Chemicals and Drugs

Calcitriol

The physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (CALCIFEDIOL). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

The physiologically active form of vitamin D. It is formed primarily in the kidney by enzymatic hydroxylation of 25-hydroxycholecalciferol (CALCIFEDIOL). Its production is stimulated by low blood calcium levels and parathyroid hormone. Calcitriol increases intestinal absorption of calcium and phosphorus, and in concert with parathyroid hormone increases bone resorption.

Chemical Identity

Chemical Information

Molecular Formula
C27H44O3
Molecular Weight
416.6 g/mol
CAS Registry No.
32222-06-3
IUPAC Name
trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
InChIKey
GMRQFYUYWCNGIN-NKMMMXOESA-N
SMILES
C[C@H](CCCC(C)(C)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C
MeSH Unique ID
D002117
Source
PubChem CID 5280453

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

See Also

MeSH Record

Synonyms

34 entry terms
  • 1 alpha,25-Dihydroxycholecalciferol
  • 1 alpha,25-Dihydroxyvitamin D3
  • 1, 25-(OH)2D3
  • 1,25(OH)2D3
  • 1,25-Dihydroxycholecalciferol
  • 1,25-Dihydroxyvitamin D3
  • 1 alpha,25 Dihydroxyvitamin D3
  • 1,25 Dihydroxycholecalciferol
  • 1,25 Dihydroxyvitamin D3
  • D3, 1 alpha,25-Dihydroxyvitamin
  • D3, 1,25-Dihydroxyvitamin
  • 1 alpha, 25-dihydroxy-20-epi-Vitamin D3
  • 1,25(OH)2-20epi-D3
  • 1,25-dihydroxy-20-epi-Vitamin D3
  • 20-epi-1alpha,25-dihydroxycholecaliferol
  • Bocatriol
  • Calcijex
  • Calcitriol KyraMed
  • Calcitriol-Nefro
  • Decostriol
  • MC-1288
  • MC1288
  • Osteotriol
  • Renatriol
  • Rocaltrol
  • Silkis
  • Sitriol
  • Soltriol
  • Tirocal
  • 1,25 dihydroxy 20 epi Vitamin D3
  • Calcitriol Nefro
  • D3, 1,25-dihydroxy-20-epi-Vitamin
  • KyraMed, Calcitriol
  • MC 1288

MeSH Record

Aspects Covered

29 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

Indexing Annotation

deficiency: coordinate CALCITRIOL /defic (IM) with VITAMIN D DEFICIENCY (IM)

MeSH Record

History Note

82

MeSH Record

Previous Indexing

  • Cholecalciferols (1966-1972)
  • Dihydroxycholecalciferols (1973-1981)
  • Hydroxycholecalciferols (1972-1973)

MeSH Hierarchy

Tree Numbers

  1. D04w.210.500w.247.222w.159w.478w.387w.300w
  2. D04w.210.500w.247.808w.146w.478w.387w.300w
  3. D04w.210.500w.812w.768w.196w.478w.387w.300w
  4. D10w.570w.938w.146w.478w.387w.300w

AMA Style

References

  1. National Library of Medicine. Calcitriol. Medical Subject Headings (MeSH). 2026. Unique ID D002117. http://id.nlm.nih.gov/mesh/2026/D002117
  2. Calcitriol. In: Wikipedia. https://en.wikipedia.org/wiki/Calcitriol
  3. Calcitriol. In: Wikidata. https://www.wikidata.org/wiki/Q139195
  4. Calcitriol. In: PubChem Compound. CID 5280453. https://pubchem.ncbi.nlm.nih.gov/compound/5280453