| Identification | More | [Name]
Scopoletin | [CAS]
92-61-5 | [Synonyms]
6-METHOXYCOUMARIN
6-METHOXYUMBELLIFERONE
7-HYDROXY-5-METHOXYCOUMARIN
7-HYDROXY-6-METHOXY-2H-1-BENZOPYRAN-2-ONE
7-HYDROXY-6-METHOXY-2H-CHROMEN-2-ONE
7-HYDROXY-6-METHOXYCOUMARIN
AKOS 214-14
B-METHYLESCULETIN
CHRYSATROPIC ACID
ESCULETIN-6-METHYL ETHER
GELSEMINIC ACID
MURRAYETIN
SCOPOLETIN
2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy-
6-Methoxy-7-hydroxycoumarin
6-Methylesculetin
6-O-Methylesculetin
7-hydroxy-6-methoxy-2h-1-benzopyran-2-on
7-hydroxy-6-methoxy-coumari
beta-Methylesculetin | [EINECS(EC#)]
202-171-9 | [Molecular Formula]
C10H8O4 | [MDL Number]
MFCD00006872 | [Molecular Weight]
192.17 | [MOL File]
92-61-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
203-205 °C (lit.) | [Boiling point ]
288.14°C (rough estimate) | [density ]
1.2932 (rough estimate) | [refractive index ]
1.5430 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Sightly, Heated), Ethyl Acetate (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
Crystalline Powder | [pka]
7.91±0.20(Predicted) | [color ]
Beige | [Water Solubility ]
Slightly soluble | [Usage]
The aglucone of Scopolin. Used for cosmetics, topical formulations, and foods. | [Merck ]
8408 | [BRN ]
156296 | [InChIKey]
RODXRVNMMDRFIK-UHFFFAOYSA-N | [LogP]
1.280 (est) | [CAS DataBase Reference]
92-61-5(CAS DataBase Reference) | [NIST Chemistry Reference]
7-Hydroxy-6-methoxy-2h-1-benzopyran-2-one(92-61-5) | [EPA Substance Registry System]
92-61-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 . | [WGK Germany ]
2
| [RTECS ]
GN6930000
| [HS Code ]
29322090 |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Scopoletin can be used for cosmetics, topical formulations, and foods.
| [Definition]
ChEBI: A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. | [benefits]
Scopoletin is a coumarin synthesized by diverse medicinal and edible plants, which plays a vital role as a therapeutic and chemopreventive agent in the treatment of a variety of diseases. Scopoletin is indicated to have antimicrobial, anticancer, anti-inflammation, anti-angiogenesis, anti-oxidation, antidiabetic, antihypertensive, hepatoprotective, and neuroprotective properties and immunomodulatory effects in both in vitro and in vivo experimental trials. In addition, it is an inhibitor of various enzymes, including choline acetyltransferase, acetylcholinesterase, and monoamine oxidase. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 27, p. 3083, 1962 DOI: 10.1021/jo01056a023 | [General Description]
Scopoletin is a coumarin compound and pharmacologically active chemical that is found in various plant species. | [Biochem/physiol Actions]
Scopoletin significantly increases activity of lipoprotein lipase in adipocytes by promoting transcription of the LPL gene. It also partially reverses inhibition of LPL by TNF-α. | [Purification Methods]
Crystallise it from water, acetic acid or *C6H6/MeOH. It is dimorphic with a second m at 193-195o. It sublimes at 120-130o/12mm. [Beilstein 18 H 99, 18 I 348, 18 II 68, 18 III/IV 1323, 18/3 V 203.] |
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