beta-Sitosterol structure, CAS 83-46-5

beta-Sitosterol

CAS Number83-46-5

SynonymsProstasal; Sitosterol β; B-Sitosterol; 22:23-Dihydrostigmasterol; 24b-Ethyl-D5-cholesten-3b-ol; Sitosterol; (3β)-Stigmast-5-en-3-ol; Stigmast-5-en-3b-ol; (3b)-Stigmast-5-en-3-ol; α-Phytosterol; MFCD00003631; (3β,20R,24R)-Stigmast-5-en-3-ol; β-Sitosterol; EINECS 201-480-6; Sitosterin; a-Phytosterol; D5-Stigmasten-3b-ol; δ5-Stigmasten-3b-ol; b-Sitosterin; (24R)-Stigmast-5-en-3b-ol; a-Dihydrofucosterol; beta-Sitosterol; α-Dihydrofucosterol

Molecular FormulaC29H50O

Molecular Weight414.71

Purity≥95%

Density1.0±0.1 g/cm3

Boiling Point501.9±19.0 °C at 760 mmHg

Melting Point136-140 °C (lit.)

Flash Point

Appearancepowder

EINECS201-480-6

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Cat. No.: 2A-9017394 Purity: ≥95%
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Quality Control of [ 83-46-5 ] Purity: ≥95% SDS Specification MoL

Chemical & Physical Properties
CAS Number83-46-5
Catalog No.2A-9017394
Chinese Nameβ-谷甾醇
SynonymsProstasal; Sitosterol β; B-Sitosterol; 22:23-Dihydrostigmasterol; 24b-Ethyl-D5-cholesten-3b-ol; Sitosterol; (3β)-Stigmast-5-en-3-ol; Stigmast-5-en-3b-ol; (3b)-Stigmast-5-en-3-ol; α-Phytosterol; MFCD00003631; (3β,20R,24R)-Stigmast-5-en-3-ol; β-Sitosterol; EINECS 201-480-6; Sitosterin; a-Phytosterol; D5-Stigmasten-3b-ol; δ5-Stigmasten-3b-ol; b-Sitosterin; (24R)-Stigmast-5-en-3b-ol; a-Dihydrofucosterol; beta-Sitosterol; α-Dihydrofucosterol
Molecular FormulaC29H50O
Molecular Weight414.71
Purity≥95
Density1.0±0.1 g/cm3
Boiling Point501.9±19.0 °C at 760 mmHg
Melting Point136-140 °C (lit.)
Appearancepowder
Water SolubilityINSOLUBLE
Storage ConditionUse for sealed packaging in glass bottles or plast
ApplicationBeta-Sitosterol weakly inhibits porcine pancreatic lipase (PPL) activity.
EINECS201-480-6
PubChem ID24899468
MDL NumberMFCD00003631
SMILESO[C@H](C1)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CC[C@H](C(C)C)CC
InChI1S/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 KeyKZJWDPNRJALLNS-VJSFXXLFSA-N
Beilstein/REAXYS1916165
NACRES CodeNA.77
UNSPSC12352211
MSDSmsds/17394_1_83_46_5.pdf
BioactivityBeta-Sitosterol weakly inhibits porcine pancreatic lipase (PPL) activity. Sitosterol is an important compound extracted from the leaves of Aloe vera. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease Natural Products >> Steroids Target IC50: 99.99±1.86 μg/mL (PPL)[1] In Vitro Bioactivity-guided isolation afforded three compounds from the hexane fraction of E. indica, namely, Beta-Sitosterol (β-sitosterol), Stigmasterol, and Lutein. Both compounds are found to possess very low PPL inhibition activity, that is, 2.99±0.80% (Beta-Sitosterol) of inhibition at 100 μg/mL (242 μM) and 2.68±0.38% (Stigmasterol) of inhibition at 100 μg/mL (243 μM), respectively. Weak PPL inhibition activity of Beta-Sitosterol and Stigmasterol isolated from Alpinia zerumbet with IC50 value of 99.99±1.86 μg/mL and 125.05±4.76 μg/mL, respectively, in comparison with the inhibition shown by Curcumin (IC50=4.92±0.21 μg/mL) and Quercetin (IC50=18.60±0.86 μg/mL) which are used as positive controls in their study. Beta-Sitosterol and Stigmasterol are recorded with weak PPL inhibitory activity of only 3.0±0.8% and 2.7±0.4% at 100 μg/mL, respectively, (i.e., 242 μM and 243 μM) in contrast (34.5±5.4% at 100 μg/mL), which are comparatively lower than that recorded in literature (i.e., 50% PPL inhibition at 100 μg/mL)[1]. Sitosterol is an important compound extracted from the leaves of Aloe vera. It inhibits the growth of promastigotes of L. donovani, a causative agent for life threatening visceral leishmaniasis disease[2]. In Vivo Beta-Sitosterol (β-sitosterol) treatment significantly reduced the immobility time at three doses (10, 20, and 30 mg/kg) in the Forced Swim Test (FST) and Tail Suspension Test (TST), indicating an antidepressant effect. This effect is similar to the positive control fluoxetine (20 mg/kg) at a dose of 30 mg/kg, where the strongest effect is observed compared with the control group (P < 0.001). The same effects are observed for three doses of Beta-Sitosterol in the TST. The % DID values are as follows: FST: 39.27% (10 mg/kg), 51.23% (20 mg/kg), and 57.48% (30 mg/kg); TST: 31.63% (10 mg/kg), 43.95% (20 mg/kg), and 53.38% (30 mg/kg). These results indicate that Beta-Sitosterol has a significant antidepressant activity in mice during the FST and TST. Furthermore, Beta-Sitosterol exhibits the antidepressant effect in a dose-dependent manner[3]. Animal Admin Mice[3] Male ICR mice (20±2 g) and male KunMing mice (20±2 g) are used. Local breed, male ICR mice (20±2 g) are used in the FST under standard conditions with free access to food and water. Mice are randomly divided into four groups (8 mice per group are used) for the tail suspension test (TST): Beta-Sitosterol (10, 20, and 30 mg/kg), total sterols (50, 100, and 200 mg/kg), fluoxetine (20 mg/kg), or distilled water. 80 male mice are used. Briefly, the vehicle or test drugs are administered 30 min before a test session acute ip injection. Then, mice are individually suspended by tail with clamp (2 cm from the tip of the end) in a box (25 cm×25 cm×30 cm) with the head 5 cm to the bottom. Testing is carried out in a darkened room with minimal background noise. All animals are suspended for total 6 min, and the duration of immobility is observed and measured during the final 4-min interval of the test. All test sessions are recorded by a video camera positioned directly above the box. Two competent observers blind to treatment scored the videotapes. Mice consider immobile only when they hung passively and completely motionless. The animals are used only once in this test. All TSTs are performed between 11:00 A.M. and 14:00 P.M. References [1]. Ong SL, et al. Porcine Pancreatic Lipase Inhibitory Agent Isolated from Medicinal Herb and Inhibition Kinetics of Extracts from Eleusine indica (L.) Gaertner. J Pharm (Cairo). 2016;2016:8764274. [2]. Tariq A, et al. Ethnomedicines and anti-parasitic activities of Pakistani medicinal plants against Plasmodia and Leishmania parasites. Ann Clin Microbiol Antimicrob. 2016 Sep 20;15(1):52. [3]. Zhao D, et al. Structural Features and Potent Antidepressant Effects of Total Sterols and β-sitosterol Extracted from Sargassum horneri. Mar Drugs. 2016 Jun 28;14(7). Chemical & Physical Properties Density 1.0±0.1 g/cm3 Boiling Point 501.9±19.0 °C at 760 mmHg Melting Point 139-142 ºC Molecular Formula C29H50O Molecular Weight 414.707 Flash Point 220.4±13.7 °C Exact Mass 414.386169 PSA 20.23000 LogP 10.73 Vapour Pressure 0.0±2.9 mmHg at 25°C Index of Refraction 1.521 InChIKey KZJWDPNRJALLNS-VJSFXXLFSA-N SMILES CCC(CCC(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C Storage condition -20°C Water Solubility INSOLUBLE
Use ofBeta-Sitosterol weakly inhibits porcine pancreatic lipase (PPL) activity. Sitosterol is an important compound extracted from the leaves of Aloe vera. Properties Articles73 Name sitosterol Synonym More Synonyms Beta-Sitosterol Biological Activity Description Beta-Sitosterol weakly inhibits porcine pancreatic lipase (PPL) activity. Sitosterol is an important compound extracted from the leaves of Aloe vera. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease Natural Products >> Steroids References [1]. Ong SL, et al. Porcine Pancreatic Lipase Inhibitory Agent Isolated from Medicinal Herb and Inhibition Kinetics of Extracts from Eleusine indica (L.) Gaertner. J Pharm (Cairo). 2016;2016:8764274. [2]. Tariq A, et al. Ethnomedicines and anti-parasitic activities of Pakistani medicinal plants against Plasmodia and Leishmania parasites. Ann Clin Microbiol Antimicrob. 2016 Sep 20;15(1):52. [3]. Zhao D, et al. Structural Features and Potent Antidepressant Effects of Total Sterols and β-sitosterol Extracted from Sargassum horneri. Mar Drugs. 2016 Jun 28;14(7). Chemical & Physical Properties Molecular Formula C29H50O Exact Mass 414.386169 PSA 20.23000 LogP 10.73 Index of Refraction 1.521 InChIKey KZJWDPNRJALLNS-VJSFXXLFSA-N Water Solubility INSOLUBLE
Transport InfoProduct name: Purity: 97.0%
MSDS Transport InfoModule 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified
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