Molecular Structure & Chemical Details

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Molecular Formula: C₁₂H₁₇N₂O₄P
Average mass: 284.248 Da
Monoisotopic mass: 284.092590 Da
Systematic name: 3-[2-(Dimethylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate
SMILES: CN(C)CCc1c[nH]c2c1c(ccc2)OP(=O)(O)O

Description: A tryptamine alkaloid that is N,N-dimethyltryptamine carrying an additional phosphoryloxy substituent at position 4.

CSID:10178, http://www.chemspider.com/Chemical-Structure.10178.html

Source URL: https://github.com/mrdoob/three.js/blob/master/examples/css3d_periodictable.html

Rego, N., & Koes, D.. (2015). 3Dmol.js: molecular visualization with WebGL. Bioinformatics

, 31(8), 1322–1324.
Plain numerical DOI: 10.1093/bioinformatics/btu829
DOI URL
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Show/hide publication abstract

“UNLABELLED: 3dmol.js is a modern, object-oriented javascript library that uses the latest web technologies to provide interactive, hardware-accelerated three-dimensional representations of molecular data without the need to install browser plugins or java. 3dmol.js provides a full featured api for developers as well as a straightforward declarative interface that lets users easily share and embed molecular data in websites.nnavailability and implementation: 3dmol.js is distributed under the permissive bsd open source license. source code and documentation can be found at http://3dmol.csb.pitt.edunncontact: dkoes@pitt.edu.”

Fricke, J., Blei, F., & Hoffmeister, D.. (2017). Enzymatic Synthesis of Psilocybin. Angewandte Chemie International Edition

, 56(40), 12352–12355.
Plain numerical DOI: 10.1002/anie.201705489
DOI URL
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“Psilocybin is the psychotropic tryptamine-derived natural product of psilocybe carpophores, the so-called ‘magic mushrooms’. although its structure has been known for 60 years, the enzymatic basis of its biosynthesis has remained obscure. we characterized four psilocybin biosynthesis enzymes, namely i) psid, which represents a new class of fungal l-tryptophan decarboxylases, ii) psik, which catalyzes the phosphotransfer step, iii) the methyltransferase psim, catalyzing iterative n-methyl transfer as the terminal biosynthetic step, and iv) psih, a monooxygenase. in a combined psid/psik/psim reaction, psilocybin was synthesized enzymatically in a step-economic route from 4-hydroxy-l-tryptophan. given the renewed pharmaceutical interest in psilocybin, our results may lay the foundation for its biotechnological production.”