Products for Research Use Only

Beta-Sitosterol

CAT: 0013-GTR19159355-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159355-01Size:200 mg
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Description
β-Sitosterol has recently been shown to induce G2/M arrest, endoreduplication, and apoptosis through the Bcl-2 and PI3K/Akt signaling pathways. β-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Although the exact mechanism of action of β-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism) . β-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells. (In Vitro) :Beta-Sitosterol is one of the most abundant dietary phytosterols. Beta-Sitosterol shows anticancer properties against breast cancer, prostate cancer, colon cancer, lung cancer, stomach cancer, ovarian cancer, and leukemia.
CAS Number
83-46-5
Product Name Alternative
β-Sitosterol | 22,23-Dihydrostigmasterol
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO : < 1 mg/mL; H2O : < 0.1 mg/mL
Smiles
[C@@H]1 (O) CC2=CC[C@@H]3[C@@H] ([C@]2 (CC1) C) CC[C@]1 ([C@H]3CC[C@@H]1[C@@H] (CC[C@H] (C (C) C) CC) C) C
Molecular Formula
C29H50O
Molecular Weight
414.72
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(24R) -Ethylcholest-5-en-3beta-ol

Chemical Information

(-)-beta-Sitosterol

Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as an antioxidant, an anticholesteremic drug, a sterol methyltransferase inhibitor, a mouse metabolite and a plant metabolite. It is a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid, a member of phytosterols and a 3beta-sterol. It derives from a hydride of a stigmastane.

CAS Number83-46-5
PubChem CID222284
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC29H50O
Molecular Weight414.7
XLogP9.3
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity634
SMILES
CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)C(C)C
InChI
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
InChIKey
KZJWDPNRJALLNS-VJSFXXLFSA-N
Chemical Structure
2D Structure
2D structure of (-)-beta-Sitosterol
CAS: 83-46-5
CID: 222284
Formula: C29H50O
MW: 414.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight414.7
XLogP39.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count6
Exact Mass414.386166214
Monoisotopic Mass414.386166214
Topological Polar Surface Area20.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity634
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes
Beta-Sitosterol | 0013-GTR19159355-01 | Gentaur