- Emodin
- Emodin anthrone
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Cas Database |
| Name |
Emodin |
EINECS | 208-258-8 |
| CAS No. | 518-82-1 | Density | 1.583 g/cm3 |
| PSA | 94.83000 | LogP | 1.88720 |
| Solubility | <0.1 g/100 mL at 19 °C in water | Melting Point |
255 °C (dec.)(lit.) |
| Formula | C15H10O5 | Boiling Point | 586.9 °C at 760 mmHg |
| Molecular Weight | 270.241 | Flash Point | 322.8 °C |
| Transport Information | N/A | Appearance | red-orange powder |
| Safety | 26-36-37/39-36/37 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
6-Methyl-1,3,8-trihydroxyanthraquinone;Frangula emodin;1,3, 8-Trihydroxy-6-methylanthraquinone;6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione;1,3, 8-Trihydroxy-6-methyl-9,10-anthraquinone;9,10-Anthracenedione,1,3,8-trihydroxy-6- methyl-;Anthraquinone, 6-methyl-1,3,8-trihydroxy-;Anthraquinone, 1,3,8-trihydroxy-6-methyl-;Rheum emodin;1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione;9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl-;C.I. 75440;9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- (9CI);1,3,8-Trihydroxy-6-methylanthraquinone;3-Methyl-1,6, 8-trihydroxyanthraquinone;Huperzines A;Polygonum Cuspidatum P.E;Emodine; |
Article Data | 56 |
Emodin Synthetic route
- 6030-60-0
1,6,8-triacetoxy-3-methyl-9,10-anthraquinone
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 80℃; for 2h; | 100% |
| With water; trifluoroacetic acid at 72℃; for 20h; | 42% |
| Conditions | Yield |
|---|---|
| With boron tribromide In dichloromethane at 0 - 20℃; Inert atmosphere; | 98% |
| With hydrogen bromide; acetic acid | |
| With hydrogen bromide |
- 1396259-15-6
(R)-3,4-dihydro-3,8,9,10-tetrahydroxy-6-methylanthracen-1(2H)-one
A
- 481-74-3
Chrysophanol
B
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
C
- 39546-16-2, 115729-00-5
(−)-flavoskyrin
| Conditions | Yield |
|---|---|
| With oxygen In aq. phosphate buffer; acetonitrile at 10℃; for 10h; pH=6; Solvent; | A 10% B n/a C 72% |
- 6414-42-2
1,3,8-trimethoxy-6-methyl-9,10-anthraquinone
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With sulfuric acid at 160℃; |
| Conditions | Yield |
|---|---|
| at 320℃; | |
| With quinoline; copper oxide-chromium oxide at 170 - 190℃; |
- 54130-71-1
2-(2-hydroxy-4-methyl-benzoyl)-3,5-dimethoxy-benzoic acid
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With sulfuric acid; sulfur trioxide; boric acid Erhitzen des Reaktionsprodukts mit KBr und H3PO4; |
- 861790-72-9
1,3-diamino-8-hydroxy-6-methyl-anthraquinone
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With sulfuric acid Diazotization.Erhitzen des Reaktionsgemisches auf dem Wasserbad; | |
| With sulfuric acid Diazotization.Erhitzen des Reaktionsgemisches auf dem Wasserbad; |
- 4923-54-0
5,7-dihydroxy-1,4-naphthoquinone
- 155787-91-0
3-methyl-1-triethylsilyloxy-1-trimethylsilyloxy-1,3-butadiene
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With hydrogenchloride 1.) toluene, 80-100 deg C, 3 h; 2.) MeOH, rt., 10 h; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| With hydrogen bromide In acetic acid Heating; | |
| With hydrogen bromide In acetic acid for 24h; Heating; | 6 mg |
| Multi-step reaction with 2 steps 1: AlCl3 2: HBr View Scheme |
- 81892-82-2
1,2,6,7,8-pentamethoxy-3-methylanthraquinone
- 518-82-1
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
| Conditions | Yield |
|---|---|
| With chromium(VI) oxide; phosphorus; hydrogen iodide 1.) reflux, 5.5 h; 2.) Ac2O, AcOH, reflux, 2 h; Yield given. Multistep reaction; |
Emodin Chemical Properties
Molecular Structure of Emodin (CAS NO.518-82-1):
IUPAC Name: 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
Empirical Formula: C15H10O5
Molecular Weight: 270.2369
CAS Registry Number: 518-82-1
EINECS: 208-258-8
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 61.83Å2
Index of Refraction: 1.744
Molar Refractivity: 69.13 cm3
Molar Volume: 170.6 cm3
Surface Tension: 85.4 dyne/cm
Density: 1.583 g/cm3
Flash Point: 322.8 °C
Enthalpy of Vaporization: 90.88 kJ/mol
Boiling Point: 586.9 °C at 760 mmHg
Vapour Pressure: 2.27E-14 mmHg at 25°C
Melting point: 253-257 oC
Water solubility: <0.1 g/100 mL at 19 oC
Storage temp: 2-8°C
Product Categories: Anthraquinones, Hydroquinones and Quinones; Anthraquinones; Hydroxyanthraquinones; Natural Plant Extract; The group of Polydatin; Protein Kinase; plant extract; Nutritional Ingredients
Emodin Toxicity Data With Reference
| 1. | mmo-sat 50 µg/plate | BCSTB5 Biochemical Society Transactions. 5 (1977),1489. | ||
| 2. | mma-sat 10 µg/plate | MUREAV Mutation Research. 125 (1984),135. | ||
| 3. | ipr-mus LD50:35 mg/kg | JAFCAU Journal of Agricultural and Food Chemistry. 27 (1979),1342. |
Emodin Consensus Reports
EPA Genetic Toxicology Program.
Emodin Safety Profile
Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 3
RTECS: CB7920600
F: 8-10-23
Emodin Specification
Emodin , with CAS number of 518-82-1, can be called 1,3,8-Trihydroxy-6-methylanthraquinone ; 6-Methyl-1,3,8-trihydroxyanthraquinone ; C.I. 75440 ; C.I. Natural Yellow 14 ; 1,3,8-Trihydroxy-6-methylanthraquinone ; 1,3,8-trihydroxy-6-methylanthra-9,10-quinone . Emodin (CAS NO.518-82-1) is a purgative resin from rhubarb and the buckthorn. The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. When heated to decomposition Emodin emits acrid smoke and irritating fumes.
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