heme   Click here for help

GtoPdb Ligand ID: 4349

Synonyms: ferroheme | haem
Compound class: Metabolite or derivative
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Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

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View interactive charts of activity data across species
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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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.

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Canonical SMILES C=CC1=C(C)C2=NC1=Cc1[n-]c(c(c1C)CCC(=O)O)C=C1N=C(C=c3[n-]c(=C2)c(C=C)c3C)C(=C1CCC(=O)O)C.[Fe+2]
Isomeric SMILES C=CC1=C(C)C2=NC1=Cc1[n-]c(c(c1C)CCC(=O)O)C=C1N=C(C=c3[n-]c(=C2)c(C=C)c3C)C(=C1CCC(=O)O)C.[Fe+2]
InChI InChI=1S/C34H34N4O4.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);/q;+2/p-2
InChI Key KABFMIBPWCXCRK-UHFFFAOYSA-L
Natural/Endogenous Targets
Target
Rev-Erb-α
Rev-Erb-β
Cofactor in Enzyme Reactions
Enzyme Reference
Endothelial NOS
Inducible NOS
Neuronal NOS
Transporters Moving this Compound Across a Lipid Membrane
Transporter EC number Reaction Reference
Feline leukemia virus subgroup C cellular receptor family, member 1 4
Feline leukemia virus subgroup C cellular receptor family, member 2 1
Proton-coupled folate transporter 3
Selectivity at nuclear hormone receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
Rev-Erb-β Ligand is endogenous in the given species Hs Agonist Agonist 6.4 pKd - 2,5-6
⤷ pKd 6.4 (Kd 3.53x10-7 M) [2,5-6]
Rev-Erb-α Ligand is endogenous in the given species Hs Agonist Agonist - - - 5-6
⤷ [5-6]
Additional information and targets (data relate to human unless otherwise stated)
Description Data Reference
Substrates at Proton-coupled folate transporter folic acid (1.3µM) > heme (>100 µM) 3
Ligand mentioned in the following text fields
Haem oxygenase overview
SLC46 family of folate transporters overview