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calciol
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hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.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.


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more general categories    information about this item
01. Food Nutrient & Dietary Chemicals 
01. Food Nutrient & Dietary Chemicals
 Vitamins [ChEBI:26848] (59) 
 Fat soluble vitamins [ChEBI:33229] (34) 
 Vitamin D components [ChEBI:27300] (5) 
 cholecalciferol [ChEBI:28940] (1)
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 molecular messenger [CHEBI:33280] (92) 
 hormone [CHEBI:24621] (55) 
 calciol [CHEBI:28940] (1)
04. Bioactive Capabilities of Specific Chemicals  
04. Bioactive Capabilities of Specific Chemicals
 Oxidoreductases [EC:1] (1697) 
 Acting on paired donors, with incorporation or reduction of molecular oxygen [EC:1.14] (587) 
 With NADH or NADPH as one donor, and incorporation of one atom of oxygen [EC:1.14.13] (391) 
 Vitamin D 25-hydroxylase [EC:1.14.13.159] (7) 
 calciol [CHEBI:28940] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 secondary alcohol [CHEBI:35681] (342) 
 calciol [CHEBI:28940] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 secondary alcohol [CHEBI:35681] (342) 
 calciol [CHEBI:28940] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 lipid [CHEBI:18059] (3532) 
 steroid [CHEBI:35341] (716) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 seco-steroid [CHEBI:35788] (12) 
 seco-cholestane [CHEBI:36818] (3) 
 calciol [CHEBI:28940] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 secondary alcohol [CHEBI:35681] (342) 
 calciol [CHEBI:28940] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 seco-steroid [CHEBI:35788] (12) 
 seco-cholestane [CHEBI:36818] (3) 
 calciol [CHEBI:28940] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 seco-steroid [CHEBI:35788] (12) 
 seco-cholestane [CHEBI:36818] (3) 
 calciol [CHEBI:28940] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 seco-steroid [CHEBI:35788] (12) 
 seco-cholestane [CHEBI:36818] (3) 
 calciol [CHEBI:28940] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic polycyclic compound [CHEBI:51958] (1654) 
 steroid [CHEBI:35341] (716) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 seco-steroid [CHEBI:35788] (12) 
 seco-cholestane [CHEBI:36818] (3) 
 calciol [CHEBI:28940] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 hydroxy steroid [CHEBI:35350] (392) 
 hydroxy seco-steroid [CHEBI:36853] (20) 
 calciol [CHEBI:28940] (1)
 vitamin D [CHEBI:27300] (7) 
 D3 vitamins [CHEBI:73558] (3) 
 calciol [CHEBI:28940] (1)
 secondary alcohol [CHEBI:35681] (342) 
 calciol [CHEBI:28940] (1)
ChEBI Compound Accession Identifier  [CHEBI:28940]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  28940
ChEBI InChI Value  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
ChEBI InChIKey Value  QYSXJUFSXHHAJI-YRZJJWOYSA-N
ChEBI Compound Name  calciol
ChEBI SMILES Value  [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
ChEBI Substance ID  8144901
ChEBI URL  ChEBI:28940
ChemSpider ID  4444353
Ontomatica Chemical Accession Key (OnChAKey)  QYSXJUFSXHHAJI_YRZJJWOYSA_N_000_000000
PubChem Compound ID  5280795