Withanolide B
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Hodoodo CAT#: H530264

CAS#: 56973-41-2

Description: 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

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Withanolide B
CAS# 56973-41-2

Theoretical Analysis

Hodoodo Cat#: H530264
Name: Withanolide B
CAS#: 56973-41-2
Chemical Formula: C28H38O5
Exact Mass: 454.27
Molecular Weight: 454.607
Elemental Analysis: C, 73.98; H, 8.43; O, 17.60

Price and Availability

Size Price Availability Quantity
1mg USD 240
5mg USD 530
10mg USD 805
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Synonym: Withanolide B

IUPAC/Chemical Name: (5alpha,6alpha,7alpha,22R)-5-Hydroxy-6,7:22,26-diepoxyergosta-2,24-diene-1,26-dione

InChi Key: ZTEVDTFJUUJBLP-HGSBMKTESA-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: CC(C[C@@H](O1)[C@@H](C)[C@H]([C@]2(CC[C@]3([H])[C@@]45C)C)CC[C@@]2([H])[C@]3([H])[C@]6([H])[C@](O6)([H])[C@@]5(O)CC=CC4=O)=C(C)C1=O

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:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Ben Bakrim W, El Bouzidi L, Nuzillard JM, Cretton S, Saraux N, Monteillier A, Christen P, Cuendet M, Bekkouche K. Bioactive metabolites from the leaves of Withania adpressa. Pharm Biol. 2018 Dec;56(1):505-510. doi: 10.1080/13880209.2018.1499781. PubMed PMID: 30451050; PubMed Central PMCID: PMC6249549.

2: Dubey S, Kallubai M, Sarkar A, Subramanyam R. Elucidating the active interaction mechanism of phytochemicals withanolide and withanoside derivatives with human serum albumin. PLoS One. 2018 Nov 7;13(11):e0200053. doi: 10.1371/journal.pone.0200053. eCollection 2018. PubMed PMID: 30403672; PubMed Central PMCID: PMC6221254.

3: Hussain H, Csuk R, Green IR, Ur Rehman N, Abbas G, Hussain W. Journey Describing the Cytotoxic Potential of Withanolides: A Patent Review. Recent Pat Anticancer Drug Discov. 2018;13(4):411-421. doi: 10.2174/1574892813666180808154928. Review. PubMed PMID: 30091418.

4: Mishra A, Singh SP, Mahfooz S, Bhattacharya A, Mishra N, Shirke PA, Nautiyal CS. Bacterial endophytes modulates the withanolide biosynthetic pathway and physiological performance in Withania somnifera under biotic stress. Microbiol Res. 2018 Jul - Aug;212-213:17-28. doi: 10.1016/j.micres.2018.04.006. Epub 2018 Apr 22. PubMed PMID: 29853165.

5: Yang L, Meng X, Kuang H. Comparisons of the pharmacokinetic and tissue distribution profiles of withanolide B after intragastric administration of the effective part of Datura metel L. in normal and psoriasis guinea pigs. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Apr 15;1083:284-288. doi: 10.1016/j.jchromb.2018.02.022. Epub 2018 Feb 17. PubMed PMID: 29574380.

6: Mu X, Shi W, Xu Y, Xu C, Zhao T, Geng B, Yang J, Pan J, Hu S, Zhang C, Zhang J, Wang C, Shen J, Che Y, Liu Z, Lv Y, Wen H, You Q. Tumor-derived lactate induces M2 macrophage polarization via the activation of the ERK/STAT3 signaling pathway in breast cancer. Cell Cycle. 2018;17(4):428-438. doi: 10.1080/15384101.2018.1444305. Epub 2018 Mar 27. PubMed PMID: 29468929; PubMed Central PMCID: PMC5927648.

7: Sahoo AK, Dandapat J, Dash UC, Kanhar S. Features and outcomes of drugs for combination therapy as multi-targets strategy to combat Alzheimer's disease. J Ethnopharmacol. 2018 Apr 6;215:42-73. doi: 10.1016/j.jep.2017.12.015. Epub 2017 Dec 14. Review. PubMed PMID: 29248451.

8: Anju TR, Smijin S, Jobin M, Paulose CS. Altered muscarinic receptor expression in the cerebral cortex of epileptic rats: restorative role of Withania somnifera. Biochem Cell Biol. 2018 Aug;96(4):433-440. doi: 10.1139/bcb-2017-0198. Epub 2017 Dec 7. PubMed PMID: 29216436.

9: Zhao X, Huang L, Xu W, Chen X, Shen Y, Zeng W, Chen X. Physapubescin B inhibits tumorgenesis and circumvents taxol resistance of ovarian cancer cells through STAT3 signaling. Oncotarget. 2017 Jul 26;8(41):70130-70141. doi: 10.18632/oncotarget.19593. eCollection 2017 Sep 19. PubMed PMID: 29050266; PubMed Central PMCID: PMC5642541.

10: Huang CY, Ahmed AF, Su JH, Sung PJ, Hwang TL, Chiang PL, Dai CF, Liaw CC, Sheu JH. Bioactive new withanolides from the cultured soft coral Sinularia brassica. Bioorg Med Chem Lett. 2017 Aug 1;27(15):3267-3271. doi: 10.1016/j.bmcl.2017.06.029. Epub 2017 Jun 10. PubMed PMID: 28648460.

11: Liu H, Wang K, Xia G, Wang K, Chai L, Donkor PO, Ding L, Qiu F. Two sulfonate metabolites of physalin A in rats. Xenobiotica. 2018 Jan;48(1):11-17. doi: 10.1080/00498254.2016.1271961. Epub 2017 Feb 8. PubMed PMID: 28001472.

12: Chang LC, Sang-Ngern M, Pezzuto JM, Ma C. The Daniel K. Inouye College of Pharmacy Scripts: Poha Berry (Physalis peruviana) with Potential Anti-inflammatory and Cancer Prevention Activities. Hawaii J Med Public Health. 2016 Nov;75(11):353-359. PubMed PMID: 27920947; PubMed Central PMCID: PMC5125362.

13: Li RJ, Gao CY, Guo C, Zhou MM, Luo J, Kong LY. The Anti-inflammatory Activities of Two Major Withanolides from Physalis minima Via Acting on NF-κB, STAT3, and HO-1 in LPS-Stimulated RAW264.7 Cells. Inflammation. 2017 Apr;40(2):401-413. doi: 10.1007/s10753-016-0485-1. PubMed PMID: 27913954.

14: Ahmad H, Khandelwal K, Samuel SS, Tripathi S, Mitra K, Sangwan RS, Shukla R, Dwivedi AK. Neuro-protective potential of a vesicular system of a standardized extract of a new chemotype of Withania somnifera Dunal (NMITLI118RT+) against cerebral stroke in rats(). Drug Deliv. 2016 Sep;23(7):2630-2641. Epub 2015 May 28. PubMed PMID: 26017242.

15: Koshy R, Anand MS, Murali B, Brunelle SL. Determination of Withanolides in Withania somnifera by Liquid Chromatography: Single-Laboratory Validation, First Action 2015.17. J AOAC Int. 2016 Nov 1;99(6):1444-1458. doi: 10.5740/jaoacint.16-0202. Epub 2016 Sep 30. PubMed PMID: 27697094.

16: Ahmad H, Arya A, Agrawal S, Samuel SS, Singh SK, Valicherla GR, Sangwan N, Mitra K, Gayen JR, Paliwal S, Shukla R, Dwivedi AK. Phospholipid complexation of NMITLI118RT+: way to a prudent therapeutic approach for beneficial outcomes in ischemic stroke in rats. Drug Deliv. 2016 Nov;23(9):3606-3618. Epub 2016 Aug 12. PubMed PMID: 27685355.

17: White PT, Subramanian C, Motiwala HF, Cohen MS. Natural Withanolides in the Treatment of Chronic Diseases. Adv Exp Med Biol. 2016;928:329-373. Review. PubMed PMID: 27671823.

18: Maher S, Rasool S, Mehmood R, Perveen S, Tareen RB. Eburneolins A and B, new withanolide glucosides from Tricholepis eburnea. Nat Prod Res. 2016 Nov;30(21):2413-20. doi: 10.1080/14786419.2016.1195377. Epub 2016 Jun 18. PubMed PMID: 27320104.

19: Li X, Zhu F, Jiang J, Sun C, Zhong Q, Shen M, Wang X, Tian R, Shi C, Xu M, Peng F, Guo X, Hu J, Ye D, Wang M, Qin R. Simultaneous inhibition of the ubiquitin-proteasome system and autophagy enhances apoptosis induced by ER stress aggravators in human pancreatic cancer cells. Autophagy. 2016 Sep;12(9):1521-37. doi: 10.1080/15548627.2016.1191722. Epub 2016 Jun 16. PubMed PMID: 27308733; PubMed Central PMCID: PMC5082778.

20: Kumar G, Patnaik R. Exploring neuroprotective potential of Withania somnifera phytochemicals by inhibition of GluN2B-containing NMDA receptors: An in silico study. Med Hypotheses. 2016 Jul;92:35-43. doi: 10.1016/j.mehy.2016.04.034. Epub 2016 Apr 20. PubMed PMID: 27241252.