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151519-02-7 | Pironetin
CAS No: 151519-02-7 Catalog No: AG01FNFU MDL No:
Product Description
Catalog Number:
AG01FNFU
Chemical Name:
Pironetin
CAS Number:
151519-02-7
IUPAC Name:
(2R,3R)-3-ethyl-2-[(E,2R,3S,4R,5S)-2-hydroxy-4-methoxy-3,5-dimethylnon-7-enyl]-2,3-dihydropyran-6-one
InChI:
InChI=1S/C19H32O4/c1-6-8-9-13(3)19(22-5)14(4)16(20)12-17-15(7-2)10-11-18(21)23-17/h6,8,10-11,13-17,19-20H,7,9,12H2,1-5H3/b8-6+/t13-,14-,15+,16+,17+,19+/m0/s1
InChI Key:
XIHGDBYGUWEHCV-FSEPSNHWSA-N
Properties
Complexity:
416
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
6
Defined Bond Stereocenter Count:
1
Exact Mass:
324.23g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
324.461g/mol
Monoisotopic Mass:
324.23g/mol
Rotatable Bond Count:
9
Topological Polar Surface Area:
55.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4
Literature
| Title | Journal |
|---|---|
| Enantioselective total synthesis of (-)-pironetin: iterative aldol reactions of thiazolidinethiones. | Organic letters 20090402 |
| Polo-like kinase 1 phosphorylates and regulates Bcl-x(L) during pironetin-induced apoptosis. | Oncogene 20090108 |
| Asymmetric total synthesis of (-)-pironetin employing the SAMP/RAMP hydrazone methodology. | Chemistry (Weinheim an der Bergstrasse, Germany) 20070101 |
| Antiproliferating activity of the mitotic inhibitor pironetin against vindesine- and paclitaxel-resistant human small cell lung cancer H69 cells. | Anticancer research 20070101 |
| The anticancer natural product pironetin selectively targets Lys352 of alpha-tubulin. | Chemistry & biology 20040601 |
| Total synthesis of (-)-pironetin. | Organic letters 20030206 |
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