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

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ChEBI Name 5,6-trans-vitamin D3
ChEBI ID CHEBI:145213
ChEBI ASCII Name 5,6-trans-vitamin D3
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
Download Molfile XML SDF
Formula C27H44O
Net Charge 0
Average Mass 384.648
Monoisotopic Mass 384.33922
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-FVUVGDFOSA-N
SMILES C1[C@]2([C@](/C(=C/C=C/3\C[C@H](CCC3=C)O)/CC1)(CC[C@@]2([C@H](C)CCCC(C)C)[H])[H])C
Roles Classification
Biological Role(s): 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.
(via vitamin D )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-ol ChEBI
(5E)-calciol LIPID MAPS
(5E)-cholecalciferol LIPID MAPS
(5E)-vitamin D3 LIPID MAPS
(5E,7E)-(3S)-9,10-seco-5,7,10(19)-cholestatrien-3-ol LIPID MAPS
(E,E)-9,10-secocholesta-5,7,10(19)-trien-3β-ol ChEBI
5,6-trans-cholecalciferol HMDB
5,6-trans-vitamin D3 UniProt
cholecalciferol EP impurity A ChEBI
trans-vitamin D3 ChEBI
Manual Xrefs Databases
FDB024037 FooDB
HMDB0006719 HMDB
LMST03020220 LIPID MAPS
View more database links
Registry Number Type Source
22350-41-0 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
10876100 PubMed citation Europe PMC
1204577 PubMed citation Europe PMC
189003 PubMed citation Europe PMC
195026 PubMed citation Europe PMC
197056 PubMed citation Europe PMC
206533 PubMed citation Europe PMC
2541158 PubMed citation Europe PMC
4374186 PubMed citation Europe PMC
6255383 PubMed citation Europe PMC
Last Modified
13 November 2020