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Withanolide A

CAT: 0804-HY-N7028-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7028-01Size:1 mg
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Description
Withanolide A is an orally active extract from the Indian herb Ashwagandha. Withanolide A can induce apoptosis. Withanolide A has anti-inflammatory and antitumor activity. Withanolide A can be used in the study of neurodegenerative diseases[1][2][3][4].
CAS Number
32911-62-9
UNSPSC
12352005
Target
Apoptosis; Notch
Type
Natural Products
Related Pathways
Apoptosis; Neuronal Signaling; Stem Cell/Wnt
Applications
Neuroscience-Neuromodulation
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/withanolide-a.html
Purity
99.98
Solubility
DMSO : 10 mg/mL (ultrasonic)
Smiles
O=C1O[C@@]([H])([C@@](C)([C@H]2CC[C@]3([C@@]4([C@H]5[C@@H]([C@@](O)(CC=CC6=O)[C@]6([C@]4(CC[C@@]32C)[H])C)O5)[H])[H])O)CC(C)=C1C
Molecular Formula
C28H38O6
Molecular Weight
470.60
References & Citations
[1]Kuboyama T, et al. Neuritic regeneration and synaptic reconstruction induced by withanolide A. Br J Pharmacol. 2005 Apr;144 (7) :961-71..|[2]Zhang X, et al. Inhibition of cell growth and induction of apoptosis in ovarian carcinoma cell lines CaOV3 and SKOV3 by natural withanolide Withaferin A. Gynecol Oncol. 2012 Mar;124 (3) :606-12.|[3]Pathak P, et al. Standardized root extract of Withania somnifera and Withanolide A exert moderate vasorelaxant effect in the rat aortic rings by enhancing nitric oxide generation. J Ethnopharmacol. 2021 Oct 5;278:114296.|[4]Baitharu I, et al. Withanolide A prevents neurodegeneration by modulating hippocampal glutathione biosynthesis during hypoxia. PLoS One. 2014 Oct 13;9 (10) :e105311.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Withanolide A

Withanolide A is a withanolide.

CAS Number32911-62-9
PubChem CID11294368
IUPAC Name(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
Molecular FormulaC28H38O6
Molecular Weight470.6
XLogP3.3
Topological Polar Surface Area96.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count34
Formal Charge0
Complexity1030
SMILES
CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]5[C@H](O5)[C@@]6([C@@]4(C(=O)C=CC6)C)O)C)O)C
InChI
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
InChIKey
DXWHOKCXBGLTMQ-SFQAJKIESA-N
Chemical Structure
2D Structure
2D structure of Withanolide A
CAS: 32911-62-9
CID: 11294368
Formula: C28H38O6
MW: 470.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight470.6
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass470.26683893
Monoisotopic Mass470.26683893
Topological Polar Surface Area96.4 Ų
Heavy Atom Count34
Formal Charge0
Complexity1030
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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