ERGOCALCIFEROL

Search structure
Trade Names:
Synonyms:
Status: Approved (1941)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A11CC01
UNII: VS041H42XC

Structure
InChI Key MECHNRXZTMCUDQ-RKHKHRCZSA-N
Smile C=C1CC[C@H](O)C/C1=C/C=C1\CCC[C@@]2(C)[C@H]1CC[C@@H]2[C@H](C)/C=C/[C@H](C)C(C)C
InChI
InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C28H44O
Molecular Weight 396.66
AlogP 7.64
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 20.23
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 29.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Vitamin D receptor agonist PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- 94000 - - -
Other cytosolic protein
- 45000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 29
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 75800 - - -
Unclassified protein
- 28000-41000 - - 60-96

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Fractures, Bone 3 D050723 ClinicalTrials
Myocardial Ischemia 3 D017202 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Vitamin D Deficiency 3 D014808 ClinicalTrials
Burns 3 D002056 ClinicalTrials
Tuberculosis, Pulmonary 3 D014397 ClinicalTrials
Familial Hypophosphatemic Rickets 3 D053098 ClinicalTrials
Menopause 3 D008593 ClinicalTrials
Colonic Neoplasms 3 D003110 ClinicalTrials
Osteoarthritis, Knee 3 D020370 ClinicalTrials
Non-alcoholic Fatty Liver Disease 3 D065626 ClinicalTrials
Diabetes Mellitus, Type 1 3 D003922 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Hypocalcemia 3 D006996 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Polycystic Ovary Syndrome 3 D011085 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Multiple Sclerosis 3 D009103 ClinicalTrials
Bone Diseases, Metabolic 3 D001851 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Alzheimer Disease 3 D000544 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Lymphoma 3 D008223 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Hepatitis C, Chronic 3 D019698 ClinicalTrials
Osteoporosis, Postmenopausal 3 D015663 ClinicalTrials
Osteoporosis 3 D010024 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Hip Fractures 3 D006620 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Hyperprolactinemia 3 D006966 ClinicalTrials
Femoral Neck Fractures 3 D005265 ClinicalTrials
Osteitis Deformans 3 D010001 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Giant Cell Tumor of Bone 2 D018212 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Heart Failure 2 D006333 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Restless Legs Syndrome 2 D012148 ClinicalTrials
Optic Neuritis 2 D009902 ClinicalTrials
Insulin Resistance 2 D007333 ClinicalTrials
Lupus Erythematosus, Cutaneous 2 D008178 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Migraine Disorders 2 D008881 ClinicalTrials
Death, Sudden, Cardiac 2 D016757 ClinicalTrials
Hyperparathyroidism, Primary 2 D049950 ClinicalTrials
Malnutrition 2 D044342 ClinicalTrials
Blood Coagulation Disorders 2 D001778 ClinicalTrials
Latent Autoimmune Diabetes in Adults 2 D000071698 ClinicalTrials
Disseminated Intravascular Coagulation 2 D004211 ClinicalTrials
Giant Cell Tumors 2 D005870 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Endometrial Neoplasms 2 D016889 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Diabetes Mellitus 2 D003920 ClinicalTrials
Colitis, Ulcerative 1 D003093 ClinicalTrials
Penile Induration 1 D010411 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Osteogenesis Imperfecta 1 D010013 ClinicalTrials
Colorectal Neoplasms 1 D015179 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Alopecia Areata 1 D000506 ClinicalTrials
Inflammatory Bowel Diseases 1 D015212 ClinicalTrials
Sarcopenia 1 D055948 ClinicalTrials
Premature Birth 1 D047928 ClinicalTrials
Diabetes, Gestational 0 D016640 ClinicalTrials
Psoriasis 0 D011565 ClinicalTrials
Mood Disorders 0 D019964 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture
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Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
15.02
Gastrointestinal disorders
11.88
Metabolism and nutrition disorders
10.99
Investigations
7.29
Musculoskeletal and connective tissue disorders
6.84
Nervous system disorders
6.84
Renal and urinary disorders
5.61
Skin and subcutaneous tissue disorders
4.6
Injury, poisoning and procedural complications
4.37
Endocrine disorders
4.26
Cardiac disorders
3.81
Immune system disorders
3.59
Respiratory, thoracic and mediastinal disorders
3.36
Psychiatric disorders
2.91
Vascular disorders
2.91

Cross References

Resources Reference
CAS NUMBER 50-14-6
ChEBI 28934
ChEMBL CHEMBL1536
DrugBank DB00153
DrugCentral 2838
EPA CompTox DTXSID5020233
FDA SRS VS041H42XC
Human Metabolome Database HMDB0000900
KEGG C05441
PDB D2V
PharmGKB PA449484
PubChem 5280793
SureChEMBL SCHEMBL3420
ZINC ZINC000004629876
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