Experimental Factor Ontology

Last uploaded: May 15, 2024
Preferred Name

calciol

Synonyms

(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol

calciol

(+)-vitamin D3

Vitamin D3

vitamin D3

colecalciferol

Cholecalciferol

(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

oleovitamin D3

CC

Delta-D

(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol

activated 7-dehydrocholesterol

(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol

Definitions

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hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.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

ID

http://purl.obolibrary.org/obo/CHEBI_28940

charge

0

database_cross_reference

SNOMEDCT:18414002

NCIt:C48194

MeSH:D002762

PMID:184223

DrugBank:DB00169

PMID:15876428

PMID:9627702

KEGG:D00188

PMID:12174089

PMID:23964472

PMID:3494111

PMID:12955389

PMID:2838261

PMID:2997282

Gmelin:1267613

HMDB:HMDB0000876

PDBeChem:VD3

LIPID_MAPS_instance:LMST03020001

Wikipedia:Cholecalciferol

Beilstein:2339331

Reaxys:2339331

PMID:15214747

PMID:17156784

PMID:24304198

KEGG:C05443

PMID:16886665

PMID:10347174

PPDB:160

PMID:6265326

LIPID_MAPS_instance:LMST03020000

Drug_Central:2840

PMID:19817701

PMID:11493580

CAS:67-97-0

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hydroxy seco-steroid that is (5Z,7E)-9,10-secocholesta-5,7,10(19)-triene in which the pro-S hydrogen at position 3 has been replaced by a hydroxy group.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

formula

C27H44O

has_alternative_id

CHEBI:10008

CHEBI:46283

CHEBI:23170

has_exact_synonym

(3S,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol

calciol

has_obo_namespace

chebi_ontology

has_related_synonym

(+)-vitamin D3

Vitamin D3

vitamin D3

colecalciferol

Cholecalciferol

(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

oleovitamin D3

CC

Delta-D

(3beta,5Z,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol

activated 7-dehydrocholesterol

(5Z,7E)-(3S)-9,10-secocholesta-5,7,10(19)-trien-3-ol

has_role

http://purl.obolibrary.org/obo/CHEBI_33229

id

CHEBI:28940

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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

label

calciol

mass

384.63766

monoisotopicmass

384.33922

notation

CHEBI:28940

prefLabel

calciol

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

subClassOf

http://purl.obolibrary.org/obo/CHEBI_26764

http://purl.obolibrary.org/obo/CHEBI_27300

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