Record Information
Version1.0
Creation date2011-09-21 00:04:28 UTC
Update date2020-09-17 15:42:04 UTC
Primary IDFDB021882
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name7-Dehydrocholesterol
Description7-Dehydrocholesterol, also known as 5,7-cholestadien-3-b-ol or provitamin D3, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7-dehydrocholesterol is considered to be a sterol lipid molecule. 7-Dehydrocholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 7-Dehydrocholesterol is a potentially toxic compound.
CAS Number434-16-2
Structure
Thumb
Synonyms
SynonymSource
(-)-7-dehydrocholesterolhmdb
(3b)-Cholesta-5,7-dien-3-olhmdb
(3beta)-Cholesta-5,7-dien-3-olhmdb
(3β)-cholesta-5,7-dien-3-olGenerator
10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-olhmdb
17-(1,5-dimethylhexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-olhmdb
5,7-Cholestadien-3-b-olGenerator
5,7-Cholestadien-3-beta-olhmdb
5,7-Cholestadien-3-β-olGenerator
5,7-Cholestadien-3b-olGenerator
5,7-Cholestadien-3beta-olChEBI
5,7-Cholestadien-3β-olGenerator
5,7-Cholestandien-3-olhmdb
5,7-Cholestandien-3beta-olhmdb
7-dehydro-cholesterolhmdb
7-Dehydrocholesterinhmdb
7-Dehydrocholesterolhmdb
7,8-dehydro-cholesterolhmdb
7,8-Didehydrocholesterolhmdb
7DHChmdb
cholesta-5,7-dien-3 beta -olhmdb
Cholesta-5,7-dien-3-beta-olhmdb
Cholesta-5,7-dien-3-olhmdb
cholesta-5,7-dien-3b-olhmdb
Cholesta-5,7-dien-3beta-olhmdb
Cholesta-5,7-dien-3β-olGenerator
Dehydrocholesterinhmdb
Dehydrocholesterolhmdb
delta5,7-Cholestadien-3beta-olhmdb
delta5,7-Cholesterolhmdb
delta7-Cholesterolhmdb
Provitamin D3hmdb
provitamin-D3hmdb
Predicted PropertiesNot Available
Chemical FormulaC27H44O
IUPAC name
InChI IdentifierInChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
InChI KeyUCTLRSWJYQTBFZ-DDPQNLDTSA-N
Isomeric SMILES[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])C2=CC=C2C[C@@H](O)CC[C@]12C
Average Molecular Weight384.6377
Monoisotopic Molecular Weight384.33921603
Classification
ClassificationNot classified
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MSNot Available
NMRNot Available
ChemSpider ID388534
ChEMBL IDCHEMBL1797131
KEGG Compound IDC01164
Pubchem Compound ID439423
Pubchem Substance IDNot Available
ChEBI ID17759
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00032
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID36958
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia ID7-Dehydrocholesterol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
7-dehydrocholesterol reductaseDHCR7Q9UBM7
Hydroxymethylglutaryl-CoA synthase, mitochondrialHMGCS2P54868
Non-specific lipid-transfer proteinSCP2P22307
Pathways
NameSMPDB LinkKEGG Link
Steroid BiosynthesisSMP00023 map00100
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference