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vitamin D3

CHEBI:CHEBI_28940

Definition

A hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group. It is the inactive form of vitamin D3, being hydroxylated in the liver to calcidiol (25-hydroxyvitamin D3), which is then further hydroxylated in the kidney to give calcitriol (1,25-dihydroxyvitamin D3), the active hormone.

Chemical Information

Molecular Formula
C27H44O
Molecular Mass
384.63766
Charge
0
SMILES
[H][C@@]1(CC[C@]2([H])[C@]1(C)CCC\C2=C/C=C1/C[C@@H](O)CCC1=C)[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
InChIKey
QYSXJUFSXHHAJI-YRZJJWOYSA-N

Alternative Names

  • (+)-vitamin D3
  • (1S,3Z)-3-[(2E)-2-[(1R,3AR,7AS)-7A-METHYL-1-[(2R)-6-METHYLHEPTAN-2-YL]-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE]ETHYLIDENE]-4-METHYLIDENE-CYCLOHEXAN-1-OL
  • (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
  • (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol
  • (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol
  • activated 7-dehydrocholesterol
  • calciol
  • CC
  • Cholecalciferol
  • colecalciferol
  • Delta-D
  • oleovitamin D3
  • vitamin D3
  • Vitamin D3

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

DRON_00010000
2418
oboInOwl#hasDbXref
Wikipedia:Cholecalciferol
core#notation
CHEBI:28940

Additional References

Wikipedia:Cholecalciferol

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Additional Attributes

oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
2418
oboInOwl#hasDbXref
Wikipedia:Cholecalciferol
oboInOwl#hasAlternativeId
CHEBI:46283
oboInOwl#id
CHEBI:28940
core#notation
CHEBI:28940
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_77746
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_3805
owl#someValuesFrom
t3511602
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_47042
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_103738
owl#annotatedSource
t169868