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Physalin F

CAT: 0013-GTR19156832-07Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19156832-07Size:50 mg
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Description
Physalin F is a natural blocker of CaV2.3 (R-type) and CaV2.2 (N-type) voltage-gated calcium channels.It is a secosteroid with potent anti-inflammatory and immunomodulatory activities. Physalin F induces apoptosis of PBMC, decreasing the spontaneous proliferation and cytokine production caused by Human T-lymphotropic virus type 1 (HTLV-1) infectionPhysalin F is a secosteroid with potent anti-inflammatory and immunomodulatory activities. A concentration-dependent inhibition of spontaneous proliferation of PBMC from HAM/TSP subjects was observed in the presence of physalin F, as evaluated by (3) H-thymidine uptake. The IC50 for physalin F was 0.97 0.11 μM. Flow cytometry analysis using Cytometric Bead Array (CBA) showed that physalin F (10 μM) significantly reduced the levels of IL-2, IL-6, IL-10, TNF-α and IFN-γ, but not IL-17A, in supernatants of PBMC cultures. Next, apoptosis induction was addressed by using flow cytometry to evaluate annexin V expression. Treatment with physalin F (10 μM) increased the apoptotic population of PBMC in HAM/TSP subjects. Transmission electron microscopy analysis of PBMC showed that physalin F induced ultrastructural changes, such as pyknotic nuclei, damaged mitochondria, enhanced autophagic vacuole formation, and the presence of myelin-like figures. In conclusion, physalin F induces apoptosis of PBMC, decreasing the spontaneous proliferation and cytokine production caused by HTLV-1 infection.
CAS Number
57423-71-9
Purity
>98% (HPLC)
Smiles
[H][C@@]12C (=O) [C@]34O[C@]11[C@@] (C) (OC (=O) [C@@]1 (O) CC[C@@]1 ([H]) [C@@]3 ([H]) C[C@H]3O[C@]33CC=CC (=O) [C@]13C) [C@H]1C[C@]2 (C) [C@@] ([H]) (CO4) C (=O) O1
Molecular Formula
C28H30O10?
Molecular Weight
526.5
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Physalin F

Physalin F is a physalin with antimalarial and antitumour activities isolated from Physalis angulata. It has a role as an antineoplastic agent, an immunosuppressive agent, an antimalarial, an apoptosis inducer and an antileishmanial agent. It is an epoxy steroid, a lactone, an enone and a physalin.

CAS Number57423-71-9
PubChem CID49864133
IUPAC Name(1R,2R,4R,6S,11R,12S,15S,18S,19R,20S,21S,23R,26S)-15-hydroxy-11,18,21-trimethyl-5,17,24,28,29-pentaoxanonacyclo[17.9.1.11,20.02,12.04,6.06,11.015,19.018,23.021,26]triacont-8-ene-10,16,25,30-tetrone
Molecular FormulaC28H30O10
Molecular Weight526.5
XLogP0.1
Topological Polar Surface Area138
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Heavy Atom Count38
Formal Charge0
Complexity1340
SMILES
C[C@]12C[C@@H]3[C@]4([C@]56[C@H]1C(=O)[C@](O5)([C@@H]7C[C@@H]8[C@]9(O8)CC=CC(=O)[C@@]9([C@H]7CC[C@]6(C(=O)O4)O)C)OC[C@H]2C(=O)O3)C
InChI
InChI=1S/C28H30O10/c1-22-10-17-24(3)28-18(22)19(30)27(38-28,34-11-14(22)20(31)35-17)13-9-16-26(36-16)7-4-5-15(29)23(26,2)12(13)6-8-25(28,33)21(32)37-24/h4-5,12-14,16-18,33H,6-11H2,1-3H3/t12-,13+,14-,16+,17+,18-,22+,23-,24-,25+,26+,27+,28-/m0/s1
InChIKey
VSLWNSSUMFSGFF-DKOLRWHASA-N
Chemical Structure
2D Structure
2D structure of Physalin F
CAS: 57423-71-9
CID: 49864133
Formula: C28H30O10
MW: 526.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight526.5
XLogP30.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Exact Mass526.18389715
Monoisotopic Mass526.18389715
Topological Polar Surface Area138 Ų
Heavy Atom Count38
Formal Charge0
Complexity1340
Isotope Atom Count0
Defined Atom Stereocenter Count13
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes