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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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Topical delivery of Withania somnifera crude extracts in niosomes and solid lipid nanoparticles.
Chinembiri TN, et al.
Pharmacognosy magazine, 13(3), S663-S663 (2017)
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)
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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