Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA024664
PROPERTIES
| NPAID | NPA024664 |
|---|---|
| CLUSTER ID | 2158 |
| NODE ID | 1370 |
| NAME | Micrococcin P1 |
| FORMULA | C48H49N13O9S6 |
| MOLECULAR WEIGHT (Da) | 1144.4040 |
| ACCURATE MASS (Da) | 1143.2100 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Bacillus |
| ORIGIN SPECIES | pumilus |
| InChIKey | MQGFYNRGFWXAKA-WSCMUTNUSA-N |
| InChI | InChI=1S/C48H49N13O9S6/c1-8-24(37(65)49-12-20(5)62)51-38(66)28-15-73-46(56-28)32-18-74-45(58-32)26-11-10-23-36(50-26)27-13-75-48(53-27)35(22(7)64)61-41(69)31-17-76-47(57-31)33(19(3)4)59-39(67)30-16-72-44(55-30)25(9-2)52-42(70)34(21(6)63)60-40(68)29-14-71-43(23)54-29/h8-11,13-22,33-35,62-64H,12H2,1-7H3,(H,49,65)(H,51,66)(H,52,70)(H,59,67)(H,60,68)(H,61,69)/b24-8-,25-9-/t20-,21+,22-,33+,34-,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)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 | Bycroft, BW; Gowland, MS The structures of the highly modified peptide antibiotics micrococcin P1 and P2 Journal of the Chemical Society, Chemical Communications 1978 1978 (6) 256-258. | ||
|---|---|---|---|
| DOI | 10.1039/C39780000256 | PMID | - |
SYNTHESES
| CITATION 1 | Lefranc D; Ciufolini MA Total synthesis and stereochemical assignment of micrococcin P1. Angewandte Chemie International Edition 2009 48 (23) 4198-201. DOI: 10.1002/anie.200900621 PMID: 19408268 | ||
|---|---|---|---|
| CITATION 2 | Ciufolini MA; Lefranc D Micrococcin P1: structure, biology and synthesis. Natural Product Reports 2010 27 (3) 330-42. DOI: 10.1039/b919071f PMID: 20179875 | ||
| CITATION 3 | 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 | Bycroft, BW; Gowland, MS The structures of the highly modified peptide antibiotics micrococcin P1 and P2 Journal of the Chemical Society, Chemical Communications 1978 1978 (6) 256-258. DOI: 10.1039/C39780000256 | ||
| 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)C3=NC(=CS3)C(=O)N[C@H]([C@@H](C)O)C3=NC4=CS3)=N2)=N1)C(=O)NC[C@@H](C)O | Lefranc D; Ciufolini MA Total synthesis and stereochemical assignment of micrococcin P1. Angewandte Chemie International Edition 2009 48 (23) 4198-201. DOI: 10.1002/anie.200900621 PMID: 19408268 | ||
