“Thujopsene”的意思、由来-开放百科全书

词条

Thujopsene

释义

Biosynthesis
References

{{Chembox
| ImageFile = Thujopsene.svg
| ImageSize =
| IUPACName = (1aS,4aS,8aS)-2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene
| OtherNames = Sesquichamene; Thujopsen; Widdrene
|Section1={{Chembox Identifiers
| CASNo = 470-40-6
| PubChem = 442402
| ChemSpiderID = 390845
| SMILES = C\\2=C(\\[C@H]3[C@@]1([C@](CCCC1(C)C)(C)C/2)C3)C
| InChI = 1/C15H24/c1-11-6-9-14(4)8-5-7-13(2,3)15(14)10-12(11)15/h6,12H,5,7-10H2,1-4H3/t12-,14-,15-/m0/s1
| InChIKey = WXQGPFZDVCRBME-QEJZJMRPBP
| StdInChI = 1S/C15H24/c1-11-6-9-14(4)8-5-7-13(2,3)15(14)10-12(11)15/h6,12H,5,7-10H2,1-4H3/t12-,14-,15-/m0/s1
| StdInChIKey = WXQGPFZDVCRBME-QEJZJMRPSA-N
|Section2={{Chembox Properties
| C=15 | H=24
| Appearance =
| Density = 0.936 g/mL (20 °C)^[1]
| MeltingPt =
| BoilingPtC = 258 to 260
| BoilingPt_ref = ^[1]
| Solubility =
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

Thujopsene is a natural chemical compound, classified as a sesquiterpene, with the molecular formula C₁₅H₂₄.

Thujopsene is found in the essential oil of a variety of conifers,^[2] in particular Juniperus cedrus and Thujopsis dolabrata in which it comprises around 2.2% of the weight of the heartwood.^[3]

Biosynthesis

Thujopsene is biosynthesized from farnesyl pyrophosphate (FPP):^[4]

References

1. ^¹{{cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/89235?lang=en | publisher = Sigma-Aldrich | title = (−)-Thujopsene}}
2. ^{{cite journal | title = Structure of thujopsene and hinokiic acid from coniferous wood |author1=Erdtman, H. |author2=Norin, T. | journal = Chemistry and Industry | year = 1960 | issue = 22 | pages = 622–623}}
3. ^{{cite journal | last=Runeburg | first=Jarl | year=1960 | title=The Chemistry of the Natural Order Cupressales XXX. Constituents of Juniperus cedrus L. | journal=Acta Chemica Scandinavica | volume=14 | pages=1991–1994 | doi=10.3891/acta.chem.scand.14-1991 | last2=Gramstad | first2=Thor | last3=Larsson | first3=Lennart | last4=Dodson | first4=R. M. }}
4. ^{{cite book | author = J. Mann| title = Natural Products: their chemistry and biological significance | isbn = 978-0582060098|display-authors=etal}}

3 : Hydrocarbons|Sesquiterpenes|Cyclopropanes

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