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74776

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Withanolide A

analytical standard

Synonym(s):

(5α,6α,7α,22R)-6,7-Epoxy-5,20,22-trihydroxy-1-oxo-ergosta-2,24-dien-26-oic acid δ-lactone, Withaniol

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About This Item

Empirical Formula (Hill Notation):
C28H38O6
CAS Number:
Molecular Weight:
470.60
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

CC1=C(C)C(=O)O[C@H](C1)[C@](C)(O)[C@H]2CC[C@H]3[C@H]4[C@H](CC[C@]23C)[C@@]5(C)C(=O)C=CC[C@]5(O)[C@H]6O[C@@H]46

InChI

1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1

InChI key

DXWHOKCXBGLTMQ-SFQAJKIESA-N

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General description

Withanolide A is classified under the steroidal lactone group of bioactive compounds that are majorly found in Withania somnifera (L.).

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Withanolide A may be used as an analytical standard for the determination of withanolide A in:
  • Mentat tablet, an Indian herbal medicine by UHPLC coupled to tandem mass spectrometry (MS/MS) operating with ESI, along with multivariate analysis.
  • Withania somnifera by ultra-high performance liquid chromatography-hybrid triple quadrupole linear ion trap mass spectrometer (UHPLC-QqQ LIT-MS) equipped with electrospray ionization (ESI) source and MRM detection, along with multivariate analysis as well as HPLC combined with diode array detector (DAD).
  • Withania coagulans by LC-QqQ-ESI-MS/MS.

Biochem/physiol Actions

C28-steroidal lactone that can induce nerve development and improve nervous system function. Potential therapeutic for neurologic disorders like Alzheimer′s and Parkinson′s disease. In primary rat cortical neurons, withanolide A significantly up-regulated IDE levels, a prominent enzyme involved in degrading amyloid β protein, which may help to clear excess amyloid β protein from an Alzheimer′s-inflicted brain.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: lycium withania

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Certificates of Analysis (COA)

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Topical delivery of Withania somnifera crude extracts in niosomes and solid lipid nanoparticles.
Chinembiri TN, et al.
Pharmacognosy magazine, 13(3), S663-S663 (2017)
Quantitative determination of multi markers in five varieties of Withania somnifera using ultra-high performance liquid chromatography with hybrid triple quadrupole linear ion trap mass spectrometer combined with multivariate analysis: Application to pharmaceutical dosage forms.
Chandra P, et al.
Journal of Pharmaceutical and Biomedical Analysis, 129, 419-426 (2016)
Determination of permeability, plasma protein binding, blood partitioning, pharmacokinetics and tissue distribution of Withanolide A in rats: A neuroprotective steroidal lactone.
Singh SK, et al.
Drug Development Research (2018)
Sensitive quantification of six steroidal lactones in Withania coagulans extract by UHPLC electrospray tandem mass spectrometry.
Ali A, et al.
Steroids, 104(18), 176-181 (2015)
Immunomodulating properties of 5,20 alpha (R)-dihydroxy-6 alpha,7 alpha-epoxy-1-oxo-(5 alpha)-whitha-2,24-dienolide and solasodine.
V Bähr et al.
Planta medica, 44(1), 32-33 (1982-01-01)

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