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Catalog ID
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Bio-0635 | |||||||||||||||
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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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SMILES
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COc1ccc2c(c1)c(CCNC(=O)C)c[nH]2 | |||||||||||||||
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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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54.12 | |||||||||||||||
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Biological use
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Product of tryptophan metabolism by the pineal gland; Potent effects on the control of seasonal reproduction in mammals; Synthesis and secretion subject to photoperiodic control; May influence circadian rhythms in humans; Tumour-inhibiting props. and role in immune system under investigation | |||||||||||||||
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Mechanism
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Prolactin antagonist; Dopamine antagonist | |||||||||||||||
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Biological source
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Isol. from bovine pineal glands | |||||||||||||||
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References
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Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 663A Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 677A, (ir) Adlerova, I. et al., Coll. Czech. Chem. Comm., 1960, 25, 784; CA, 54, 13095f Szmuszkovicz, J. et al., J.O.C., 1960, 25, 857, (synth, uv) Quarles, W.G. et al., Acta Cryst. B, 1974, 30, 99, (cryst struct) Mattox, S.E. et al., Biomed. Mass Spectrom., 1975, 2, 272, (synth, ms) Minneman, K.P. et al., Life Sci., 1975, 17, 1189, (rev, pharmacol) Arendt, J., Clin. Endocrinol. (Oxford), 1988, 29, 205, (Melatonin, rev) Neville, S. et al., J. Pineal Res., 1989, 6, 73, (mutagenicity) Dubcovich, M.L., Adv. Pineal Res., 1991, 5, 343-349, (Melatonin, pharmacol) Reiter, R.J., Endocr. Rev., 1991, 12, 151, (Melatonin, rev) Guerrero, J.M. et al., Endocr. Rev., 1992, 18, 91, (Melatonin) Vivien-Roels, B. et al., Experientia, 1993, 49, 642, (rev, Melatonin) Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1385, (Melatonin) Weniger, B. et al., Planta Med., 1995, 61, 569-570, (isol, deriv) Marais, W. et al., Synth. Commun., 1998, 28, 3681-3691, (Melatonin) Hwang, K.-J. et al., Synth. Commun., 1999, 29, 2099-2104, (Melatonin, synth, pmr) Somei, M. et al., Heterocycles, 2000, 53, 1725-1736, (Melatonin, synth) Somei, M. et al., Chem. Pharm. Bull., 2001, 49, 87-96, (synth, deriv, Melatonin)Amat, M. et al., Synthesis, 2001, 267-275, (Melatonin) Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, MCB350; MFT000; MFS400 | |||||||||||||||
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InChI
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InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16) | |||||||||||||||
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InChIKey
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DRLFMBDRBRZALE-UHFFFAOYSA-N | |||||||||||||||
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Prices
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