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869898-86-2 | Platencin
CAS No: 869898-86-2 Catalog No: AG004HDK MDL No:
Product Description
Catalog Number:
AG004HDK
Chemical Name:
Platencin
CAS Number:
869898-86-2
Molecular Formula:
C24H27NO6
Molecular Weight:
425.4743
IUPAC Name:
2,4-dihydroxy-3-[3-[(1S,5S,8S)-5-methyl-9-methylidene-4-oxo-5-tricyclo[6.2.2.01,6]dodec-2-enyl]propanoylamino]benzoic acid
InChI:
InChI=1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17?,23-,24+/m0/s1
InChI Key:
DWUHGPPFFABTIY-KMVHLTCXSA-N
SMILES:
O=C(Nc1c(O)ccc(c1O)C(=O)O)CC[C@]1(C)C(=O)C=C[C@]23C1C[C@H](CC2)C(=C)C3
Properties
Complexity:
836
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
3
Defined Bond Stereocenter Count:
0
Exact Mass:
425.184g/mol
Formal Charge:
0
Heavy Atom Count:
31
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
425.481g/mol
Monoisotopic Mass:
425.184g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
124A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
3.5
Literature
| Title | Journal |
|---|---|
| Platensimycin and platencin biosynthesis in Streptomyces platensis, showcasing discovery and characterization of novel bacterial diterpene synthases. | Methods in enzymology 20120101 |
| Platensimycin and platencin: promising antibiotics for future application in human medicine. | The Journal of antibiotics 20111101 |
| Platensimycin and its relatives: a recent story in the struggle to develop new naturally derived antibiotics. | Natural product reports 20110901 |
| Total synthesis of (±)-platencin. | Organic letters 20110715 |
| Platensimycin and platencin congeners from Streptomyces platensis. | Journal of natural products 20110325 |
| Dialkylamino-2,4-dihydroxybenzoic acids as easily synthesized analogues of platensimycin and platencin with comparable antibacterial properties. | Chemistry (Weinheim an der Bergstrasse, Germany) 20110314 |
| Discovery and syntheses of 'superbug challengers'-platensimycin and platencin. | Chemistry, an Asian journal 20100401 |
| Isolation, structure and biological activities of platencin A(2)-A(4) from Streptomyces platensis. | Bioorganic & medicinal chemistry 20100401 |
| Improvement of secondary metabolite production in Streptomyces by manipulating pathway regulation. | Applied microbiology and biotechnology 20100301 |
| Synthesis and antibacterial properties of (-)-nor-platencin. | Organic letters 20091119 |
| Total syntheses of (+/-)-platencin and (-)-platencin. | Journal of the American Chemical Society 20091104 |
| Isolation, enzyme-bound structure and antibacterial activity of platencin A1 from Streptomyces platensis. | Bioorganic & medicinal chemistry letters 20090815 |
| A nine-step total synthesis of (-)-platencin. | The Journal of organic chemistry 20090417 |
| Formal total synthesis of platencin. | Angewandte Chemie (International ed. in English) 20090101 |
| A symmetry-based concise formal synthesis of platencin, a novel lead against 'superbugs'. | Angewandte Chemie (International ed. in English) 20090101 |
| Structure and semisynthesis of platensimide A, produced by Streptomyces platensis. | Organic letters 20080501 |
| Platensimycin: a promising antimicrobial targeting fatty acid synthesis. | Current medicinal chemistry 20080101 |
| High-pressure entry into platencin. | Angewandte Chemie (International ed. in English) 20080101 |
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