FComEx: beta-Sitosterol (PC000145)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:48 UTC

Update date

2017-01-19 02:36:14 UTC

FoodComEx ID

PC000145

FoodDB Record

FDB012362

Chemical Information

Name

beta-Sitosterol

Description

beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano.

CAS Number

83-46-5

Structure

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

Synonyms

Synonym	Source
(-)-b-Sitosterol	biospider
(-)-beta-Sitosterol	biospider
(-)-β-sitosterol	Generator
(24R)-Ethylcholest-5-en-3b-ol	biospider
(24R)-Ethylcholest-5-en-3beta-ol	biospider
(24R)-Ethylcholest-5-en-3β-ol	Generator
(24R)-Stigmast-5-en-3b-ol	biospider
(24R)-Stigmast-5-en-3beta-ol	biospider
(24R)-Stigmast-5-en-3β-ol	Generator
(3b)-Stigmast-5-en-3-ol	Generator
(3beta)-Stigmast-5-en-3-ol	ChEBI
(3β)-stigmast-5-en-3-ol	Generator
α-Dihydrofucosterol	biospider
α-Ethylcholesterol	biospider
β-Sitosterin	biospider
22,23-dihydro-Stigmasterol	HMDB
22,23-Dihydrostigmasterol	db_source
24-alpha-Ethylcholesterol	biospider
24α-Ethylcholesterol	biospider
24a-Ethylcholesterol	biospider
24alpha-Ethylcholesterol	ChEBI
24α-ethylcholesterol	Generator
a-Dihydrofucosterol	Generator
a-Phytosterol	HMDB
alpha-Dihydrofucosterol	biospider
alpha-Phytosterol	biospider
Angelicin (steroid)	manual
b-Sitosterin	biospider
b-Sitosterol	db_source
beta-Phytosterol	HMDB
Beta-Sitosterin	biospider
Beta-Sitosterol	biospider
Cinchol	db_source
Cupreol	db_source
D5-Stigmasten-3b-ol	biospider
delta5-Stigmasten-3-beta-ol	biospider
delta5-Stigmasten-3b-ol	biospider
Harzol	biospider
Nimbosterol	db_source
Papaveristerol	db_source
Phytosterol	HMDB
Prostasal	biospider
Quebrachol	db_source
Raphanisterol	db_source
Rhamnol	db_source
Sito-lande	biospider
Sitosterol	db_source
Sitosterol, β	biospider
Slanutosterol	db_source
Sobatum	HMDB
Stigmast-5-en-3-beta-ol	biospider
Stigmast-5-en-3-ol, (3β)-	biospider
Stigmast-5-en-3-ol, (3beta)-	biospider
Stigmast-5-en-3β-ol	biospider
Stigmast-5-en-3b-ol	HMDB
Stigmast-5-en-3beta-ol	biospider
Stigmasterol, 22,23-dihydro-	biospider
Triastonal	ChEBI
Verosterol	db_source
α-dihydrofucosterol	Generator
β-sitosterin	Generator
β-sitosterol	Generator

Chemical Formula

C29H50O

IUPAC name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

InChI Identifier

InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI Key

KZJWDPNRJALLNS-VJSFXXLFSA-N

Isomeric SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC[C@@H](CC)C(C)C

Average Molecular Weight

414.718

Monoisotopic Molecular Weight

414.38616623

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents