Withanolide B | CAS#56973-41-2 | Withanolide

MedKoo Cat#: 530264 | Name: Withanolide B

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Withanolide B is a withanolide that has been found in W. somnifera. Unlike withanolide A, it does not increase glucose uptake in L6 myotubes. In in silico docking studies, withanolide B was identified as a neuronal nitric oxide synthase (nNOS) inhibitor that also inhibited inducible NOS (iNOS) and endothelial NOS and as a ligand for the PARP1 catalytic domain.

Chemical Structure

Withanolide B

CAS#56973-41-2

Theoretical Analysis

MedKoo Cat#: 530264

Name: Withanolide B

CAS#: 56973-41-2

Chemical Formula: C28H38O5

Exact Mass: 454.2719

Molecular Weight: 454.61

Elemental Analysis: C, 73.98; H, 8.43; O, 17.60

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 350.00	2 Weeks
5mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Withanolide B; Lycium substance B;

IUPAC/Chemical Name

(4aR,4bS,6aR,7R,9aS,9bS,9cS,10aS,10bR)-7-((S)-1-((R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-10b-hydroxy-4a,6a-dimethyl-1,4a,4b,5,6,6a,7,8,9,9a,9b,9c,10a,10b-tetradecahydro-4H-cyclopenta[1,2]phenanthro[9,10-b]oxiren-4-one

InChi Key

ZTEVDTFJUUJBLP-MBMSZCMESA-N

InChi Code

InChI=1S/C28H38O5/c1-14-13-20(32-25(30)15(14)2)16(3)17-8-9-18-22-19(10-12-26(17,18)4)27(5)21(29)7-6-11-28(27,31)24-23(22)33-24/h6-7,16-20,22-24,31H,8-13H2,1-5H3/t16-,17+,18-,19-,20+,22-,23-,24-,26+,27-,28-/m0/s1

SMILES Code

C[C@@]12[C@@]3([C@@]([C@]4([C@](O4)([C@@]1(O)CC=CC2=O)[H])[H])([C@]5([C@](C)(CC3)[C@@]([C@H](C)[C@]6(CC(C)=C(C)C(=O)O6)[H])(CC5)[H])[H])[H])[H]

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 454.61 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Speers AB, Lozano-Ortiz A, Soumyanath A. Quantifying Withanolides in Plasma: Pharmacokinetic Studies and Analytical Methods. Nutrients. 2024 Nov 8;16(22):3836. doi: 10.3390/nu16223836. PMID: 39599622; PMCID: PMC11597739. 2: Li D, Han H, Sun Y, Zhang H, Yoshitomi R, Kaul SC, Wadhwa R. Molecular Insights into the Inhibition of Lipid Accumulation in Hepatocytes by Unique Extracts of Ashwagandha. Int J Mol Sci. 2024 Nov 14;25(22):12256. doi: 10.3390/ijms252212256. PMID: 39596320; PMCID: PMC11594306. 3: Li T, Gao S, Wei Y, Wu G, Feng Y, Wang Y, Jiang X, Kuang H, Han W. Combined untargeted metabolomics and network pharmacology approaches to reveal the therapeutic role of withanolide B in psoriasis. J Pharm Biomed Anal. 2024 Aug 1;245:116163. doi: 10.1016/j.jpba.2024.116163. Epub 2024 Apr 18. PMID: 38657365. 4: Srivastava A, Ahmad R, Wani IA, Siddiqui S, Yadav K, Trivedi A, Upadhyay S, Husain I, Ahamad T, Dudhagi SS. Steroidal lactones from Withania somnifera effectively target Beta, Gamma, Delta and Omicron variants of SARS-CoV-2 and reveal a decreased susceptibility to viral infection and perpetuation: a polypharmacology approach. In Silico Pharmacol. 2024 Feb 27;12(1):14. doi: 10.1007/s40203-023-00184-y. PMID: 38419919; PMCID: PMC10897645. 5: Thorat SA, Srivaishnavi M, Kaniyassery A, Padikkal S, Rai PS, Botha AM, Muthusamy A. Physiological and biochemical traits positively modulate tissue- specific withanolides and untargeted metabolites in Withania somnifera (L.) dunal under salinity stress. Plant Physiol Biochem. 2023 Oct;203:108011. doi: 10.1016/j.plaphy.2023.108011. Epub 2023 Sep 9. PMID: 37714025. 6: Balkrishna A, Bhattacharya K, Shukla S, Varshney A. Neuroprotection by Polyherbal Medicine Divya-Medha-Vati Against Scopolamine-Induced Cognitive Impairment Through Modulation of Oxidative Stress, Acetylcholine Activity, and Cell Signaling. Mol Neurobiol. 2024 Mar;61(3):1363-1382. doi: 10.1007/s12035-023-03601-7. Epub 2023 Sep 14. PMID: 37707741. 7: Kashyap D, Roy R, Varshney N, Baral B, Bagde PH, Kandpal M, Kumar S, Kar P, Jha HC. Withania somnifera extract reduces gastric cancerous properties through inhibition of gankyrin in cellular milieu produced by Helicobacter pylori and Epstein Barr virus. J Biomol Struct Dyn. 2024 Nov;42(18):9399-9415. doi: 10.1080/07391102.2023.2252096. Epub 2023 Sep 1. PMID: 37655681. 8: Jadaun P, Harshithkumar R, Gaikwad SY, Seniya C, Borse S, Gawai AA, Chavan- Gautam P, Tillu G, Mukherjee A. Withania somnifera extracts induced attenuation of HIV-1: a mechanistic approach to restrict viral infection. Virol J. 2023 Aug 3;20(1):173. doi: 10.1186/s12985-023-02130-y. PMID: 37537596; PMCID: PMC10401819. 9: Dadge SD, Tiwari N, Husain A, Verma S, Agarwal A, Garg R, Rath SK, Shanker K, Gayen JR. Simultaneous estimation of five biomarkers of neuroprotective herb Ashwagandha NMITLI-118R AF1 in rat plasma and brain using LC-ESI-MS/MS: Application to its pharmacokinetic and stability studies. J Chromatogr B Analyt Technol Biomed Life Sci. 2023 Aug 1;1228:123834. doi: 10.1016/j.jchromb.2023.123834. Epub 2023 Jul 17. PMID: 37481788. 10: Ali A, Mir GJ, Ayaz A, Maqbool I, Ahmad SB, Mushtaq S, Khan A, Mir TM, Rehman MU. In silico analysis and molecular docking studies of natural compounds of Withania somnifera against bovine NLRP9. J Mol Model. 2023 May 8;29(6):171. doi: 10.1007/s00894-023-05570-z. PMID: 37155030; PMCID: PMC10165590. 11: Sharma V, Mujwar S, Sharma D, Das R, Kumar Mehta D, Shah K. Computational Design of Plant-Based Antistress Agents Targeting Nociceptin Receptor. Chem Biodivers. 2023 Feb;20(2):e202201038. doi: 10.1002/cbdv.202201038. Epub 2023 Jan 23. PMID: 36644820. 12: Chauhan S, Mandliya T, Jain D, Joshi A, Khatik CL, Singh A, Upadhyay SK, Jain R. Early selective strategies for higher yielding bio-economic Indian ginseng based on genotypic study through metabolic and molecular markers. Saudi J Biol Sci. 2022 Apr;29(4):3051-3061. doi: 10.1016/j.sjbs.2022.01.030. Epub 2022 Jan 20. PMID: 35531148; PMCID: PMC9073062. 13: Modi SJ, Tiwari A, Ghule C, Pawar S, Saste G, Jagtap S, Singh R, Deshmukh A, Girme A, Hingorani L. Pharmacokinetic Study of Withanosides and Withanolides from Withania somnifera Using Ultra-High Performance Liquid Chromatography-Tandem Mass Spectrometry (UHPLC-MS/MS). Molecules. 2022 Feb 22;27(5):1476. doi: 10.3390/molecules27051476. PMID: 35268576; PMCID: PMC8912008. 14: Shilpashree HB, Sudharshan SJ, Shasany AK, Nagegowda DA. Molecular characterization of three CYP450 genes reveals their role in withanolides formation and defense in Withania somnifera, the Indian Ginseng. Sci Rep. 2022 Jan 31;12(1):1602. doi: 10.1038/s41598-022-05634-9. PMID: 35102209; PMCID: PMC8803918. 15: Soni SK, Singh R, Ngpoore NK, Niranjan A, Singh P, Mishra A, Tiwari S. Isolation and characterization of endophytic fungi having plant growth promotion traits that biosynthesizes bacosides and withanolides under in vitro conditions. Braz J Microbiol. 2021 Dec;52(4):1791-1805. doi: 10.1007/s42770-021-00586-0. Epub 2021 Aug 2. PMID: 34339015; PMCID: PMC8327599. 16: Rath SN, Jena L, Bhuyan R, Mahanandia NC, Patri M. In silico discovery and evaluation of phytochemicals binding mechanism against human catechol-O- methyltransferase as a putative bioenhancer of L-DOPA therapy in Parkinson disease. Genomics Inform. 2021 Mar;19(1):e7. doi: 10.5808/gi.20061. Epub 2021 Feb 26. PMID: 33840171; PMCID: PMC8042297. 17: Dubey S, Kallubai M, Subramanyam R. Improving the inhibition of β-amyloid aggregation by withanolide and withanoside derivatives. Int J Biol Macromol. 2021 Mar 15;173:56-65. doi: 10.1016/j.ijbiomac.2021.01.094. Epub 2021 Jan 16. PMID: 33465364. 18: Girme A, Saste G, Pawar S, Balasubramaniam AK, Musande K, Darji B, Satti NK, Verma MK, Anand R, Singh R, Vishwakarma RA, Hingorani L. Investigating 11 Withanosides and Withanolides by UHPLC-PDA and Mass Fragmentation Studies from Ashwagandha (Withania somnifera). ACS Omega. 2020 Oct 21;5(43):27933-27943. doi: 10.1021/acsomega.0c03266. PMID: 33163776; PMCID: PMC7643146. 19: Kuang Z, Bai J, Ni L, Hang K, Xu J, Ying L, Xue D, Pan Z. Withanolide B promotes osteogenic differentiation of human bone marrow mesenchymal stem cells via ERK1/2 and Wnt/β-catenin signaling pathways. Int Immunopharmacol. 2020 Nov;88:106960. doi: 10.1016/j.intimp.2020.106960. Epub 2020 Sep 9. PMID: 32919219. 20: Ankad GM, Pai SR, Hiremath J, Hegde HV. Traditional Horticulture Practices Increase the Production of Selected Withanolides in Withania Somnifera (L.) Dunal-A RP-UFLC Analysis. J Chromatogr Sci. 2020 Oct 26;58(10):899-906. doi: 10.1093/chromsci/bmaa057. PMID: 32880395.