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Merck
CN

S3402

β-Sitosterol

40%

Synonym(s):

α-Dihydrofucosterol, 22,23-Dihydrostigmasterol, 24α-Ethylcholesterol, 5-Stigmasten-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C29H50O
CAS Number:
83-46-5
Molecular Weight:
414.71
EC Number:
201-480-6
UNSPSC Code:
12352103
MDL number:
MFCD00003631
Beilstein/REAXYS Number:
1916165

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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

SMILES string

O[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

optical activity

[α]25/D −37°, c = 2 in chloroform

concentration

40%

mp

136-140 °C (lit.)

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Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
20422JA
09120PZ
07305PS
04711DA
04129LZ

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Yan Ding et al.
Bioorganic & medicinal chemistry letters, 19(13), 3607-3610 (2009-05-19)
In our preliminary screening study on the anti-inflammatory activity, eight triterpenes, one sterol, and one chalcone were isolated from the CH(2)Cl(2)-soluble extract of the stems and leaves of Rhus sylvestris Siebold and Zucc (Anacardiaceae). On the basis of their spectroscopic
Pengcheng Lin et al.
Journal of natural products, 69(11), 1629-1632 (2006-11-28)
An unusual nitrogen-containing 3-alkyl-1,4-benzoquinone derivative, N-(3-carboxylpropyl)-5-amino-2-hydroxy-3-tridecyl-1,4-benzoquinone (1), and a gomphilactone derivative, 5,6-dihydroxy-7-tridecyl-3-[4-tridecyl-3-hydroxy-5-oxo-2(5H)-furylidene]-2-oxo-3(2H)-benzofuran (2), together with 14 known compounds, as well as the common plant metabolites sitosterol and daucosterol, were isolated from the ethanolic extract of the roots of Embelia ribes.
G K Jayaprakasha et al.
Bioorganic & medicinal chemistry, 15(14), 4923-4932 (2007-05-22)
Recently several plant derived natural compounds have been screened for their anticancer activity in order to identify putative compounds with novel structures or mechanism of action. In the present study, fruits of Poncirus trifoliata were extracted with acetone and loaded
Phan Van Kiem et al.
Bioorganic & medicinal chemistry letters, 21(24), 7460-7465 (2011-11-11)
The rhizomes of Hedychium coronarium have been used for the treatment of inflammation, skin diseases, headache, and sharp pain due to rheumatism in traditional medicine. From this plant, three new labdane-type diterpenes 1-3, named coronarins G-I as well as seven
Judith M Rollinger et al.
Bioorganic & medicinal chemistry, 18(4), 1507-1515 (2010-01-27)
The inhibition of 11beta-hydroxysteroid dehydrogenase 1 (11beta-HSD1), which catalyzes the conversion of inactive 11-ketoglucocorticoids to active 11beta-hydroxyglucocorticoids, emerged as promising strategy to treat symptoms of the metabolic syndrome, including obesity and type 2 diabetes. In this study the leaves of
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