Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA009366
PROPERTIES
| NPAID | NPA009366 |
|---|---|
| CLUSTER ID | 584 |
| NODE ID | 520 |
| NAME | Integric acid |
| FORMULA | C25H34O6 |
| MOLECULAR WEIGHT (Da) | 430.5410 |
| ACCURATE MASS (Da) | 430.2355 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Xylaria |
| ORIGIN SPECIES | sp. |
| InChIKey | UIXJDFDDMXCJCT-DVRXSGNOSA-N |
| InChI | InChI=1S/C25H34O6/c1-6-7-8-15(2)11-16(3)24(30)31-22-10-9-19(23(28)29)25(5)13-18(17(4)14-26)21(27)12-20(22)25/h11-12,14-15,18-19,22H,4,6-10,13H2,1-3,5H3,(H,28,29)/b16-11+/t15-,18-,19+,22+,25+/m0/s1 |
| SMILES | C=C(C=O)[C@@H]1C[C@@]2(C)C(=CC1=O)[C@H](OC(=O)/C(C)=C/[C@@H](C)CCCC)CC[C@@H]2C(=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Singh, Sheo B.; Zink, Deborah; Polishook, Jon; Valentino, Delia; Shafiee, Ali; Silverman, Keith; Felock, Peter; Teran, Ana; Vilella, Dolores; Hazuda, Daria J.; Lingham, Russell B. Structure and absolute stereochemistry of HIV-1 integrase inhibitor integric acid. A novel eremophilane sesquiterpenoid produced by a Xylaria sp Tetrahedron Letters 1999 40 (50) 8775-8779. | ||
|---|---|---|---|
| DOI | 10.1016/S0040-4039(99)01878-X | PMID | - |
SYNTHESES
| CITATION 1 | Waalboer DC; van Kalkeren HA; Schaapman MC; van Delft FL; Rutjes FP Total synthesis and absolute stereochemistry of integric acid. Journal of Organic Chemistry 2009 74 (22) 8878-8881. DOI: 10.1021/jo901845r PMID: 19860426 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCCCC(C)/C=C(\C)/C(=O)O[C@@H]1CC[C@@H]([C@@]2(C1=CC(=O)[C@@H](C2)C(=C)C=O)C)C(=O)O | Singh, Sheo B.; Zink, Deborah; Polishook, Jon; Valentino, Delia; Shafiee, Ali; Silverman, Keith; Felock, Peter; Teran, Ana; Vilella, Dolores; Hazuda, Daria J.; Lingham, Russell B. Structure and absolute stereochemistry of HIV-1 integrase inhibitor integric acid. A novel eremophilane sesquiterpenoid produced by a Xylaria sp Tetrahedron Letters 1999 40 (50) 8775-8779. DOI: 10.1016/S0040-4039(99)01878-X | ||
| 2 | C=C(C=O)[C@@H]1C[C@@]2(C)C(=CC1=O)[C@H](OC(=O)/C(C)=C/[C@@H](C)CCCC)CC[C@@H]2C(=O)O | Waalboer DC; van Kalkeren HA; Schaapman MC; van Delft FL; Rutjes FP Total synthesis and absolute stereochemistry of integric acid. Journal of Organic Chemistry 2009 74 (22) 8878-8881. DOI: 10.1021/jo901845r PMID: 19860426 | ||
