Compound

calcidiol

The major circulating metabolite of vitamin D3. It is produced in the liver and is the best indicator of the body's vitamin D stores. It is effective in the treatment of rickets and osteomalacia, both in azotemic and non-azotemic patients. Calcifediol also has mineralizing properties.

Definition from MeSH (D002112), National Library of Medicine, read 2026-09-23. NLM revises MeSH; this copy may not reflect its current record.

CHEBI:17933ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of calcidiol — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound
Formula: C27H44O2
Mass: 400.647 g/mol
Charge: 0
InChIKey: JWUBBDSIWDLEOM-DTOXIADCSA-N
SMILES: [H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)(C)O)[C@@]1(C)CCC/C2=CC=C1C[C@@H](O)CCC1=C
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

10 entities

10 entities reached.

0 reported hops10 assembled from the scaffold

What the reference databases state

Chemical structure

calcidiol 25-O-(beta-D-glucuronide) has the functional parent calcidiolCompoundChEBI CHEBI:139277Inferred only
calcidiol 3-O-(beta-D-glucuronide) has the functional parent calcidiolCompoundChEBI CHEBI:139278Inferred only

Statements

30 statements

30 statements · 2 reference databases · Subject: calcidiol · Sources: Human-GEM, Rhea

Order

calcidiol is converted to calcidiol 25-O-(beta-D-glucuronide)CompoundRhea RHEA:55840Inferred only
calcidiol is converted to calcidiol 3-O-(beta-D-glucuronide)CompoundRhea RHEA:55844Inferred only
calcidiol is converted to calcitriolCompoundHuman-GEM MAR02118Inferred only
calcidiol is converted to calcitriolCompoundHuman-GEM MAR08008Inferred only
CHEBI:283119 is converted to calcidiolCompoundHuman-GEM MAR02115Inferred only
CHEBI:283119 is converted to calcidiolCompoundHuman-GEM MAR02117Inferred only
calcidiol is converted to secalciferolCompoundHuman-GEM MAR02137Inferred only
calcidiol is converted to secalciferolCompoundHuman-GEM MAR02138Inferred only
calcidiol is metabolised by CYP24A1ProteinHuman-GEM MAR02137Inferred only
calcidiol is metabolised by CYP24A1ProteinRhea RHEA:46616Inferred only
calcidiol is metabolised by CYP24A1ProteinRhea RHEA:24968Inferred only
calcidiol is metabolised by CYP24A1ProteinHuman-GEM MAR02138Inferred only

Show the remaining 18

calcidiol is metabolised by CYP27B1ProteinHuman-GEM MAR02118Inferred only
calcidiol is metabolised by CYP27B1ProteinHuman-GEM MAR08008Inferred only
calcidiol is metabolised by CYP27B1ProteinRhea RHEA:20573Inferred only
calcidiol is metabolised by CYP2E1ProteinHuman-GEM MAR02130Inferred only
calcidiol is metabolised by CYP2E1ProteinHuman-GEM MAR02129Inferred only
calcidiol is metabolised by CYP4V2ProteinHuman-GEM MAR02130Inferred only
calcidiol is metabolised by CYP4V2ProteinHuman-GEM MAR02129Inferred only
calcidiol is metabolised by UGT1A3ProteinRhea RHEA:55840Inferred only
calcidiol is metabolised by UGT1A4ProteinRhea RHEA:55844Inferred only
calcidiol is metabolised by UGT1A4ProteinRhea RHEA:55840Inferred only
calcidiol is a substrate of COQ6ProteinHuman-GEM MAR02129Inferred only
calcidiol is a substrate of COQ6ProteinHuman-GEM MAR02130Inferred only
calcidiol is a substrate of CUBNProteinHuman-GEM MAR02118Inferred only
calcidiol is a substrate of CUBNProteinHuman-GEM MAR08008Inferred only
calcidiol is a substrate of GCProteinHuman-GEM MAR08008Inferred only
calcidiol is a substrate of GCProteinHuman-GEM MAR02118Inferred only
calcidiol is a substrate of LRP2ProteinHuman-GEM MAR02118Inferred only
calcidiol is a substrate of LRP2ProteinHuman-GEM MAR08008Inferred only

Reactions

21 reactions

proton+NADPH(4-)+dioxygen+CHEBI:283119calcidiol+water+NADP(3-)
Catalysed by CYP2R1
Reaction pageLeft to rightBalancedEC 1.14.14.24cytosol
Human-GEM MAR02115CC BY 4.0Reference data
proton+NADPH(4-)+dioxygen+CHEBI:283119calcidiol+water+NADP(3-)
Catalysed by CYP2E1 or CYP27A1
Reaction pageLeft to rightBalancedEC 1.14.13.-mitochondrial matrix
Human-GEM MAR02117CC BY 4.0Reference data
calcidiol+proton+NADPH(4-)+dioxygencalcitriol+water+NADP(3-)
Catalysed by CYP27B1 & CUBN & GC & LRP2
Reaction pageLeft to rightBalancedEC 1.14.15.18cytosol
Human-GEM MAR02118CC BY 4.0Reference data
calcidiol+proton+NADPH(4-)+dioxygenMAM00608c+water+NADP(3-)
Catalysed by COQ6 or CYP2E1 or CYP4V2
Reaction pageLeft to rightBalancedEC 1.14.13.-cytosol
Human-GEM MAR02129CC BY 4.0Reference data
MAM00608m+water+NADP(3-)calcidiol+proton+NADPH(4-)+dioxygen
Catalysed by COQ6 or CYP2E1 or CYP4V2
Reaction pageReversibleBalancedEC 1.14.13.-mitochondrial matrix
Human-GEM MAR02130CC BY 4.0Reference data
calcidiol+proton+NADPH(4-)+dioxygensecalciferol+water+NADP(3-)
Catalysed by CYP24A1
Reaction pageLeft to rightBalancedEC 1.14.15.16cytosol
Human-GEM MAR02137CC BY 4.0Reference data
calcidiol+proton+NADPH(4-)+dioxygensecalciferol+water+NADP(3-)
Catalysed by CYP24A1
Reaction pageLeft to rightBalancedEC 1.14.15.16mitochondrial matrix
Human-GEM MAR02138CC BY 4.0Reference data
calcidiol+proton+NADPH(4-)+dioxygencalcitriol+water+NADP(3-)
Catalysed by CYP27B1 & CUBN & GC & LRP2
Reaction pageLeft to rightBalancedEC 1.14.15.18mitochondrial matrix
Human-GEM MAR08008CC BY 4.0Reference data
calcidiolcalcidiol
Reaction pageReversibleBalancedcytosol, mitochondrial matrix
Human-GEM MAR08009CC BY 4.0Reference data
calcidiolcalcidiol
Reaction pageReversibleBalancedcytosol, extracellular space
Human-GEM MAR08010CC BY 4.0Reference data
calcidiol
Reaction pageReversibleBalance undeterminableextracellular space
Human-GEM MAR09215CC BY 4.0Reference data
calcidiol+2reduced [adrenodoxin]+dioxygen+2hydroncalcitriol+2oxidized [adrenodoxin]+water
Catalysed by CYP27B1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:20573CC BY 4.0Reference data

Show the remaining 9

Other names

13 names

Resolves to: calcidiol

Also called: (3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol(3S,5Z,7E)-9,10-secocholesta-5,7,10-triene-3,25-diol(3β,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol(5Z,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol25-hydroxycholecalciferol25-hydroxyvitamin D325(OH)D33-{2-[1-(5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE]-ETHYLIDENE}-4-METHYLENE-CYCLOHEXANOLCalcifediolCalcifediol anhydrous
Systematic name: (3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-3,25-diol
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