Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007344
PROPERTIES
| NPAID | NPA007344 |
|---|---|
| CLUSTER ID | 3289 |
| NODE ID | 729 |
| NAME | Pestalospirane B |
| FORMULA | C24H24O6 |
| MOLECULAR WEIGHT (Da) | 408.4500 |
| ACCURATE MASS (Da) | 408.1573 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Pestalotiopsis |
| ORIGIN SPECIES | virgatula |
| InChIKey | GWADQOOKXMSEMY-QBGYIRFESA-N |
| InChI | InChI=1S/C24H24O6/c1-15-23(11-9-17-5-3-7-21(25)19(17)13-27-23)30-16(2)24(29-15)12-10-18-6-4-8-22(26)20(18)14-28-24/h3-12,15-16,25-26H,13-14H2,1-2H3/t15-,16-,23+,24+/m0/s1 |
| SMILES | C[C@@H]1O[C@]2(C=CC3=C(CO2)C(O)=CC=C3)[C@H](C)O[C@]12C=CC1=C(CO2)C(O)=CC=C1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kesting, Julie R.; Olsen, Lars; Staerk, Dan; Tejesvi, Mysore V.; Kini, Kukkundoor R.; Prakash, Harishchandra S.; Jaroszewski, Jerzy W. Production of unusual dispiro metabolites in Pestalotiopsis virgatula endophyte cultures: HPLC-SPE-NMR, electronic circular dichroism, and time-dependent density-functional computation study Journal of Natural Products 2011 74 (10) 2206-2215. | ||
|---|---|---|---|
| DOI | 10.1021/np2005665 | PMID | 21942847 |
SYNTHESES
| CITATION 1 | Badrinarayanan S; Squire CJ; Sperry J; Brimble MA Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B. Organic Letters 2017 19 (13) 3414-3417. DOI: 10.1021/acs.orglett.7b01371 PMID: 28621951 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@@H]1[C@]2(C=CC3=C(CO2)C(=CC=C3)O)O[C@@H]([C@@]4(O1)C=CC5=C(CO4)C(=CC=C5)O)C | Kesting, Julie R.; Olsen, Lars; Staerk, Dan; Tejesvi, Mysore V.; Kini, Kukkundoor R.; Prakash, Harishchandra S.; Jaroszewski, Jerzy W. Production of unusual dispiro metabolites in Pestalotiopsis virgatula endophyte cultures: HPLC-SPE-NMR, electronic circular dichroism, and time-dependent density-functional computation study Journal of Natural Products 2011 74 (10) 2206-2215. DOI: 10.1021/np2005665 PMID: 21942847 | ||
| 2 | C[C@@H]1O[C@]2(C=CC3=C(CO2)C(O)=CC=C3)[C@H](C)O[C@]12C=CC1=C(CO2)C(O)=CC=C1 | Badrinarayanan S; Squire CJ; Sperry J; Brimble MA Bioinspired Total Synthesis and Stereochemical Revision of the Fungal Metabolite Pestalospirane B. Organic Letters 2017 19 (13) 3414-3417. DOI: 10.1021/acs.orglett.7b01371 PMID: 28621951 | ||
