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Physalin A

CAT: 0804-HY-N9942-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N9942-03Size:10 mg
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Description
Physalin A is a biologically active withanolide. Physalin A shows anti-inflammatory, antifibrotic and ameliorative effects on autophagy in models of disc degeneration. Physalin A has antitumor activity and can induce apoptosis, ROS production and G2/M phase cell cycle arrest. Besides. Physalin A can significantly increase the activity of quinone reductase and increase the expression of detoxifying enzymesc[1][2][3][4].
CAS Number
23027-91-0
UNSPSC
12352005
Target
Akt; Apoptosis; Autophagy; JAK; mTOR; NF-κB; p38 MAPK; PI3K; STAT
Type
Natural Products
Related Pathways
Apoptosis; Autophagy; Epigenetics; JAK/STAT Signaling; MAPK/ERK Pathway; NF-κB; PI3K/Akt/mTOR; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt
Applications
Cancer-programmed cell death
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/physalin-a.html
Purity
99.63
Solubility
10 mM in DMSO
Smiles
C[C@@]([C@@](OC1=O)([H])C2)(OC3=O)[C@@]([C@@]3(CC[C@@]([C@]45C)([H])[C@@]6([H])[C@@H](C=C4CC=CC5=O)O)O)(O[C@@]76O)[C@](C7=O)([H])[C@]2(C1=C)C
Molecular Formula
C28H30O10
Molecular Weight
526.53
References & Citations
[1]Shin JM, et al. Physalin A regulates the Nrf2 pathway through ERK and p38 for induction of detoxifying enzymes. BMC Complement Altern Med. 2019 May 9;19 (1) :101.|[2]Kang N, et al. Physalin A induces G2/M phase cell cycle arrest in human non-small cell lung cancer cells: involvement of the p38 MAPK/ROS pathway. Mol Cell Biochem. 2016 Apr;415 (1-2) :145-55.|[3]Lu R, et al. Physalin A alleviates intervertebral disc degeneration via anti-inflammatory and anti-fibrotic effects. J Orthop Translat. 2023 Jan 25;39:74-87.|[4]Zhu F, et al. Physalin A exerts anti-tumor activity in non-small cell lung cancer cell lines by suppressing JAK/STAT3 signaling. Oncotarget. 2016 Feb 23;7 (8) :9462-76.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Physalin A

Physalin A is a physalin.

CAS Number23027-91-0
PubChem CID44577487
IUPAC Name(1S,2S,3R,5R,6S,7R,14R,15S,18R,21S,22R)-5,7,18-trihydroxy-1,14,21-trimethyl-25-methylidene-4,20,23-trioxaheptacyclo[20.3.1.12,5.03,18.03,21.06,15.09,14]heptacosa-8,11-diene-13,19,24,27-tetrone
Molecular FormulaC28H30O10
Molecular Weight526.5
XLogP0
Topological Polar Surface Area157
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Heavy Atom Count38
Formal Charge0
Complexity1350
SMILES
C[C@]12C[C@H]([C@]3([C@]45[C@H]1C(=O)[C@](O4)([C@H]6[C@H](CC[C@@]5(C(=O)O3)O)[C@@]7(C(=C[C@H]6O)CC=CC7=O)C)O)C)OC(=O)C2=C
InChI
InChI=1S/C28H30O10/c1-12-21(32)36-17-11-23(12,2)19-20(31)27(35)18-14(24(3)13(10-15(18)29)6-5-7-16(24)30)8-9-26(34)22(33)37-25(17,4)28(19,26)38-27/h5,7,10,14-15,17-19,29,34-35H,1,6,8-9,11H2,2-4H3/t14-,15+,17+,18-,19-,23+,24-,25-,26-,27+,28-/m0/s1
InChIKey
VELDODQHYQSJOF-RPKVKFPNSA-N
Chemical Structure
2D Structure
2D structure of Physalin A
CAS: 23027-91-0
CID: 44577487
Formula: C28H30O10
MW: 526.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight526.5
XLogP30
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Exact Mass526.18389715
Monoisotopic Mass526.18389715
Topological Polar Surface Area157 Ų
Heavy Atom Count38
Formal Charge0
Complexity1350
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