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Compounds

COMPOUND NPA018135

STRUCTURE
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PROPERTIES
NPAID NPA018135
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.
DOI 10.1021/np0502802 PMID 16378360
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Genus Unknown-fungus MycoBank -
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
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
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