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CHEBI:145213 - 5,6-trans-vitamin D3

ChEBI IDCHEBI:145213
ChEBI Name5,6-trans-vitamin D3
Stars
ASCII Name5,6-trans-vitamin D3
DefinitionA member of the class of D3 vitamins that is calciol in which the double bond at position 5 adopts a trans-configuration. During exposure to sunlight, previtamin D3 and vitamin D3 in the skin become photoisomerized to 5,6-trans-vitamin D3.
Last Modified13 November 2020
Submittermwilliams
DownloadsMolfile
FormulaC27H44O
Net Charge0
Average Mass384.648
Monoisotopic Mass384.33922
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]1(C)CCC/C2=C\C=C1/C[C@@H](O)CCC1=C
InChIInChI=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
InChIKeyQYSXJUFSXHHAJI-FVUVGDFOSA-N
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
fat-soluble vitamin (role)  Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
ChEBI Ontology
Outgoing Relation(s)
5,6-trans-vitamin D3 (CHEBI:145213) has functional parent calciol (CHEBI:28940)
5,6-trans-vitamin D3 (CHEBI:145213) has role human metabolite (CHEBI:77746)
5,6-trans-vitamin D3 (CHEBI:145213) is a D3 vitamins (CHEBI:73558)
5,6-trans-vitamin D3 (CHEBI:145213) is a hydroxy seco-steroid (CHEBI:36853)
5,6-trans-vitamin D3 (CHEBI:145213) is a seco-cholestane (CHEBI:36818)
5,6-trans-vitamin D3 (CHEBI:145213) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,5E,7E)-9,10-secocholesta-5,7,10-trien-3-ol
Synonyms  Source
(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-olChEBI
5,6-trans-cholecalciferolHMDB
(5E,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatrien-3-olLIPID MAPS
(5E)-calciolLIPID MAPS
(5E)-cholecalciferolLIPID MAPS
(5E)-vitamin D3LIPID MAPS
UniProt Name  Source
5,6-trans-vitamin D3UniProt
Manual XrefsDatabases
FDB024037FooDB
HMDB0006719HMDB
LMST03020220LIPID MAPS
Registry NumbersSources
CAS:22350-41-0ChEBI
Citations