Compounds
COMPOUND NPA018135
PROPERTIES
NPAID | NPA018135 |
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CLUSTER ID | 5992 |
NODE ID | 4199 |
NAME | Camptothecin |
FORMULA | C20H16N2O4 |
MOLECULAR WEIGHT (Da) | 348.3580 |
ACCURATE MASS (Da) | 348.1110 |
ORIGIN ORGANISM TYPE | Fungus |
ORIGIN GENUS | Unknown-fungus |
ORIGIN SPECIES | sp. |
InChIKey | VSJKWCGYPAHWDS-FQEVSTJZSA-N |
InChI | InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1 |
SMILES | CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O |
ORIGINAL ISOLATION REFERENCE
CITATION | Puri, Satish Chander; Verma, Vijeshwar; Amna, Touseef; Qazi, Ghulam Nabi; Spiteller, Michael An Endophytic Fungus from Nothapodytes foetida that Produces Camptothecin Journal of Natural Products 2005 68 (12) 1717-1719. | ||
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DOI | 10.1021/np0502802 | PMID | 16378360 |
SYNTHESES
CITATION 1 | Peters R; Althaus M; Nagy AL Practical formal total synthesis of (rac)- and (S)-camptothecin. Organic & Biomolecular Chemistry 2006 4 (3) 498-509. DOI: 10.1039/b514147h PMID: 16446808 | ||
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CITATION 2 | Yu S; Huang QQ; Luo Y; Lu W Total synthesis of camptothecin and SN-38. Journal of Organic Chemistry 2012 77 (1) 713-7. DOI: 10.1021/jo201974f PMID: 22165912 | ||
CITATION 3 | Xu P; Chen DS; Xi J; Yao ZJ Short protecting group-free syntheses of camptothecin and 10-hydroxycamptothecin using cascade methodologies. Chemistry - An Asian Journal 2015 10 (4) 976-81. DOI: 10.1002/asia.201403190 PMID: 25431030 | ||
CITATION 4 | Li K; Ou J; Gao S Total Synthesis of Camptothecin and Related Natural Products by a Flexible Strategy. Angewandte Chemie International Edition 2016 55 (47) 14778-14783. DOI: 10.1002/anie.201607832 PMID: 27781350 |