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41410-53-1

41410-53-1 Structure

41410-53-1 Structure
IdentificationBack Directory
[Name]

Gymnomitrol
[CAS]

41410-53-1
[Synonyms]

Gymnomitrol
(3aS,9S)-Decahydro-3aβ,4,8aβ-trimethyl-7-methylene-4β,8β-methanoazulen-9-ol
4,8-Methanoazulen-9-ol, decahydro-3a,4,8a-trimethyl-7-methylene-, (3aS,4S,8R,8aS,9S)-
[Molecular Formula]

C15H24O
[MOL File]

41410-53-1.mol
[Molecular Weight]

220.35
Chemical PropertiesBack Directory
[Boiling point ]

289.1±9.0 °C(Predicted)
[density ]

1.02±0.1 g/cm3(Predicted)
[pka]

14.72±0.70(Predicted)
Hazard InformationBack Directory
[Description]

Gymnomitrol, a novel tricyclic sesquiterpenoid alcohol from the liverwort Gymnomitrion obtusum(Lindb) Pears, is formulated  on chemical and spectroscopic evidence and the novel carbon skeleton is shown to be derivable biogenetically from γ-bisabolene via a trichodiene intermediate.[1]
[Synthesis]

The tricyclic sesquiterpenoid gymnomitrol was isolated as a major metabolite from liverwort Gymnomitrion obtusum (Lindb.) Pears. The corresponding hydrocarbon, gymnomitrene (previously known as P-barbatene2 or P-pompene3), also occurs with gymnomitrol. The structure and stereochemistry of gymnomitrol were determined by degradation and spectroscopy in conjunction with biogenetic considerations. The unique carbon framework of this cyclotrichothecane is thought to arise, biogenetically, from bazzanene.
Gymnomitrol synthesis
[References]

[1] J. D. CONNOLLY   Ian M S T  A E Harding. Gymnomitrol, a novel tricyclic sesquiterpenoid from Gymnomitrion obtusum(Lindb) Pears (hepaticae)[J]. Journal of The Chemical Society, Chemical Communications, 1972, 42 1: 1320-1321. DOI:10.1039/C39720001320.
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