CALCIFEDIOL

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Trade Names
Synonyms
Status
Molecule Category Mixture
ATC A11CC06 H05BX05
UNII T0WXW8F54E
EPA CompTox DTXSID0022721

Structure

InChI Key JWUBBDSIWDLEOM-DTOXIADCSA-N
Smiles C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@]2(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]12
InChI
InChI=1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23+,24-,25+,27-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H46O3
Molecular Weight 418.66
AlogP 6.73
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 40.46
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 29.0

Bioactivity

Mechanism of Action Action Reference
Vitamin D receptor agonist AGONIST PubMed
Protein: Vitamin D receptor
Description: Vitamin D3 receptor
Organism : Homo sapiens
P11473 ENSG00000111424
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 1
600 - - - -
Assay Description Organism Bioactivity Reference
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -3.86 %
Inhibition of Hedgehog signaling pathway in mouse C3H10T1/2 cells assessed as reduction in oxysterol-induced Gli1 mRNA expression at 2.5 uM after 24 hrs by q-PCR analysis relative to oxysterol alone Mus musculus 9.2 %
Inhibition of Hedgehog signaling pathway in mouse C3H10T1/2 cells assessed as reduction in oxysterol-induced Gli1 mRNA expression after 24 hrs by q-PCR analysis Mus musculus 400.0 nM
Inhibition of Hedgehog signaling pathway in mouse ASZ001 cells assessed as reduction in oxysterol-induced Gli1 mRNA expression after 48 hrs by q-PCR analysis Mus musculus 500.0 nM
Activation of VDR in mouse ASZ001 cells assessed as change in Cyp24A1 mRNA expression after 48 hrs by q-PCR analysis Mus musculus 600.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 6.094 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.03 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.03 %
Inhibition of hedgehog signalling in mouse ASZ001 cells assessed as reduction in Gli1 mRNA expression measured after 48 hrs by RT-PCR analysis Mus musculus 400.0 nM
Inhibition of hedgehog signalling in mouse C3H 10T1/2 cells assessed as reduction in Gli1 mRNA expression measured after 48 hrs by RT-PCR analysis Mus musculus 480.0 nM

Cross References

Resources Reference
ChEBI 17933
ChEMBL CHEMBL1040
DrugBank DB00146
DrugCentral 464
FDA SRS T0WXW8F54E
Human Metabolome Database HMDB0003550
Guide to Pharmacology 6921
KEGG C01561
PDB VDY
PubChem 6441383
SureChEMBL SCHEMBL3296
ZINC ZINC000004474414
ChEMBL CHEMBL3544909
FDA SRS P6YZ13C99Q
Guide to Pharmacology 6921
PubChem 6441383
SureChEMBL SCHEMBL63580
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