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47132

Supelco

Stigmasterol

certified reference material, 10 mg/mL in chloroform

Synonym(s):

3β-Hydroxy-24-ethyl-5,22-cholestadiene, 5,22-Stigmastadien-3β-ol, Stigmasterin

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About This Item

Empirical Formula (Hill Notation):
C29H48O
CAS Number:
83-48-7
Molecular Weight:
412.69
Beilstein/REAXYS Number:
2568182
EC Number:
200-663-8
MDL number:
MFCD00003630
UNSPSC Code:
12164500
PubChem Substance ID:
24870720

grade

certified reference material
TraceCERT®

product line

TraceCERT®

assay

95% (chromatography)

form

liquid

CofA

current certificate can be downloaded

packaging

ampule of 1 mL

concentration

10 mg/mL in chloroform

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

165-167 °C (lit.)

application(s)

food and beverages

format

single component solution

functional group

hydroxyl

storage temp.

2-30°C
room temp

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)/C=C/[C@@H](CC)C(C)C

InChI

1S/C29H48O/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/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI key

HCXVJBMSMIARIN-PHZDYDNGSA-N

Gene Information

human ... POLA1(5422) , TOP2A(7153)
rat ... Polb(29240)

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD4231
LRAC3872
XA26157V
XA26101V
XA17176V

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Sigma-Aldrich

Sigma-Aldrich

S462330

STIGMASTANOL

L Alemany et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(9), 3106-3113 (2012-07-04)
The biological implications of cholesterol oxidation products have been investigated, though research on plant sterol oxidation products is scarce and in some cases contradictory. The cytotoxicity of 7keto(k)-stigmasterol versus 7keto(k)-cholesterol at different concentrations (0-120 μM) and incubation times (4-24h), in
Tae Hoon Lee et al.
International immunopharmacology, 13(3), 264-270 (2012-05-19)
Extracts from the leaves of Stewartia koreana are known to exhibit strong anti-inflammatory activity. Investigation of bioactive compounds from S. koreana has led to the isolation of 3-O-β-d-glucopyanosylspinasterol (spinasterol-Glc), a spinasterol glycoside. In the present study, we examined the effects
P Mangala Gowri et al.
Journal of natural products, 72(4), 791-795 (2009-04-25)
Two new isomeric acylated oleanane-type triterpenoids along with three known compounds were isolated from the MeOH extract of the dried fruits of Barringtonia racemosa. On the basis of spectroscopic methods, with special emphasis on 1D and 2D NMR techniques as
Woo-Suk Jung et al.
Journal of Asian natural products research, 14(4), 301-307 (2012-03-02)
Two new compounds stigmast-5-en-3β-ol-3-O-β-D-(2'-n-triacontanoyl) glucopyranoside (1) and 19,21-dimethyl triacont-17,22,24,26,28-pentaene-1-oic acid (2), along with the three known compounds n-tetracosanyl octadec-9-enoate (3), β-sitosterol, and β-sitosterol-3-O-β-D-glucoside, have been isolated from the methanol extract of Lycium chinense fruits. The structures of these phytoconstituents have
Verena K Burg et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(41), 16072-16087 (2013-10-11)
Amyloid-β (Aβ), major constituent of senile plaques in Alzheimer's disease (AD), is generated by proteolytic processing of the amyloid precursor protein (APP) by β- and γ-secretase. Several lipids, especially cholesterol, are associated with AD. Phytosterols are naturally occurring cholesterol plant
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