Betulin
| Names | |
|---|---|
| IUPAC name
Lup-20(29)-ene-3β,28-diol | |
| Systematic IUPAC name
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(Hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-ol | |
| Other names
Betulinol, betuline, betulol, betulinic alcohol, trochol | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.006.797 |
| EC Number |
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| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C30H50O2 | |
| Molar mass | 442.728 g·mol−1 |
| Appearance | solid with needle-like crystals |
| Melting point | 256 to 257 °C (493 to 495 °F; 529 to 530 K) |
| insoluble | |
| Solubility | slightly soluble in ethanol and benzene; soluble in diethyl ether, ethyl acetate and ligroin |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
Betulin is an abundant, naturally occurring triterpene. It is commonly isolated from the bark of birch trees, hence its name, from betula. It forms up to 30% of the dry weight of silver birch bark. It is also found in birch sap. Inonotus obliquus contains betulin.
The compound in the bark gives the tree its white color which appears to protect the tree from mid-winter overheating by the sun. As a result, birches are some of the northernmost occurring deciduous trees.