Chemicals and Drugs

Cholecalciferol

Derivative of 7-dehydroxycholesterol formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. It differs from ERGOCALCIFEROL in having a single bond between C22 and C23 and lacking a methyl group at C24.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

Derivative of 7-dehydroxycholesterol formed by ULTRAVIOLET RAYS breaking of the C9-C10 bond. It differs from ERGOCALCIFEROL in having a single bond between C22 and C23 and lacking a methyl group at C24.

Chemical Identity

Chemical Information

Molecular Formula
C27H44O
Molecular Weight
384.6 g/mol
CAS Registry No.
67-97-0
IUPAC Name
(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
InChIKey
QYSXJUFSXHHAJI-YRZJJWOYSA-N
SMILES
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C
MeSH Unique ID
D002762
Source
PubChem CID 5280795

MeSH Record

Classification

Broader headings

Narrower headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

See Also

MeSH Record

Synonyms

5 entry terms
  • (3 beta,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trien-3-ol
  • Calciol
  • Vitamin D 3
  • Vitamin D3
  • Cholecalciferols

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 CHOLECALCIFEROL /defic (IM) with VITAMIN D DEFICIENCY (IM)

MeSH Record

History Note

94, 67-74; was CHOLECALCIFEROLS 1975-93, was CHOLECALCIFEROL 1967-74, was VITAMIN D 3 1963-66

MeSH Hierarchy

Tree Numbers

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

MeSH Record

NLM Classification

QU 173

AMA Style

References

  1. National Library of Medicine. Cholecalciferol. Medical Subject Headings (MeSH). 2026. Unique ID D002762. http://id.nlm.nih.gov/mesh/2026/D002762
  2. Cholecalciferol. In: Wikipedia. https://en.wikipedia.org/wiki/Cholecalciferol
  3. Cholecalciferol. In: Wikidata. https://www.wikidata.org/wiki/Q139347
  4. Cholecalciferol. In: PubChem Compound. CID 5280795. https://pubchem.ncbi.nlm.nih.gov/compound/5280795