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Compounds

COMPOUND NPA003104

STRUCTURE
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PROPERTIES
NPAID NPA003104
CLUSTER ID 1764
NODE ID 650
NAME Dihydrosetoclavine
FORMULA C16H20N2O
MOLECULAR WEIGHT (Da) 256.3490
ACCURATE MASS (Da) 256.1576
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Claviceps
ORIGIN SPECIES paspali
InChIKey PYBBWVXSIFAQEZ-XPKDYRNWSA-N
InChI InChI=1S/C16H20N2O/c1-16(19)7-12-11-4-3-5-13-15(11)10(8-17-13)6-14(12)18(2)9-16/h3-5,8,12,14,17,19H,6-7,9H2,1-2H3/t12-,14-,16+/m1/s1
SMILES C[C@@]1(C[C@H]2[C@@H](CC3=CNC4=CC=CC2=C34)N(C1)C)O
ORIGINAL ISOLATION REFERENCE
CITATION Tscherter, H; Hauth, H Three new ergot alkaloids from saprophytic culture of Claviceps paspali Stevens et Hall Helvetica Chimica Acta 1974 57 (1) 113-121.
DOI 10.1002/hlca.19740570111 PMID 4219404
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Hypocreales MycoBank 5125
Family Clavicipitaceae MycoBank 34397
Genus Claviceps MycoBank 5110
SYNTHESES
CITATION 1 Liu H; Zhang X; Shan D; Pitchakuntla M; Ma Y; Jia Y Total Syntheses of Festuclavine, Pyroclavine, Costaclavine, epi-Costaclavine, Pibocin A, 9-Deacetoxyfumigaclavine C, Fumigaclavine G, and Dihydrosetoclavine. Organic Letters 2017 19 (12) 3323-3326. DOI: 10.1021/acs.orglett.7b01504 PMID: 28593757
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