Record Information
Version1.0
Creation date2015-10-09 22:29:20 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000227
FoodDB RecordFDB021882
Chemical Information
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
Chemical FormulaC27H44O
IUPAC name(1S,2R,5S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol
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
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Cayman Chemical 14612
MetaSci HMDB0000032
Sigma-Aldrich HMDB0000032
Toronto Research Chemicals D229455