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S2424

Stigmasterol

~95%

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:
Molecular Weight:
412.69
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
201-482-7
Beilstein/REAXYS Number:
2568182
MDL number:
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assay

~95%

Quality Segment

mp

165-167 °C (lit.)

solubility

chloroform: 50 mg/ml

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)

Application

Stigmasterol was used as a reference standard in determination of phytosterols in dietary supplements by gas chromatography[1] and in frozen leaf samples of Arabidopsis thaliana by GC/MS.[2]

Biochem/physiol Actions

Stigmasterol is a phytosterol with chemical structure similar to cholesterol. It exhibits anti-cancer, anti-pyretic, anti-inflammatory and immune-modulating effects.[3][4] Stigmasterol decreases the expression of matrix metalloproteinases and reduced the degradation of cartilage in osteoarthritic rabbits.[3]

Preparation Note

Stigmasterol yields clear, colorless solution in chloroform at 50 mg/ml.

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This Item
PHL82658SML2232PHL85776
assay

~95%

assay

≥90.0% (GC)

assay

≥98% (HPLC)

assay

≥90.0% (HPLC)

solubility

chloroform: 50 mg/ml

solubility

-

solubility

ethanol: 2 mg/mL, clear (warmed)

solubility

-

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

mp

165-167 °C (lit.)

mp

165-167 °C (lit.)

mp

-

mp

-

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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