CALCITRIOL

Search structure
Trade Names:
Synonyms:
Status: Approved (1978)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: A11CC04
UNII: FXC9231JVH

Structure
InChI Key GMRQFYUYWCNGIN-NKMMMXOESA-N
Smile C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O)C[C@@H]1O
InChI
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H44O3
Molecular Weight 416.65
AlogP 5.7
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 60.69
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 30.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Vitamin D receptor agonist FDA ISBN
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Secreted protein
- - 24 - 1
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
0-515 0-6430 0 0-0 100-100
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1
2 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
- - - - 45
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 39700 - - -

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Renal Insufficiency, Chronic 4 D051436 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Adenomatous Polyposis Coli 3 D011125 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Osteoporosis 3 D010024 ClinicalTrials
Fibroma 3 D005350 ClinicalTrials
Osteopetrosis 3 D010022 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Lupus Erythematosus, Systemic 2 D008180 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Hypertension 2 D006973 ClinicalTrials
Acute Kidney Injury 2 D058186 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Carcinoma, Basal Cell 2 D002280 ClinicalTrials
Cholangiocarcinoma 2 D018281 ClinicalTrials
Sepsis 2 D018805 ClinicalTrials
Klinefelter Syndrome 2 D007713 ClinicalTrials
Chronic Kidney Disease-Mineral and Bone Disorder 2 D012080 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Osteoporosis, Postmenopausal 1 D015663 ClinicalTrials
Melanoma 1 D008545 ClinicalTrials
Central Nervous System Neoplasms 1 D016543 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Prediabetic State 1 D011236 ClinicalTrials
Crohn Disease 1 D003424 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Attention Deficit Disorder with Hyperactivity 1 D001289 ClinicalTrials
Mouth Neoplasms 1 D009062 ClinicalTrials
Familial Hypophosphatemic Rickets 0 D053098 ClinicalTrials

Related Entries

MCS

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Metabolism and nutrition disorders
11.8
General disorders and administration site conditions
9.41
Renal and urinary disorders
7.79
Investigations
7.61
Gastrointestinal disorders
7.12
Musculoskeletal and connective tissue disorders
6.61
Injury, poisoning and procedural complications
6.48
Nervous system disorders
6.08
Endocrine disorders
5.6
Respiratory, thoracic and mediastinal disorders
4.2
Cardiac disorders
3.81
Vascular disorders
3.77
Infections and infestations
3.65
Skin and subcutaneous tissue disorders
3.63
Psychiatric disorders
2.18

Cross References

Resources Reference
CAS NUMBER 32222-06-3
ChEBI 17823
ChEMBL CHEMBL846
DrugBank DB00136
DrugCentral 466
EPA CompTox DTXSID5022722
FDA SRS FXC9231JVH
Human Metabolome Database HMDB0001903
Guide to Pharmacology 2779
KEGG C01673
PDB VDX
PubChem 5280453
SureChEMBL SCHEMBL3245
ZINC ZINC000100015048
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