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Catalog ID
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Bio-0615 | |||||||||||||||
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Molecule name
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Other names
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Iupac name
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CAS Registry Number
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Structure
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Molecular Formula
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Molecular Weight
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Comment
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Isomers | |||||||||||||||
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SMILES
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COc1cc(CNC(=O)CCCC/C=C/C(C)C)ccc1O | |||||||||||||||
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Rotatable Bonds
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H Bond Donors
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H Bond Acceptors
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Rings
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logP
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PSA
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58.56 | |||||||||||||||
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Biological use
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Irritant used for desensitisation of sensory neurones; Used as a selective probe for studying neurogenic inflammation and the role of nociceptors in human physiol; Used as a counterirritant and topical analgesic for some skin conditions | |||||||||||||||
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Mechanism
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Gastric motility inhibitor; Prevents reaccumulation of substance-P in peripheral sensory neurons; Probable mechanism: substance-P-depletor | |||||||||||||||
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Biological source
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Pungent principle of various Capsicum spp. (Solanaceae) | |||||||||||||||
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References
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Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1378C, (nmr) Crombie, L. et al., J.C.S., 1955, 1025, (synth) Leete, E. et al., J.A.C.S., 1968, 90, 6837, (biosynth) Bowman, W.R. et al., Chem. Comm., 1969, 1075, (biosynth) Rangoonwala, R., Pharmazie, 1969, 24, 177, (biosynth) Jeso, I., Chem. Zvesti, 1975, 29, 714, (synth) Virus, R.M. et al., Life Sci., 1979, 25, 1273, (rev, props) Monsereenusorn, Y. et al., Crit. Rev. Toxicol., 1982, 10, 321, (rev, props) Suzuki, T. et al., Alkaloids (London), 1983, 23, 227, (rev) Merck Index, 10th edn., 1983, No. 1741 Kaga, H. et al., J.O.C., 1989, 54, 3477, (synth, bibl) Fuller, R.W., Arch. Int. Pharmacodyn. Ther., 1990, 303, 147, (rev, pharmacol) Maggi, C.A., Arch. Int. Pharmacodyn. Ther., 1990, 303, 157, (pharmacol) Kaga, H. et al., Biosci., Biotechnol., Biochem., 1992, 56, 946, (synth) Cordell, G.A. et al., Ann. Pharmacother., 1993, 27, 330, (rev) Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 756 Kirby, G.W. et al., Phytochemistry, 1994, 36, 185, (purifn, bibl) Fenaroli's Handbook of Flavor Ingredients, 3rd edn., (ed. Burdock, G.A.), CRC Press, 1995, 2, 364 Surh, Y.-J. et al., Life Sci., 1995, 56, 1845, (rev, tox, metab) Fusco, B.M. et al., Drugs, 1997, 53, 909-914, (rev) Encyclopedia of Food and Color Additives, (ed. Burdock, G.A.), CRC Press, 1997, 1374-1375 David, W.I.F. et al., Chem. Comm., 1998, 931-932, (cryst struct) Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CBF750 | |||||||||||||||
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InChI
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InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+ | |||||||||||||||
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InChIKey
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YKPUWZUDDOIDPM-SOFGYWHQSA-N | |||||||||||||||
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Prices
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