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Physalin O

CAT: 0804-HY-N10023-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N10023-02Size:5 mg
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Description
Physalin O is a physalin that can be isolated from Physalis angulata. Physalin O shows cytotoxicity to Hep G2 and MCF-7 cancer cells with IC50 values of 31.1 and 11.4 µM, respectively. Physalin O inhibits the production of nitric oxide (NO) and shows anti-inflammatory activities[1][2].
CAS Number
120849-18-5
UNSPSC
12352005
Target
NO Synthase
Type
Natural Products
Related Pathways
Immunology/Inflammation
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/physalin-o.html
Purity
99.35
Solubility
DMSO : 25 mg/mL (ultrasonic)
Smiles
C[C@@]12[C@]34[C@](C([C@](O3)([C@@]5([H])[C@]([C@@]6(C(CC=CC6=O)=C[C@H]5O)C)([H])CC[C@@]4(C(O2)=O)O)O)=O)([H])[C@@]7(C[C@H]1OC([C@H]7C)=O)C
Molecular Formula
C28H32O10
Molecular Weight
528.55
References & Citations
[1]Kuo PC, et al. Physanolide A, a novel skeleton steroid, and other cytotoxic principles from Physalis angulata. Org Lett. 2006 Jul 6;8 (14) :2953-6.|[2]Ji L, et al. Physalins with anti-inflammatory activity are present in Physalis alkekengi var. franchetii and can function as Michael reaction acceptors. Steroids. 2012 Apr;77 (5) :441-7.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Physalin O

(1S,2S,3R,5R,6S,7R,14R,15S,18R,21S,22R,25S)-5,7,18-trihydroxy-1,14,21,25-tetramethyl-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 has been reported in Alkekengi officinarum var. franchetii with data available.

CAS Number120849-18-5
PubChem CID44577489
IUPAC Name(1S,2S,3R,5R,6S,7R,14R,15S,18R,21S,22R,25S)-5,7,18-trihydroxy-1,14,21,25-tetramethyl-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 FormulaC28H32O10
Molecular Weight528.5
XLogP-0.1
Topological Polar Surface Area157
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Heavy Atom Count38
Formal Charge0
Complexity1300
SMILES
C[C@@H]1C(=O)O[C@@H]2C[C@]1([C@@H]3C(=O)[C@]4([C@H]5[C@H](CC[C@]6([C@]3([C@]2(OC6=O)C)O4)O)[C@@]7(C(=C[C@H]5O)CC=CC7=O)C)O)C
InChI
InChI=1S/C28H32O10/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/h5,7,10,12,14-15,17-19,29,34-35H,6,8-9,11H2,1-4H3/t12-,14+,15-,17-,18+,19+,23-,24+,25+,26+,27-,28+/m1/s1
InChIKey
QFAOFAWTSOFSQA-HRLARMCRSA-N
Chemical Structure
2D Structure
2D structure of Physalin O
CAS: 120849-18-5
CID: 44577489
Formula: C28H32O10
MW: 528.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight528.5
XLogP3-0.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count0
Exact Mass528.19954721
Monoisotopic Mass528.19954721
Topological Polar Surface Area157 Ų
Heavy Atom Count38
Formal Charge0
Complexity1300
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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