ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1536
CHEMBL1536
Compound Name ERGOCALCIFEROL
ChEMBL Synonyms CALCIFEROL | OSTO-D2 | LANES | CALTRATE | ERGORAL D2 | Oleovitamin D | VITAMIN D2 | DRISDOL | STEROGYL 15H | STEROGYL | OLEOVITAMIN D, SYNTHETIC | ERGO-D2 | DELTALIN | D-FORTE | VITAMIN D | UVESTEROL D | STEROGYL-15 | ERGOCALCIFEROL | CALCIFEROL IN ARACH OIL | Vitamin D 2 | ECIFEROL D2 | VIOSTEROL IN OIL
Max Phase 4 (Approved)
Trade Names Calciferol | LANES | OSTO-D2 | DRISDOL | D-FORTE | DELTALIN | ERGO-D2 | STEROGYL | STEROGYL 15H | CALCIFEROL IN ARACH OIL | ERGOCALCIFEROL | STEROGYL-15 | UVESTEROL D | VITAMIN D | Vitamin D 2 | ECIFEROL D2 | CALTRATE | ERGORAL D2 | Oleovitamin D
Molecular Formula C28H44O

Additional synonyms for CHEMBL1536 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@H]2\C(=C\C=C/3\C[C@@H ...
Download SMILES
Standard InChI InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-1 ...
Download InChI
Standard InChI Key MECHNRXZTMCUDQ-RKHKHRCZSA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1536

Molecule Features

CHEMBL1536 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vitamin D receptor agonist Vitamin D receptor PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease3ClinicalTrials
Colorectal NeoplasmsD015179EFO:1001951colorectal carcinoma1ClinicalTrials
MelanomaD008545EFO:0000389cutaneous melanoma3ClinicalTrials
Optic NeuritisD009902EFO:0007405optic neuritis2ClinicalTrials
Osteitis DeformansD010001EFO:0004261osteitis deformans3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials
AvitaminosisD001361EFO:0005878vitamin deficiency2ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Hepatitis C, ChronicD019698EFO:0004220Chronic Hepatitis C infection3ClinicalTrials
Lipid Metabolism DisordersD052439Orphanet:309005Disorder of lipid metabolism3ClinicalTrials
Bone Diseases, MetabolicD001851HP:0000938osteopenia3ClinicalTrials
Hepatitis CD006526EFO:0003047hepatitis C infection2ClinicalTrials
HyperprolactinemiaD006966EFO:0007319hyperprolactinemia3ClinicalTrials
Osteoporosis, PostmenopausalD015663EFO:0003854postmenopausal osteoporosis3ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
AsthmaD001249EFO:0000270asthma3ClinicalTrials
Death, Sudden, CardiacD016757EFO:0004278sudden cardiac arrest2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection2ClinicalTrials
Heart FailureD006333EFO:0003144heart failure2ClinicalTrials
Insulin ResistanceD007333EFO:0002614insulin resistance2ClinicalTrials
LymphomaD008223EFO:0000574lymphoma3ClinicalTrials
Lymphoma, Non-HodgkinD008228EFO:0005952non-Hodgkins lymphoma3ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
Restless Legs SyndromeD012148EFO:0004270restless legs syndrome2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus3ClinicalTrials
Hyperparathyroidism, PrimaryD0499502ClinicalTrials
Lung NeoplasmsD008175EFO:0001071lung carcinoma1ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials
Non-alcoholic Fatty Liver DiseaseD065626EFO:0003095non-alcoholic fatty liver disease3ClinicalTrials
ObesityD009765EFO:0001073obesity3ClinicalTrials
OsteoarthritisD010003EFO:0002506osteoarthritis3ClinicalTrials
PregnancyD011247EFO:0002950pregnancy3ClinicalTrials
SarcopeniaD055948EFO:1000653sarcopenia1ClinicalTrials
Aortic Valve StenosisD001024EFO:0000266aortic stenosis1ClinicalTrials
Crohn DiseaseD003424EFO:0000384Crohn's disease2ClinicalTrials
Femoral Neck FracturesD005265EFO:1001792femoral neck fracture3ClinicalTrials
Inflammatory Bowel DiseasesD015212EFO:0003767inflammatory bowel disease1ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Nutrition DisordersD009748EFO:0001069nutritional disorder2ClinicalTrials
Anemia, Sickle CellD000755Orphanet:232Sickle cell anemia3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
Colitis, UlcerativeD003093EFO:0000729ulcerative colitis1ClinicalTrials
Cystic FibrosisD003550Orphanet:586Cystic fibrosis2ClinicalTrials
LeukemiaD007938EFO:0000565leukemia3ClinicalTrials
Penile IndurationD010411HP:0003549Abnormality of connective tissue1ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials
TuberculosisD014376Orphanet:3389Tuberculosis3ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus3ClinicalTrials
Hip FracturesD006620EFO:0003964hip fracture3ClinicalTrials
Lupus Erythematosus, CutaneousD008178EFO:0003834cutaneous lupus erythematosus2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer3ClinicalTrials
Vitamin D DeficiencyD014808EFO:0003762vitamin D deficiency3ClinicalTrials

Clinical Data

ClinicalTrials.gov ERGOCALCIFEROL
The Cochrane Collaboration ERGOCALCIFEROL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1536. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.999
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.997
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.994
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.993
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.991
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.989
CHEMBL5600 Serine/threonine-protein kinase c-TAK1 Homo sapiens 0.973
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.912
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.828
CHEMBL3056 Androgen Receptor Mus musculus 0.573
CHEMBL237 Kappa opioid receptor Homo sapiens 0.433
CHEMBL3041 Mu opioid receptor Bos taurus 0.379
CHEMBL4402 Retinoid X receptor gamma Mus musculus 0.315
CHEMBL4047 Retinoid X receptor beta Mus musculus 0.309
CHEMBL233 Mu opioid receptor Homo sapiens 0.255



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1977 Vitamin D receptor Homo sapiens 1.000
CHEMBL3150 Vitamin D receptor Rattus norvegicus 1.000
CHEMBL4521 Cytochrome P450 24A1 Homo sapiens 1.000
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL4804 Dual specificity phosphatase Cdc25B Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3180 Carboxylesterase 2 Homo sapiens 0.999
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.999
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.999
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.998
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.996
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.949
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.942
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.939
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.924

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
396.7 396.3392 7.64 5 20.23 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
1 1 1 1 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 9.15 9.15 0 29 0.47

Structural Alerts

There are 4 structural alerts for CHEMBL1536. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A11 - VITAMINS
A11C - VITAMIN A AND D, INCL. COMBINATIONS OF THE TWO
A11CC - Vitamin D and analogues
A11CC01 - ergocalciferol

ChemSpider ChemSpider:MECHNRXZTMCUDQ-RKHKHRCZSA-N
DailyMed ergocalciferol
PubChem SID: 144205957 SID: 144209546 SID: 144213069 SID: 57264355
Wikipedia Ergocalciferol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1536



ACToR 31316-19-5
Brenda 8344 211342
ChEBI 28934
ChemicalBook CB3731934
DrugBank DB00153
DrugCentral 2838
eMolecules 29541226
EPA CompTox Dashboard DTXSID5020233
FDA SRS VS041H42XC
Human Metabolome Database HMDB0000900
KEGG Ligand C05441
LipidMaps LMST03010001
Metabolights MTBLC28934
MolPort MolPort-001-740-057
Nikkaji J1.907K
PDBe D2V
PharmGKB PA449484
PubChem 5280793
PubChem: Thomson Pharma 14903406 14928009
Recon vitd2
Rhea 28934
Selleck vitamin-d2-ergocalciferol
SureChEMBL SCHEMBL3420
ZINC ZINC000004629876

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/MECHNRXZTMCUDQ-RKHKHRCZSA-N spacer
spacer