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Cas Database |
| Name |
Aloe-emodin |
EINECS | 207-571-7 |
| CAS No. | 481-72-1 | Density | 1.592 g/cm3 |
| PSA | 94.83000 | LogP | 1.36550 |
| Solubility | N/A | Melting Point |
223-224 °C |
| Formula | C15H10O5 | Boiling Point | 568.8 °C at 760 mmHg |
| Molecular Weight | 270.241 | Flash Point | 311.9 °C |
| Transport Information | N/A | Appearance | orange solid |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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; |
Article Data | 49 |
Aloe-emodin 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 | Yield |
|---|---|
| With potassium hydroxide In ethanol for 0.166667h; Heating; | 100% |
| With sodium hydroxide for 24h; Ambient temperature; | 94% |
- 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione
| 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 | 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; |
| 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 | Yield |
|---|---|
| With iron(III) chloride In water | 74% |
| 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 |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Reflux; | 65% |
A
- 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione
| Conditions | Yield |
|---|---|
| With oxygen In aq. phosphate buffer; acetonitrile at 10℃; pH=6; | A 18% B 58% |
A
- 481-72-1
1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione
| 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 | Yield |
|---|---|
| With potassium tert-butylate; water In tetrahydrofuran; diethyl ether; dichloromethane at 20℃; for 12h; | 39% |
Aloe-emodin Chemical Properties
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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
Aloe-emodin 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.
Aloe-emodin Safety Profile
Hazard Codes: 
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
Aloe-emodin 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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