CAS Number1415-73-2
Synonyms(10R)-10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone; EINECS 215-808-0; barbaloin isomers; BAR-5'-monophosphate; N6-Benzyladenosin-5'-phosphat; Aloin; 10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone; Benzyl-amp; isobarbaloin; Benzyl-adenosine monophosphate; MFCD00151160; 10-(1',5'-Anhydroglucosyl)-aloe-emodin-9-anthrone; 6-N-benzyladenosine-5'-O-monophosphate; N6-Benzyladenosin-5'-monophosphat; N6-Benzyladenosine 5'-Phosphat; 1,8-Dihydroxy-10-(β-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone
Molecular FormulaC21H22O9
Molecular Weight418.39
Purity98.00%
Density1.6±0.1 g/cm3
Boiling Point752.6±60.0 °C at 760 mmHg
Melting Point148-149ºC
Appearanceyellow powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1415-73-2 |
| Catalog No. | 2A-9026770 |
| Chinese Name | 芦荟苷 |
| Synonyms | (10R)-10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone; EINECS 215-808-0; barbaloin isomers; BAR-5'-monophosphate; N6-Benzyladenosin-5'-phosphat; Aloin; 10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone; Benzyl-amp; isobarbaloin; Benzyl-adenosine monophosphate; MFCD00151160; 10-(1',5'-Anhydroglucosyl)-aloe-emodin-9-anthrone; 6-N-benzyladenosine-5'-O-monophosphate; N6-Benzyladenosin-5'-monophosphat; N6-Benzyladenosine 5'-Phosphat; 1,8-Dihydroxy-10-(β-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone |
| Molecular Formula | C21H22O9 |
| Molecular Weight | 418.39 |
| Purity | 98.00 |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 752.6±60.0 °C at 760 mmHg |
| Melting Point | 148-149ºC |
| Appearance | yellow powder |
| Water Solubility | pyridine: 50 mg/mL, clear, dark red |
| Storage Condition | Sealed, store at 2 ºC -8 ºC |
| Application | Aloin (Aloin-A; Barbaloin-A) is a natural anti-tumor anthraquinone glycoside with iron chelating activity. |
| PubChem ID | 329748962 |
| SMILES | O=C1c2c(O)cccc2C(C2OC(CO)C(O)C(O)C2O)c2cc(CO)cc(O)c21 |
| InChI | InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14-,17-,19+,20-,21+/m1/s1 |
| InChI Key | AFHJQYHRLPMKHU-OSYMLPPYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Aloin(Aloin-A; Barbaloin-A) is a natural antitumor anthraquinone glycoside with iron chelating and non-atherogenic activities.IC50 value:Target:in vitro: Aloin significantly inhibited HUVECs proliferation, migration and tube formation in vitro. suppressed activation of VEGF receptor (VEGFR) 2 and STAT3 phosphorylation in endothelial cells. In addition, the constitutively activated STAT3 protein, and the expression of STAT3-regulated antiapoptotic (Bcl-xL), proliferative (c-Myc), and angiogenic (VEGF) proteins were also down-regulated in response to AL in human SW620 cancer cells [1]. aloin exerted inhibition of cell proliferation, adhesion and invasion abilities of B16-F10 melanoma cells under non-cytotoxic concentrations. Furthermore, aloin induced melanoma cell differentiation through the enhancement of melanogenesis and transglutaminase activity [2].in vivo: Aloin substantially reduced tumor volumes and weight in vivo mouse xenografts, without obviously toxicity [1]. Aloin (10, 30 mg/kg bw) or vehicle was given by gavage to mice after each alcohol administration. Alcohol elevated the serum transaminases alanine aminotransferase, aspartate aminotransferase, total cholesterol and triglyceride levels which were significantly attenuated by the co-administration of aloin (p < 0.05) [3]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Quinones References [1]. Pan Q, et al. Inhibition of the angiogenesis and growth of Aloin in human colorectal cancer in vitro and in vivo. Cancer Cell Int. 2013 Jul 12;13(1):69. [2]. Tabolacci C, et al. Aloin enhances cisplatin antineoplastic activity in B16-F10 melanoma cells by transglutaminase-induced differentiation. Amino Acids. 2013 Jan;44(1):293-300. [3]. Cui Y, et al. Aloin protects against chronic alcoholic liver injury via attenuating lipid accumulation, oxidative stress and inflammation in mice. Arch Pharm Res. 2014 Dec;37(12):1624-33. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 752.6±60.0 °C at 760 mmHg Melting Point 148-149ºC Molecular Formula C21H22O9 Molecular Weight 418.394 Flash Point 268.0±26.4 °C Exact Mass 418.126373 PSA 167.91000 LogP 1.86 Vapour Pressure 0.0±2.6 mmHg at 25°C Index of Refraction 1.741 InChIKey AFHJQYHRLPMKHU-OSYMLPPYSA-N SMILES O=C1c2c(O)cccc2C(C2OC(CO)C(O)C(O)C2O)c2cc(CO)cc(O)c21 Stability Stable, but light sensitive. Incompatible with bases, strong oxidizing agents. Combustible. Water Solubility pyridine: 50 mg/mL, clear, dark red |
| Use of | Properties Articles32 Name aloin A Synonym More Synonyms Aloin Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Quinones References [1]. Pan Q, et al. Inhibition of the angiogenesis and growth of Aloin in human colorectal cancer in vitro and in vivo. Cancer Cell Int. 2013 Jul 12;13(1):69. [3]. Cui Y, et al. Aloin protects against chronic alcoholic liver injury via attenuating lipid accumulation, oxidative stress and inflammation in mice. Arch Pharm Res. 2014 Dec;37(12):1624-33. Chemical & Physical Properties Molecular Formula C21H22O9 Exact Mass 418.126373 PSA 167.91000 Index of Refraction 1.741 InChIKey AFHJQYHRLPMKHU-OSYMLPPYSA-N Stability Stable, but light sensitive. Incompatible with bases, strong oxidizing agents. Combustible. |
| Transport Info | Product name: Purity: 97.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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