A tropane alkaloid and an active metabolite of scopolamine
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Parent Compound(s)
40307Scopolamine
Technical Support & Resources

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Aposcopolamine

Item No. 36689

Technical Information
Formal Name
α-methylene-benzeneacetic acid, (1α,2β,4β,5α,7β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester
CAS Number
535-26-2
Synonyms
  • Apohyoscine
Molecular Formula
C17H19NO3
Formula Weight
Purity
≥95%
A solid
DMSO: Slightly soluble w/ heatMethanol: Slightly soluble w/ sonication
SMILES
CN1[C@H]2[C@]3([H])[C@@]([C@@H]1C[C@@H](C2)OC(C(C4=CC=CC=C4)=C)=O)([H])O3
InChi Code
InChI=1S/C17H19NO3/c1-10(11-6-4-3-5-7-11)17(19)20-12-8-13-15-16(21-15)14(9-12)18(13)2/h3-7,12-16H,1,8-9H2,2H3/t12-,13-,14+,15-,16+
InChi Key
JJNVDCBKBUSUII-JGPUMOJJSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Aposcopolamine is a tropane alkaloid that has been found in D. ferox and is an active metabolite of the muscarinic acetylcholine receptor (mAChR) antagonist scopolamine (Item No. 40307).1,2 It is selective for muscarinic acetylcholine receptors (mAChRs) over nicotinic AChRs (nAChRs; IC50s = 0.0192 and 188 µM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vitale, A.A., Acher , A., and Pomilio, A.B. Alkaloids of Datura ferox from Argentina. J. Ethnaopharmacol. 49(2), 81-89 (1995).

    2. Chen, H., Chen, Y., Du, P., et alLiquid chromatography-electrospray ionization ion trap mass spectrometry for analysis of in vivo and in vitro metabolites of scopolamine in rats. J. Chromatogr. Sci. 46(1), 74-80 (2008).

    3. Schmeller, T., Sporer, F., Sauerwein, M., et alBinding of tropane alkaloids to nicotinic and muscarinic acetylcholine receptors. Pharmazie 50(7), 493-495 (1995).