CHOLECALCIFEROL

Search structure
Synonyms:
Status: Approved (1999)
Entry Type: Small molecule
Molecule Category: Parent
UNII: 1C6V77QF41

Structure
InChI Key QYSXJUFSXHHAJI-YRZJJWOYSA-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)CCCC(C)C
InChI
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H44O
Molecular Weight 384.65
AlogP 7.62
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 20.23
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 28.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Vitamin D receptor agonist PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel Glycine receptor
400 - - - -
Other cytosolic protein
- 11000 - - -
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
0 - - - 8336
Unclassified protein
- 22000-31000 - - 74-80

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Polycystic Ovary Syndrome 3 D011085 ClinicalTrials
Cognitive Dysfunction 3 D060825 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Colitis, Ulcerative 3 D003093 ClinicalTrials
Arthritis, Juvenile 3 D001171 ClinicalTrials
Hip Fractures 3 D006620 ClinicalTrials
Tuberculosis 3 D014376 ClinicalTrials
Osteitis Deformans 3 D010001 ClinicalTrials
Diabetes, Gestational 3 D016640 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Urticaria 3 D014581 ClinicalTrials
Tuberculosis, Pulmonary 3 D014397 ClinicalTrials
Epilepsy 3 D004827 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Bone Diseases, Metabolic 3 D001851 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Non-alcoholic Fatty Liver Disease 3 D065626 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 3 D020529 ClinicalTrials
Hyperparathyroidism 3 D006961 ClinicalTrials
Vitamin D Deficiency 3 D014808 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Osteoporosis, Postmenopausal 3 D015663 ClinicalTrials
Hepatitis C 3 D006526 ClinicalTrials
Heart Failure 3 D006333 ClinicalTrials
Crohn Disease 3 D003424 ClinicalTrials
Hypogonadism 3 D007006 ClinicalTrials
Adenoma 3 D000236 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Melanoma 3 D008545 ClinicalTrials
Cardiovascular Diseases 3 D002318 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Fractures, Bone 3 D050723 ClinicalTrials
Infections 3 D007239 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Helicobacter Infections 3 D016481 ClinicalTrials
Influenza, Human 3 D007251 ClinicalTrials
Autistic Disorder 2 D001321 ClinicalTrials
Neurofibromatosis 1 2 D009456 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Glucose Intolerance 2 D018149 ClinicalTrials
Diabetes Mellitus 2 D003920 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 2 D029424 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Metabolic Syndrome 2 D024821 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Conjunctivitis, Allergic 2 D003233 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Hypersensitivity 2 D006967 ClinicalTrials
Parkinson Disease 2 D010300 ClinicalTrials
Aging 2 D000375 ClinicalTrials
Hereditary Breast and Ovarian Cancer Syndrome 2 D061325 ClinicalTrials
Optic Neuritis 2 D009902 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Leukemia, Myeloid, Acute 2 D015470 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Infertility, Male 2 D007248 ClinicalTrials
Psychotic Disorders 2 D011618 ClinicalTrials
Staphylococcal Infections 2 D013203 ClinicalTrials
Prediabetic State 2 D011236 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Respiratory Insufficiency 2 D012131 ClinicalTrials
Bronchiolitis 2 D001988 ClinicalTrials
Keratosis, Actinic 2 D055623 ClinicalTrials
Common Cold 2 D003139 ClinicalTrials
Malnutrition 2 D044342 ClinicalTrials
Rectal Neoplasms 2 D012004 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Colonic Neoplasms 2 D003110 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Urinary Tract Infections 2 D014552 ClinicalTrials
Hyperlipidemias 1 D006949 ClinicalTrials
Papilloma 1 D010212 ClinicalTrials
Pneumonia 1 D011014 ClinicalTrials
Anemia, Sickle Cell 1 D000755 ClinicalTrials
Adrenoleukodystrophy 1 D000326 ClinicalTrials
Sarcopenia 1 D055948 ClinicalTrials
Burns 1 D002056 ClinicalTrials
Skin Neoplasms 1 D012878 ClinicalTrials
Carcinoma in Situ 1 D002278 ClinicalTrials
Carcinoma, Intraductal, Noninfiltrating 1 D002285 ClinicalTrials
Irritable Bowel Syndrome 1 D043183 ClinicalTrials
Tibial Fractures 1 D013978 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Gingivitis 0 D005891 ClinicalTrials
Barrett Esophagus 0 D001471 ClinicalTrials

Related Entries

Scaffolds

Mixture
Mixture
Mixture

Cross References

Resources Reference
CAS NUMBER 67-97-0
ChEBI 28940
ChEMBL CHEMBL1042
DrugBank DB00169
DrugCentral 2840
EPA CompTox DTXSID6026294
FDA SRS 1C6V77QF41
Human Metabolome Database HMDB0000876
KEGG C05443
PubChem 5283710
SureChEMBL SCHEMBL3126
ZINC ZINC000004474460
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