Compounds
ID | Spectrum Quality | Annotated Name |
---|---|---|
CCMSLIB00000478541 | Silver | Terpestacin_130136 |
CCMSLIB00004708850 | Bronze | terpestacin |
CCMSLIB00004708845 | Bronze | terpestacin |
CCMSLIB00004708846 | Bronze | terpestacin |
CCMSLIB00004708847 | Bronze | terpestacin |
CCMSLIB00004708848 | Bronze | terpestacin |
CCMSLIB00004708851 | Bronze | terpestacin |
CCMSLIB00004708852 | Bronze | terpestacin |
CCMSLIB00004708853 | Bronze | terpestacin |
CCMSLIB00004708854 | Bronze | terpestacin |
CCMSLIB00004708855 | Bronze | terpestacin |
CCMSLIB00004708856 | Bronze | terpestacin |
CCMSLIB00004708857 | Bronze | terpestacin |
CCMSLIB00004708858 | Bronze | terpestacin |
CCMSLIB00004708859 | Bronze | terpestacin |
CCMSLIB00004708849 | Bronze | terpestacin |
CCMSLIB00000853577 | Gold | 1!CCMSLIB00000853579 |
COMPOUND NPA017440
PROPERTIES
NPAID | NPA017440 |
---|---|
CLUSTER ID | 2508 |
NODE ID | 1966 |
NAME | Terpestacin |
FORMULA | C25H38O4 |
MOLECULAR WEIGHT (Da) | 402.5750 |
ACCURATE MASS (Da) | 402.2770 |
ORIGIN ORGANISM TYPE | Fungus |
ORIGIN GENUS | Arthrinium |
ORIGIN SPECIES | sp. |
InChIKey | UTGBBPSEQPITLF-QMDQJFAJSA-N |
InChI | InChI=1S/C25H38O4/c1-16-7-6-8-17(2)13-14-25(5)20(11-10-18(3)21(27)12-9-16)22(19(4)15-26)23(28)24(25)29/h7,10,13,19-21,26-28H,6,8-9,11-12,14-15H2,1-5H3/b16-7-,17-13-,18-10-/t19-,20-,21+,25+/m1/s1 |
SMILES | C/C/1=C/CC/C(=C\C[C@]2([C@H](C/C=C(\[C@H](CC1)O)/C)C(=C(C2=O)O)[C@H](C)CO)C)/C |
ORIGINAL ISOLATION REFERENCE
CITATION | Iimura, Seiji; Oka, Masahisa; Narita, Yukio; Konishi, Masataka; Kakisawa, Hiroshi; Gao, Qi; Oki, Toshikazu Terpestacin, a novel syncytium formation inhibitor, isolated from Arthrinium species Tetrahedron Letters 1993 34 (3) 493-496. | ||
---|---|---|---|
DOI | 10.1016/0040-4039(93)85110-i | PMID | - |
SYNTHESES
CITATION 1 | Tatsuta K; Masuda N The first total synthesis of natural (+)-terpestacin, syncytium formation inhibitor. Journal of Antibiotics 1998 51 (6) 602-6. DOI: 10.7164/antibiotics.51.602 PMID: 9711228 | ||
---|---|---|---|
CITATION 2 | Berger GO; Tius MA Total synthesis of (+/-)-terpestacin and (+/-)-11-epi-terpestacin. Journal of Organic Chemistry 2007 72 (17) 6473-80. DOI: 10.1021/jo070923d PMID: 17630803 | ||
CITATION 3 | Jin Y; Qiu FG A convergent stereocontrolled total synthesis of (-)-terpestacin. Organic & Biomolecular Chemistry 2012 10 (28) 5452-5. DOI: 10.1039/c2ob25940k PMID: 22710980 |