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β-Sitosterol

$395

  • Brand : BIOFRON

  • Catalogue Number : BF-S1016

  • Specification : 98%

  • CAS number : 83-46-5

  • Formula : C29H50O

  • Molecular Weight : 414.71

  • PUBCHEM ID : 222284

  • Volume : 20mg

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Catalogue Number

BF-S1016

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

414.71

Appearance

Cryst.

Botanical Source

Widely distributed in plants; the commonest sterol of higher plants. Also occurs in marine organisms, incl. the scallop Placopecten magellanicus, the sponge Reniera sp. and the alga Cladophora densa

Structure Type

Other Steroids

Category

Standards;Natural Pytochemical;API

SMILES

CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C

Synonyms

ProstasalStigmast-5-en-3-ol, (3β)-/L E5 B666 LUTJ A1 E1 FY1&2Y2&Y1&1 OQ &&Stereoisomer/Sitosterol β/B-Sitosterol/22:23-Dihydrostigmasterol/24b-Ethyl-D5-cholesten-3b-ol/Sitosterol/(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-2-heptanyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol/Stigmast-5-en-3-ol, (3β,20R,24R)-/(3β)-Stigmast-5-en-3-ol/Stigmast-5-en-3b-ol/(3b)-Stigmast-5-en-3-ol/α-Phytosterol/(3β,20R,24R)-Stigmast-5-en-3-ol/β-Sitosterol/Sitosterin/a-Phytosterol/D5-Stigmasten-3b-ol/δ5-Stigmasten-3b-ol/b-Sitosterin/(24R)-Stigmast-5-en-3b-ol/a-Dihydrofucosterol/beta-Sitosterol/(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-Ethyl-6-methyl-2-heptanyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol/α-Dihydrofucosterol

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

Density

1.0±0.1 g/cm3

Solubility

Methanol; Ethanol; DMF

Flash Point

220.4±13.7 °C

Boiling Point

501.9±19.0 °C at 760 mmHg

Melting Point

139-142 ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:83-46-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

32245457

Abstract

BACKGROUND:
Cissus quadrangularis Linn. (CQ) has been used in Indian and Thai traditional medicine for healing bone fractures because of numerous active ingredients in CQ. It is still unclear which compounds are the active ingredients for bone formation.

METHODS:
The molecular docking technique, the ethanolic extraction along with hexane fractionation, and an in vitro experiment with a human osteoblast cell line (MG-63) were used to narrow down the active compounds, to prepare the CQ extract, and to test biological activities, respectively.

RESULTS:
The molecular docking technique revealed that quercetin and β-sitosterol had highest and lowest potential to bind to estrogen receptors, respectively. Compared to the crude ethanol extract (P1), the ethanolic fraction (P2) was enriched with rutin and quercetin at 65.36 ± 0.75 and 1.06 ± 0.12 mg/g, respectively. Alkaline phosphatase (ALP) activity was significantly enhanced in osteoblasts exposed to the P2 in both tested concentrations. The amount of hydroxyproline was slightly increased in the P1 treatment, while osteocalcin was inhibited. Moreover, the P2 significantly activated osteoprotegerin (OPG) and inhibited receptor activator of nuclear factor κ ligand (RANKL) expression.

CONCLUSIONS:
Taken together, the enriched rutin and quercetin fraction of CQ triggered the molecules involved in bone formation and the molecules inhibiting bone resorption.

KEYWORDS

Cissus quadrangularis Linn; Ethanolic fractionation; Human osteoblast cell line; Osteoporosis

Title

Depletion of β-sitosterol and enrichment of quercetin and rutin in Cissus quadrangularis Linn fraction enhanced osteogenic but reduced osteoclastogenic marker expression.

Author

Ruangsuriya J1,2, Charumanee S3, Jiranusornkul S3, Sirisa-Ard P3, Sirithunyalug B3, Sirithunyalug J3, Pattananandecha T2,3, Saenjum C4,5.

Publish date

2020 Apr 3

PMID

32226701

Abstract

While drug-induced pancreatitis from corticosteroids has been well described in the medical literature, the exact mechanism is unclear. We present the first reported case of drug-induced pancreatitis from beta-sitosterol, a naturally occurring plant sterol structurally similar to cholesterol, obtained primarily through Western diet and supplementation. A 57-year-old male with a history of situs inversus and benign prostatic hyperplasia presented from an outside facility with a two-day history of worsening epigastric pain radiating to the right upper quadrant. Lipase was markedly elevated at 572 U/L. CT scan and ultrasound of the abdomen were remarkable for acute pancreatitis with acute necrotic collections and normal appearing gallbladder and bile ducts without the presence of gallstones. The patient was managed with aggressive intravenous hydration and supportive management and had resolution of symptoms. At his follow-up appointment, the patient disclosed that he had started a new herbal supplement, beta-sitosterol, on the morning after his symptoms began. Abdominal magnetic resonance cholangiopancreatography obtained at follow-up appointment showed interval resolution of pancreatitis and normal biliary anatomy. In the absence of classical risk factors for acute pancreatitis, a diagnosis of drug-induced pancreatitis secondary to beta-sitosterol was made. The patient was advised to avoid beta-sitosterol, and thus continued to remain asymptomatic. We describe the first reported case of drug-induced pancreatitis from beta-sitosterol, a common phytosterol found in many over the counter supplements worldwide. After a thorough workup to exclude other causes, our case demonstrates consistent resolution of symptoms and pancreatic enzymes along with normal imaging following discontinuation of the offending agent.

Copyright ? 2020, Lorenze et al.

KEYWORDS

benign prostatic hyperplasia; drug-induced pancreatitis; herbal supplements; pancreatitis; phytosterol; steroids

Title

Beta-sitosterol-induced Acute Pancreatitis: A Case Report and Review of the Literature.

Author

Lorenze A1, Hsueh W2, Nasr J2.

Publish date

2020 Mar 25

PMID

32167760

Abstract

Phytosterols are widely present in vegetable oils, nuts, cereal products, fruits, and berries. Phytosterol-induced treatment sensitivity has recently shed light on alleviating multidrug resistance in cancer therapy. Here, we demonstrated that β-sitosterol, the most common dietary phytosterol, recovers oxaliplatin (OXA) sensitivity in drug-resistant colorectal cancer (CRC) cells by inhibiting breast cancer resistance protein (BCRP) expression. We further showed evidence that β-sitosterol could activate p53 by disrupting the p53-MDM2 interaction, leading to an increase in p53 translocation to the nucleus and silencing the nuclear factor-κB (NF-κB) pathway, which is necessary for BCRP expression. Finally, we suggested that the combination of OXA and β-sitosterol has a synergistic tumor suppression effect in vivo using a xenograft mouse model. These results revealed that β-sitosterol is able to mediate the p53/NF-κB/BCRP signaling axis to regulate the response of CRC to chemotherapy. The combined application of β-sitosterol and OXA can be a potential way to improve CRC treatment.

KEYWORDS

breast cancer resistance protein; colorectal cancer; multidrug resistance; p53; β-sitosterol

Title

β-Sitosterol Reverses Multidrug Resistance via BCRP Suppression by Inhibiting the p53-MDM2 Interaction in Colorectal Cancer.

Author

Wang Z1,2, Zhan Y3, Xu J3, Wang Y1, Sun M4,2, Chen J1, Liang T1, Wu L1, Xu K3.

Publish date

2020 Mar 25


Description :

Beta-Sitosterol weakly inhibits porcine pancreatic lipase (PPL) activity. Sitosterol is an important compound extracted from the leaves of Aloe vera.