Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA011141
PROPERTIES
| NPAID | NPA011141 |
|---|---|
| CLUSTER ID | 4352 |
| NODE ID | 3203 |
| NAME | Aphanorphine |
| FORMULA | C13H17NO |
| MOLECULAR WEIGHT (Da) | 203.2850 |
| ACCURATE MASS (Da) | 203.1310 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Aphanizomenon |
| ORIGIN SPECIES | flos-aquae |
| InChIKey | FVVVZSVINPVAIU-GXFFZTMASA-N |
| InChI | InChI=1S/C13H17NO/c1-13-7-10(14(2)8-13)5-9-3-4-11(15)6-12(9)13/h3-4,6,10,15H,5,7-8H2,1-2H3/t10-,13+/m0/s1 |
| SMILES | C[C@]12C[C@H](CC3=C1C=C(C=C3)O)N(C2)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Gulavita, Nanda; Hori, Akira; Shimizu, Yuzuru; Parkanyi, Laszlo; Clardy, Jon APHANORPHINE, A NOVEL TRICYCLIC ALKALOID FROM THE BLUE-GREEN ALGA APHANIZOMENON FLOS-AQUAE Tetrahedron Letters 1988 29 (35) 4381-4384. | ||
|---|---|---|---|
| DOI | 10.1016/s0040-4039(00)80500-6 | PMID | - |
SYNTHESES
| CITATION 1 | Fuchs JR; Funk RL Total synthesis of (+/-)-lennoxamine and (+/-)-aphanorphine by intramolecular electrophilic aromatic substitution reactions of 2-amidoacroleins. Organic Letters 2001 3 (24) 3923-3925. DOI: 10.1021/ol016795b PMID: 11720570 | ||
|---|---|---|---|
| CITATION 2 | Zhu DY; Xu MH; Tu YQ; Zhang FM; Wang SH Catalytic Asymmetric Construction of α-Quaternary Cyclopentanones and Its Application to the Syntheses of (-)-1,14-Herbertenediol and (-)-Aphanorphine. Chemistry - A European Journal 2015 21 (44) 15502-15505. DOI: 10.1002/chem.201502700 PMID: 26387785 | ||
