CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: calciol
Accession: CHEBI:28940
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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hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.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.
Synonyms: related_synonym: (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; (5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol; CC; Cholecalciferol; Delta-D; Formula=C27H44O; 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; 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; activated 7-dehydrocholesterol; colecalciferol; oleovitamin D3; vitamin D3
alt_id: CHEBI:10008; CHEBI:23170; CHEBI:46283
xref: CAS:67-97-0; DrugBank:DB00169; Drug_Central:2840; Gmelin:1267613; HMDB:HMDB0000876; KEGG:C05443; KEGG:D00188; LIPID_MAPS_instance:LMST03020000; LIPID_MAPS_instance:LMST03020001
xref_mesh: MESH:D002762
xref: PDBeChem:VD3; PMID:10347174; PMID:11493580; PMID:12174089; PMID:12955389; PMID:15214747; PMID:15876428; PMID:16886665; PMID:17156784; PMID:184223; PMID:19817701; PMID:23964472; PMID:24304198; PMID:2838261; PMID:2997282; PMID:3494111; PMID:6265326; PMID:9627702; PPDB:160; Reaxys:2339331; Wikipedia:Cholecalciferol
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Path 1
CHEBI ontology
20849
role
20820
biological role
20805
molecular messenger
19443
hormone
19241
steroid hormone
7936
calciol
2652
(24R)-1alpha,24-dihydroxy-22-oxavitamin D3
0
1alpha,23(S),25-trihydroxyvitamin D3
0
1alpha,2beta,25-trihydroxy vitamin D3
0
5,6-trans-vitamin D3
0
alfacalcidol
25
hydroxycalciol +
2504
oxocalciol +
0
tacalcitol
0
Path 2
CHEBI ontology
20849
subatomic particle
20847
composite particle
20860
hadron
20847
baryon
20860
nucleon
20847
atomic nucleus
20847
atom
20860
main group element atom
20781
p-block element atom
20768
carbon group element atom
20715
carbon atom
20710
organic molecular entity
20710
organic molecule
20654
organic cyclic compound
20403
organic polycyclic compound
17566
steroid
15300
hydroxy steroid
15131
hydroxy seco-steroid
2714
vitamin D
2705
D3 vitamins
2652
calciol
2652
(24R)-1alpha,24-dihydroxy-22-oxavitamin D3
0
1alpha,23(S),25-trihydroxyvitamin D3
0
1alpha,2beta,25-trihydroxy vitamin D3
0
5,6-trans-vitamin D3
0
alfacalcidol
25
hydroxycalciol +
2504
oxocalciol +
0
tacalcitol
0