymethyl)- (6CI,7CI,8CI);1,8-Dihydroxy-3-hydroxymethylanthraquinone;3-Hydroxymethylchrysazin;3-Hydroxymethylchrysazine;Aloe emodin;Aloe-emodol;9,10-Anthracenedione,1,8-dihydroxy-3-(hydroxymethyl)-;Rhabarberone;Aloeemodin;Aloe-emodine;
EINECS:	207-571-7
Density:	1.592 g/cm³
Melting Point:	223-224 °C
Boiling Point:	568.8 °C at 760 mmHg
Flash Point:	311.9 °C
Appearance:	orange solid
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	94.83000
LogP:	1.36550

Synthetic route

: 65615-58-9
(1,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-3-yl)methyl acetate

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 0.166667h; Heating;	100%
With sodium hydroxide for 24h; Ambient temperature;	94%

: Aloe-emodin 1-O-beta-D-glucopyranoside

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
With acetate buffer; β-glucosidase In water at 37℃; for 16h; pH=5.0;	95%
Enzymatic reaction;

: 452311-56-7
aloin

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
Stage #1: aloin With hydrogenchloride In water at 20 - 80℃; for 1.41667h; Stage #2: With oxygen; copper(l) chloride In water at 90℃; for 7h; Product distribution / selectivity;	92%
With oxygen; nitric acid In ethylene glycol at 120℃; for 6.33333h; Product distribution / selectivity;	75%
With oxygen; nitric acid In ethylene glycol at 120℃; for 0.333333 - 6.33333h; Conversion of starting material;
With oxygen; nitric acid In ethylene glycol at 105℃; under 1125.11 Torr; for 5.25h; Product distribution / selectivity;

: 481-73-2
citreorosein

A: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

B: (R)-3,8,9,10-tetrahydroxy-6-(hydroxymethyl)-3,4-dihydroanthracen-1(2H)-one

Conditions

Conditions	Yield
With glucose dehydrogenase; sodium dithionite; β-D-glucose; Talaromyces islandicus anthrol reductase; nicotinamide adenine dinucleotide phosphate In aq. phosphate buffer; dimethyl sulfoxide for 14h; pH=7; Inert atmosphere; Enzymatic reaction; stereoselective reaction;	A 10% B 79%
With glucose dehydrogenase; sodium dithionite; β-D-glucose; polyhydroxyanthracene reductase from Cochliobolus lunatus; NADPH In aq. phosphate buffer; dimethyl sulfoxide for 24h; Solvent; Inert atmosphere; Enzymatic reaction;	A 8% B 74%

: 1415-73-2, 28371-16-6, 73649-93-1
(10S)-1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
With iron(III) chloride In water	74%

: 481-74-3
Chrysophanol

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
Stage #1: Chrysophanol With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 6h; Heating; Stage #2: With water; calcium carbonate In 1,4-dioxane at 120℃; for 7h;	71%
Multi-step reaction with 2 steps 1: NBS; (PhCO2)2 / CCl4 / 6 h / Heating 2: 756 mg / H2O; CaCO3 / dioxane / 7 h / 120 °C View Scheme

: 6155-37-9
Rhein methyl ester

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Reflux;	65%

: (R)-3,8,9,10-tetrahydroxy-6-(hydroxymethyl)-3,4-dihydroanthracen-1(2H)-one

A: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

B: (−)-flavoskyrin C

Conditions

Conditions	Yield
With oxygen In aq. phosphate buffer; acetonitrile at 10℃; pH=6;	A 18% B 58%

: (R)-3,8,9,10-tetrahydroxy-6-(hydroxymethyl)-3,4-dihydroanthracen-1(2H)-one

A: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

B: (–)-flavoskyrin C

Conditions

Conditions	Yield
With lead(IV) tetraacetate; acetic acid at 0 - 20℃;	A 23% B 48%

: 439290-04-7
1,8-dihydroxy-3-(pivaloyloxymethyl)-9,10-antraquinone

: 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione

Conditions

Conditions	Yield
With potassium tert-butylate; water In tetrahydrofuran; diethyl ether; dichloromethane at 20℃; for 12h;	39%

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Chemistry

IUPAC Name: 1,8-Dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione
Molecular Formula: C₁₅H₁₀O₅
Molecular Weight: 270.24 g/mol
SMILES: c12c(C(c3c(cccc3C1=O)O)=O)c(cc(c2)CO)O
InChI: InChI=1/C15H10O5/c16-6-7-4-9-13(11(18)5-7)15(20)12-8(14(9)19)2-1-3-10(12)17/h1-5,16-18H,6H2
EINECS: 207-571-7
Classification Code: Mutation data
Product Categories: Anthraquinones, Hydroquinones and Quinones; Aromatics Compounds; Aromatics; Inhibitors
Melting Point: 223-224 °C
storage temperature: 2-8 °C
Index of Refraction: 1.746
Molar Refractivity: 68.88 cm³
Molar Volume: 169.7 cm³
Surface Tension: 88.4 dyne/cm
Density: 1.592 g/cm³
Flash Point: 311.9 °C
Enthalpy of Vaporization: 89.8 kJ/mol
Boiling Point: 568.8 °C at 760 mmHg
Vapour Pressure of Aloe-emodin (CAS NO.481-72-1): 8.9E-14 mmHg at 25 °C

Uses

Aloe-emodin (CAS NO.481-72-1) shows significant inhibitory activity against the P-388 leukemia in mice when administered as a suspension in acetone-Tween 80. It has a specific in vitro and in vivo antineuroectodermal tumor activity.

Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS of Aloe-emodin (CAS NO.481-72-1): CB6712200

Specification

Aloe-emodin (CAS NO.481-72-1), its Synonyms are 1,8-Dihydroxy-3-(hydroxymethyl)-9,10-anthracenedione ; 1,8-Dihydroxy-3-hydroxymethylanthraquinone ; 3-Hydroxymethylchrysazin ; Emodine ; Rhabarberone ; 9,10-Anthracenedione, 1,8-dihydroxy-3-(hydroxymethyl)- (9CI) . It is orange solid.

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