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[3H] cortisol   Click here for help

GtoPdb Ligand ID: 13965

Synonyms: 1,2,6,7-(3H)Cortisol
 Ligand is labelled  Ligand is radioactive
Compound class: Synthetic organic
Comment: [3H] cortisol is a tritiated version of cortisol. It can be used as a radio-tracer to examine cortisol's behaviour in biological experiments [1-2].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 362.46
XLogP 0.55
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES C[C@@]12C([3H])C([3H])C(=O)C=C2C([3H])C([3H])[C@H]3[C@@H]4CC[C@](C(=O)CO)([C@@]4(C)C[C@@H]([C@@H]31)O)O
Isomeric SMILES [3H]C1C([3H])C2=CC(=O)C([3H])C([3H])[C@]2(C)[C@H]3[C@@H](O)C[C@@]4(C)[C@@H](CC[C@]4(O)C(=O)CO)[C@H]13
InChI InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1/i3T,4T,5T,7T/t3?,4?,5?,7?,14-,15-,16-,18+,19-,20-,21-
InChI Key JYGXADMDTFJGBT-YPISDNQJSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
References
1. Mayer M, Kaiser N, Milholland RJ, Rosen F. (1975)
Cortisol binding in rat skeletal muscle.
J Biol Chem, 250 (4): 1207-11. [PMID:163248]
2. Nixon M, Mackenzie SD, Taylor AI, Homer NZ, Livingstone DE, Mouras R, Morgan RA, Mole DJ, Stimson RH, Reynolds RM et al.. (2016)
ABCC1 confers tissue-specific sensitivity to cortisol versus corticosterone: A rationale for safer glucocorticoid replacement therapy.
Sci Transl Med, 8 (352): 352ra109. [PMID:27535620]