Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA021148
PROPERTIES
| NPAID | NPA021148 |
|---|---|
| CLUSTER ID | 2158 |
| NODE ID | 1370 |
| NAME | Thiocillin I |
| FORMULA | C48H49N13O10S6 |
| MOLECULAR WEIGHT (Da) | 1160.4030 |
| ACCURATE MASS (Da) | 1159.2050 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Bacillus |
| ORIGIN SPECIES | cereus G-15 |
| InChIKey | FEORQDDAQBRWPT-RJFXJIJJSA-N |
| InChI | InChI=1S/C48H49N13O10S6/c1-8-23(36(65)49-12-19(3)62)51-37(66)27-15-74-45(56-27)31-18-75-44(58-31)25-11-10-22-34(50-25)26-13-76-46(53-26)33(21(5)64)60-39(68)29-17-77-47(57-29)35(48(6,7)71)61-40(69)30-16-73-43(55-30)24(9-2)52-41(70)32(20(4)63)59-38(67)28-14-72-42(22)54-28/h8-11,13-21,32-33,35,62-64,71H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b23-8-,24-9-/t19-,20-,21-,32+,33+,35-/m1/s1 |
| SMILES | C/C=C(\NC(=O)C1=CSC(C2=CSC(C3=NC4=C(C=C3)C3=NC(=CS3)C(=O)N[C@@H]([C@@H](C)O)C(=O)N/C(=C\C)C3=NC(=CS3)C(=O)N[C@@H](C(C)(C)O)C3=NC(=CS3)C(=O)N[C@@H]([C@@H](C)O)C3=NC4=CS3)=N2)=N1)C(=O)NC[C@@H](C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Shoji J; Hinoo H; Wakisaka Y; Koizumi K; Mayama M Isolation of three new antibiotics, thiocillins I, II and III, related to micrococcin P. Studies on antibiotics from the genus Bacillus. VIII. Journal of Antibiotics 1976 29 (4) 366-374. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.29.366 | PMID | 819410 |
SYNTHESES
| CITATION 1 | Aulakh VS; Ciufolini MA Total synthesis and complete structural assignment of thiocillin I. Journal of the American Chemical Society 2011 133 (15) 5900-4. DOI: 10.1021/ja110166x PMID: 21446660 | ||
|---|---|---|---|
| CITATION 2 | Akasapu S; Hinds AB; Powell WC; Walczak MA Total synthesis of micrococcin P1 and thiocillin I enabled by Mo(vi) catalyst. Chemical Science 2019 10 (7) 1971-1975. DOI: 10.1039/c8sc04885a PMID: 30881626 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C/C=C/1\C2=NC(=CS2)C(=O)N[C@H](C3=NC(=CS3)C(=O)N[C@H](C4=NC(=CS4)C5=C(C=CC(=N5)C6=NC(=CS6)C7=NC(=CS7)C(=O)N/C(=C/C)/C(=O)NC[C@@H](C)O)C8=NC(=CS8)C(=O)N[C@@H](C(=O)N1)[C@H](C)O)[C@@H](C)O)C(C)(C)O | Shoji J; Hinoo H; Wakisaka Y; Koizumi K; Mayama M Isolation of three new antibiotics, thiocillins I, II and III, related to micrococcin P. Studies on antibiotics from the genus Bacillus. VIII. Journal of Antibiotics 1976 29 (4) 366-374. DOI: 10.7164/antibiotics.29.366 PMID: 819410 | ||
| 2 | C/C=C(\NC(=O)C1=CSC(C2=CSC(C3=NC4=C(C=C3)C3=NC(=CS3)C(=O)N[C@@H]([C@@H](C)O)C(=O)N/C(=C\C)C3=NC(=CS3)C(=O)N[C@@H](C(C)(C)O)C3=NC(=CS3)C(=O)N[C@@H]([C@@H](C)O)C3=NC4=CS3)=N2)=N1)C(=O)NC[C@@H](C)O | Aulakh VS; Ciufolini MA Total synthesis and complete structural assignment of thiocillin I. Journal of the American Chemical Society 2011 133 (15) 5900-4. DOI: 10.1021/ja110166x PMID: 21446660 | ||
