Ferrugine

(+)-Ferrugine
Identifiers
	IUPAC name (8-methyl-8-azabicyclo[3.2.1]octan-2-yl)-phenylmethanone;
CAS Number	58471-11-7;
PubChem CID	102489592;
ChemSpider	127384569;
Chemical and physical data
Formula	C15H19NO
Molar mass	229.323 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C(=O)([C@@H]1[C@]2(N(C)[C@@](CC1)(CC2)[H])[H])C3=CC=CC=C3;
	InChI InChI=1S/C15H19NO/c1-16-12-7-9-13(14(16)10-8-12)15(17)11-5-3-2-4-6-11/h2-6,12-14H,7-10H2,1H3/t12-,13-,14-/m0/s1; Key:FKBXXVPBVMWIDS-IHRRRGAJSA-N;

Ferrugine (2α-benzoyltropane) is a tropane alkaloid discovered in the basic extract of the Australian rainforest tree Darlingia ferruginea where it occurs in the leaves and stems. The structure has been determined through spectroscopic analysis^[1]^[2] and confirmed by chemical synthesis.^[3]^[4]^[5]

FormulaC₁₅H₁₉NO

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(+)-Ferrugine is the natural enantiomer, with a reported specific rotation of $[\alpha ]_{D}^{19}=+55$ ° (CHCl₃).^[2]

See also

Identifiers

IUPAC name (8-methyl-8-azabicyclo[3.2.1]octan-2-yl)-phenylmethanone
CAS Number	58471-11-7
PubChem CID	102489592
ChemSpider	127384569
Chemical and physical data
Formula	C₁₅H₁₉NO
Molar mass	229.323 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C(=O)([C@@H]1[C@]2(N(C)[C@@](CC1)(CC2)[H])[H])C3=CC=CC=C3
InChI InChI=1S/C15H19NO/c1-16-12-7-9-13(14(16)10-8-12)15(17)11-5-3-2-4-6-11/h2-6,12-14H,7-10H2,1H3/t12-,13-,14-/m0/s1 Key:FKBXXVPBVMWIDS-IHRRRGAJSA-N