(+)-Scopolamine
[CAS# 64069-63-2]

Identification

• Name: (+)-Scopolamine
• Synonyms: Benzeneacetic Acid, .Alpha.-(Hydroxymethyl)-, 9-Methyl-3-Oxa-9-Azatricyclo[3.3.1.(02,4)]Non-7-Yl Ester, [7(S)-(1.Alpha.,2.Beta.,4.Beta.,5.Alpha.,7.Beta.)]-; (+)-Scopolamine
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.36
• CAS Registry Number: 64069-63-2
• SMILES: C4=C(C(C(OC3CC1N(C(C2OC12)C3)C)=O)CO)C=CC=C4
• InChI: 1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3
• InChIKey: STECJAGHUSJQJN-UHFFFAOYSA-N

Properties

• Density: 1.313g/cm³ (Cal.)
• Boiling point: 460.313°C at 760 mmHg (Cal.)
• Flash point: 232.189°C (Cal.)

References

• (1): Johanna Linnankoski, Johanna M Mäkelä, Veli-Pekka Ranta, Arto Urtti, and Marjo Yliperttula. Computational Prediction of Oral Drug Absorption Based on Absorption Rate Constants in Humans, J. Med. Chem., 2006, 49(12), 3674-368123 compounds and their Experimental FA values are given in the paper. These have been provided here.
• (2): Oprea, T. I. and Gottfries, J.. Toward Minimalistic Modeling of Oral Drug Absorption, J. Mol. Graphics Modell. 1999, 17 (5-6), 261-274"The data set consists of 85 compounds, for which Wessel and co-workers gathered %HIA values from the literature. Sixteen of these 85 structures have Caco-2 cell permeability data, originating from Artursson and Karlsson that were used in the QSAR models proposed by Van de Waterbeemd et. al. and by Norinder et. al. In addition, Yazdanian et. al. reported Caco-2 cell permeability data for 29 of these 85 structures. Thus, three experimental measures were used to derive our QSAR model".
• (3): Mehran Yazdanian, Susan L. Glynn, James L. Wright and Amale Hawi. Correlating Partitioning and Caco-2 Cell Permeability of Structurally Diverse Small Molecular Weight Compounds, Pharm. Res. 1998, 15(9), 1490-1494