CHEBI:8403 - previtamin D3

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name previtamin D3
ChEBI ID CHEBI:8403
ChEBI ASCII Name previtamin D3
Definition A hydroxy seco-steroid which is an intermediate in the production of vitamin D3 in human skin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000016343334
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
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/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12-/t21-,24+,25-,26+,27-/m1/s1
InChIKey YUGCAAVRZWBXEQ-WHTXLNIXSA-N
SMILES [H][C@@]1(CC[C@@]2([H])C(\C=C/C3=C(C)CC[C@H](O)C3)=CCC[C@]12C)[C@H](C)CCCC(C)C
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Produced in skin. See: PubMed
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 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 Sources
(3β,6Z)-9,10-secocholesta-5(10),6,8-trien-3-ol ChemIDplus
(6Z)-(3S)-9,10-seco-5(10),6,8-cholestatrien-3-ol LIPID MAPS
(6Z)-tacalciol LIPID MAPS
pre-vitamin D3 MetaCyc
precholecalciferol LIPID MAPS
previtamin D(3) ChemIDplus
previtamin D3 DrugBank
previtamin D3 UniProt
Manual Xrefs Databases
9375051 ChemSpider
C07711 KEGG COMPOUND
CPD-10570 MetaCyc
DB15614 DrugBank
FDB023943 FooDB
HMDB0006500 HMDB
LMST03020222 LIPID MAPS
Previtamin_D3 Wikipedia
View more database links
Registry Numbers Types Sources
1173-13-3 CAS Registry Number ChemIDplus
1173-13-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10876100 PubMed citation Europe PMC
14738534 PubMed citation Europe PMC
18513232 PubMed citation Europe PMC
194588 PubMed citation Europe PMC
20062839 PubMed citation Europe PMC
22327464 PubMed citation Europe PMC
23126292 PubMed citation Europe PMC
232256 PubMed citation Europe PMC
232946 PubMed citation Europe PMC
23591142 PubMed citation Europe PMC
27286277 PubMed citation Europe PMC
28904394 PubMed citation Europe PMC
29452159 PubMed citation Europe PMC
29657665 PubMed citation Europe PMC
29739575 PubMed citation Europe PMC
32918212 PubMed citation Europe PMC
6251551 PubMed citation Europe PMC
6265564 PubMed citation Europe PMC
7721775 PubMed citation Europe PMC
8392061 PubMed citation Europe PMC
9933613 PubMed citation Europe PMC
Last Modified
12 November 2020