Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA016753
PROPERTIES
| NPAID | NPA016753 |
|---|---|
| CLUSTER ID | 1667 |
| NODE ID | 1361 |
| NAME | Phomentrioloxin |
| FORMULA | C17H24O4 |
| MOLECULAR WEIGHT (Da) | 292.3750 |
| ACCURATE MASS (Da) | 292.1675 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Phomopsis |
| ORIGIN SPECIES | sp. |
| InChIKey | QMURELAJMFSPEF-QBPKDAKJSA-N |
| InChI | InChI=1S/C17H24O4/c1-11(2)6-5-7-12(3)8-9-13-10-14(18)17(21-4)16(20)15(13)19/h6,10,14-20H,3,5,7H2,1-2,4H3/t14-,15-,16-,17-/m1/s1 |
| SMILES | C=C(C#CC1=C[C@@H](O)[C@@H](OC)[C@H](O)[C@@H]1O)CCC=C(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Cimmino, Alessio; Andolfi, Anna; Troise, Ciro; Evidente, Antonio; Zonno, Maria C.; Vurro, Maurizio; Santini, Antonello; Tuzi, Angela; Ash, Gavin Phomentrioloxin: A phytotoxic pentasubstituted geranylcyclohexentriol produced by Phomopsis sp., a potential mycoherbicide for Carthamus lanatus biocontrol Journal of Natural Products 2012 75 (6) 1130-1137,8. | ||
|---|---|---|---|
| DOI | 10.1021/np300200j | PMID | 22694489 |
SYNTHESES
| CITATION 1 | Ma X; Banwell MG; Willis AC Chemoenzymatic total synthesis of the phytotoxic geranylcyclohexentriol (-)-phomentrioloxin. Journal of Natural Products 2013 76 (8) 1514-1518. DOI: 10.1021/np4002866 PMID: 23895674 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(=CCCC(=C)C#CC1=C[C@@H]([C@@H]([C@H]([C@H]1O)O)OC)O)C | Cimmino, Alessio; Andolfi, Anna; Troise, Ciro; Evidente, Antonio; Zonno, Maria C.; Vurro, Maurizio; Santini, Antonello; Tuzi, Angela; Ash, Gavin Phomentrioloxin: A phytotoxic pentasubstituted geranylcyclohexentriol produced by Phomopsis sp., a potential mycoherbicide for Carthamus lanatus biocontrol Journal of Natural Products 2012 75 (6) 1130-1137,8. DOI: 10.1021/np300200j PMID: 22694489 | ||
| 2 | C=C(C#CC1=C[C@@H](O)[C@@H](OC)[C@H](O)[C@@H]1O)CCC=C(C)C | Ma X; Banwell MG; Willis AC Chemoenzymatic total synthesis of the phytotoxic geranylcyclohexentriol (-)-phomentrioloxin. Journal of Natural Products 2013 76 (8) 1514-1518. DOI: 10.1021/np4002866 PMID: 23895674 | ||
