FComEx: 7-Dehydrocholesterol (PC000227)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:20 UTC

Update date

2017-01-19 02:36:17 UTC

FoodComEx ID

PC000227

FoodDB Record

FDB021882

Chemical Information

Name

7-Dehydrocholesterol

Description

7-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 Number

434-16-2

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(-)-7-dehydrocholesterol	hmdb
(3b)-Cholesta-5,7-dien-3-ol	hmdb
(3beta)-Cholesta-5,7-dien-3-ol	hmdb
(3β)-cholesta-5,7-dien-3-ol	Generator
10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol	hmdb
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-ol	hmdb
5,7-Cholestadien-3-b-ol	Generator
5,7-Cholestadien-3-beta-ol	hmdb
5,7-Cholestadien-3-β-ol	Generator
5,7-Cholestadien-3b-ol	Generator
5,7-Cholestadien-3beta-ol	ChEBI
5,7-Cholestadien-3β-ol	Generator
5,7-Cholestandien-3-ol	hmdb
5,7-Cholestandien-3beta-ol	hmdb
7-dehydro-cholesterol	hmdb
7-Dehydrocholesterin	hmdb
7-Dehydrocholesterol	hmdb
7,8-dehydro-cholesterol	hmdb
7,8-Didehydrocholesterol	hmdb
7DHC	hmdb
cholesta-5,7-dien-3 beta -ol	hmdb
Cholesta-5,7-dien-3-beta-ol	hmdb
Cholesta-5,7-dien-3-ol	hmdb
cholesta-5,7-dien-3b-ol	hmdb
Cholesta-5,7-dien-3beta-ol	hmdb
Cholesta-5,7-dien-3β-ol	Generator
Dehydrocholesterin	hmdb
Dehydrocholesterol	hmdb
delta5,7-Cholestadien-3beta-ol	hmdb
delta5,7-Cholesterol	hmdb
delta7-Cholesterol	hmdb
Provitamin D3	hmdb
provitamin-D3	hmdb

Chemical Formula

C27H44O

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 Identifier

InChI=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 Key

UCTLRSWJYQTBFZ-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 Weight

384.6377

Monoisotopic Molecular Weight

384.33921603

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents