Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA009305
PROPERTIES
| NPAID | NPA009305 |
|---|---|
| CLUSTER ID | 329 |
| NODE ID | 298 |
| NAME | Chloptosin |
| FORMULA | C68H94Cl2N18O18 |
| MOLECULAR WEIGHT (Da) | 1522.5140 |
| ACCURATE MASS (Da) | 1520.6371 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. |
| InChIKey | PJGWXFOHRMJMTI-RVRHDWOJSA-N |
| InChI | InChI=1S/C68H94Cl2N18O18/c1-29(2)49-63(101)87-45(15-11-19-73-87)59(97)85-43(13-9-17-71-85)55(93)75-41(27-105-7)53(91)81-51(31(5)89)61(99)83-47(57(95)79-49)25-67(103)35-21-33(37(69)23-39(35)77-65(67)83)34-22-36-40(24-38(34)70)78-66-68(36,104)26-48-58(96)80-50(30(3)4)64(102)88-46(16-12-20-74-88)60(98)86-44(14-10-18-72-86)56(94)76-42(28-106-8)54(92)82-52(32(6)90)62(100)84(48)66/h21-24,29-32,41-52,65-66,71-74,77-78,89-90,103-104H,9-20,25-28H2,1-8H3,(H,75,93)(H,76,94)(H,79,95)(H,80,96)(H,81,91)(H,82,92)/t31-,32-,41-,42-,43+,44+,45-,46-,47-,48-,49+,50+,51+,52+,65-,66-,67+,68+/m0/s1 |
| SMILES | C[C@@H]([C@@H]1C(=O)N2[C@@H](C[C@@]3([C@H]2NC4=C3C=C(C(=C4)Cl)C5=CC6=C(C=C5Cl)N[C@@H]7[C@]6(C[C@@H]8N7C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H]9CCCNN9C(=O)[C@@H]2CCCNN2C(=O)[C@H](NC8=O)C(C)C)COC)[C@H](C)O)O)O)C(=O)N[C@@H](C(=O)N2[C@@H](CCCN2)C(=O)N2[C@H](CCCN2)C(=O)N[C@H](C(=O)N1)COC)C(C)C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Umezawa, Kazuo; Ikeda, Yoko; Uchihata, Yuki; Naganawa, Hiroshi; Kondo, Shinichi Chloptosin, an apoptosis-inducing dimeric cyclohexapeptide produced by Streptomyces Journal of Organic Chemistry 2000 65 (2) 459-463. | ||
|---|---|---|---|
| DOI | 10.1021/jo991314b | PMID | 10813957 |
SYNTHESES
| CITATION 1 | Yu SM; Hong WX; Wu Y; Zhong CL; Yao ZJ Total synthesis of chloptosin, a potent apoptosis-inducing cyclopeptide. Organic Letters 2010 12 (5) 1124-1127. DOI: 10.1021/ol100135a PMID: 20136143 | ||
|---|---|---|---|
| CITATION 2 | Oelke AJ; Antonietti F; Bertone L; Cranwell PB; France DJ; Goss RJ; Hofmann T; Knauer S; Moss SJ; Skelton PC; Turner RM; Wuitschik G; Ley SV Total synthesis of chloptosin: a dimeric cyclohexapeptide. Chemistry - A European Journal 2011 17 (15) 4183-4194. DOI: 10.1002/chem.201003216 PMID: 21412862 | ||
| CITATION 3 | Oelke AJ; France DJ; Hofmann T; Wuitschik G; Ley SV Total synthesis of chloptosin. Angewandte Chemie International Edition 2010 49 (35) 6139-6142. DOI: 10.1002/anie.201002880 PMID: 20645377 | ||
