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Fumosorinone

CAT: 0804-HY-120094Size: 1 EachDry Ice: NoHazardous: No
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Description
Fumosorinone is a PTP1B and Shp2 inhibitor. Fumosorinone enhances insulin signaling by down-regulating PTP1B expression, increases the phosphorylation levels of IRβ, IRS-2, Akt, GSK3β, and Erk1/2, and has hypoglycemic and insulin resistance-lowering effects. Fumosorinone inhibits the proliferation and cycle arrest of cervical cancer and breast cancer cells. Fumosorinone can be used for research on diabetes and cancer[1][2].
CAS Number
1879030-70-2
UNSPSC
12352005
Target
Akt; ERK; GSK-3; Phosphatase; SHP2
Related Pathways
MAPK/ERK Pathway; Metabolic Enzyme/Protease; PI3K/Akt/mTOR; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt
Field of Research
Cancer; Metabolic Disease
Smiles
O=C1C(C(/C(C)=C/C=C/C=C/C(C)=C/[C@H](C)C[C@H](C)CC)=O)=C(O)C(C2=CC=C(O)C=C2)=CN1O
Molecular Formula
C29H35NO5
Molecular Weight
477.59
References & Citations
[1]Chen C, et al. Cytotoxic activity of Shp2 inhibitor fumosorinone in human cancer cells. Oncol Lett. 2018 Jun;15 (6) :10055-10062.|[2]Liu ZQ, et al. Fumosorinone, a novel PTP1B inhibitor, activates insulin signaling in insulin-resistance HepG2 cells and shows anti-diabetic effect in diabetic KKAy mice. Toxicol Appl Pharmacol. 2015 May 15;285 (1) :61-70.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Fumosorinone
CAS Number1879030-70-2
PubChem CID172966512
IUPAC Name1-hydroxy-5-(4-hydroxyphenyl)-3-[(2E,4E,6E,8E,10R,12R)-2,8,10,12-tetramethyltetradeca-2,4,6,8-tetraenoyl]pyridine-2,4-dione
Molecular FormulaC29H35NO5
Molecular Weight477.6
XLogP6.7
Topological Polar Surface Area94.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count10
Heavy Atom Count35
Formal Charge0
Complexity931
SMILES
CC[C@@H](C)C[C@@H](C)/C=C(\C)/C=C/C=C/C=C(\C)/C(=O)C1C(=O)C(=CN(C1=O)O)C2=CC=C(C=C2)O
InChI
InChI=1S/C29H35NO5/c1-6-19(2)16-21(4)17-20(3)10-8-7-9-11-22(5)27(32)26-28(33)25(18-30(35)29(26)34)23-12-14-24(31)15-13-23/h7-15,17-19,21,26,31,35H,6,16H2,1-5H3/b9-7+,10-8+,20-17+,22-11+/t19-,21-,26?/m1/s1
InChIKey
ZEUWGPMKHKLZSS-HJPIBXSNSA-N
Chemical Structure
2D Structure
2D structure of Fumosorinone
CAS: 1879030-70-2
CID: 172966512
Formula: C29H35NO5
MW: 477.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight477.6
XLogP36.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count10
Exact Mass477.25152322
Monoisotopic Mass477.25152322
Topological Polar Surface Area94.9 Ų
Heavy Atom Count35
Formal Charge0
Complexity931
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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