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CHEBI:8403 - previtamin D3

ChEBI IDCHEBI:8403
ChEBI Nameprevitamin D3
Stars
ASCII Nameprevitamin D3
DefinitionA hydroxy seco-steroid which is an intermediate in the production of vitamin D3 in human skin.
Last Modified12 November 2020
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)CC[C@H](O)C1
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/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12-/t21-,24+,25-,26+,27-/m1/s1
InChIKeyYUGCAAVRZWBXEQ-WHTXLNIXSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (8392061) Produced in skin.
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)
previtamin D3 (CHEBI:8403) has role human metabolite (CHEBI:77746)
previtamin D3 (CHEBI:8403) is a D3 vitamins (CHEBI:73558)
previtamin D3 (CHEBI:8403) is a hydroxy seco-steroid (CHEBI:36853)
previtamin D3 (CHEBI:8403) is a seco-cholestane (CHEBI:36818)
previtamin D3 (CHEBI:8403) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,6Z)-9,10-secocholesta-5(10),6,8-trien-3-ol
Synonyms  Source
previtamin D(3)ChemIDplus
(3β,6Z)-9,10-secocholesta-5(10),6,8-trien-3-olChemIDplus
previtamin D3DrugBank
(6Z)-(3S)-9,10-seco-5(10),6,8-cholestatrien-3-olLIPID MAPS
precholecalciferolLIPID MAPS
(6Z)-tacalciolLIPID MAPS
UniProt Name  Source
previtamin D3UniProt
Manual XrefsDatabases
C07711KEGG COMPOUND
FDB023943FooDB
DB15614DrugBank
CPD-10570MetaCyc
HMDB0006500HMDB
Previtamin_D3Wikipedia
LMST03020222LIPID MAPS
9375051ChemSpider
Registry NumbersSources
CAS:1173-13-3ChemIDplus
CAS:1173-13-3NIST Chemistry WebBook
Citations