Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA000353
PROPERTIES
| NPAID | NPA000353 |
|---|---|
| CLUSTER ID | 285 |
| NODE ID | 258 |
| NAME | Mangromicin A |
| FORMULA | C22H34O7 |
| MOLECULAR WEIGHT (Da) | 410.5070 |
| ACCURATE MASS (Da) | 410.2305 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Lechevalieria |
| ORIGIN SPECIES | aerocolonigenes K10-0216 |
| InChIKey | GBPHFARFCUQUHR-NMYSTHHCSA-N |
| InChI | InChI=1S/C22H34O7/c1-5-6-13-16-9-15(23)12(3)17(24)19(26)20-11(2)10-22(4,29-20)8-7-14(18(13)25)21(27)28-16/h11-13,16-17,19-20,24-26H,5-10H2,1-4H3/t11-,12-,13+,16+,17-,19+,20+,22-/m0/s1 |
| SMILES | CCC[C@H]1C(O)=C2CC[C@@]3(C)C[C@H](C)[C@@H](O3)[C@H](O)[C@@H](O)[C@@H](C)C(=O)C[C@H]1OC2=O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nakashima, Takuji; Iwatsuki, Masato; Ochiai, Junya; Kamiya, Yoshiyuki; Nagai, Kenichiro; Matsumoto, Atsuko; Ishiyama, Aki; Otoguro, Kazuhiko; Shiomi, Kazuro; Takahashi, Yoko; Omura, Satoshi Mangromicins A and B: Structure and antitrypanosomal activity of two new cyclopentadecane compounds from Lechevalieria aerocolonigenes K10-0216 Journal of Antibiotics 2014 67 (3) 253-260. | ||
|---|---|---|---|
| DOI | 10.1038/ja.2013.129 | PMID | 24326338 |
SYNTHESES
| CITATION 1 | Takada H; Yamada T; Hirose T; Ishihara T; Nakashima T; Takahashi YK; O Mura S; Sunazuka T Total Synthesis and Determination of the Absolute Configuration of Naturally Occurring Mangromicin A, with Potent Antitrypanosomal Activity. Organic Letters 2017 19 (1) 230-233. DOI: 10.1021/acs.orglett.6b03512 PMID: 27936806 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCC[C@H]1[C@@H]2CC(=O)[C@H]([C@H]([C@@H]([C@@H]3[C@@H](C[C@](O3)(CCC(=C1O)C(=O)O2)C)C)O)O)C | Nakashima, Takuji; Iwatsuki, Masato; Ochiai, Junya; Kamiya, Yoshiyuki; Nagai, Kenichiro; Matsumoto, Atsuko; Ishiyama, Aki; Otoguro, Kazuhiko; Shiomi, Kazuro; Takahashi, Yoko; Omura, Satoshi Mangromicins A and B: Structure and antitrypanosomal activity of two new cyclopentadecane compounds from Lechevalieria aerocolonigenes K10-0216 Journal of Antibiotics 2014 67 (3) 253-260. DOI: 10.1038/ja.2013.129 PMID: 24326338 | ||
| 2 | CCC[C@H]1C(O)=C2CC[C@@]3(C)C[C@H](C)[C@@H](O3)[C@H](O)[C@@H](O)[C@@H](C)C(=O)C[C@H]1OC2=O | Takada H; Yamada T; Hirose T; Ishihara T; Nakashima T; Takahashi YK; O Mura S; Sunazuka T Total Synthesis and Determination of the Absolute Configuration of Naturally Occurring Mangromicin A, with Potent Antitrypanosomal Activity. Organic Letters 2017 19 (1) 230-233. DOI: 10.1021/acs.orglett.6b03512 PMID: 27936806 | ||
