Compounds
ID | Spectrum Quality | Annotated Name |
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COMPOUND NPA004208
PROPERTIES
NPAID | NPA004208 |
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CLUSTER ID | 95 |
NODE ID | 90 |
NAME | Candelalide A |
FORMULA | C25H34O4 |
MOLECULAR WEIGHT (Da) | 398.5430 |
ACCURATE MASS (Da) | 398.2457 |
ORIGIN ORGANISM TYPE | Fungus |
ORIGIN GENUS | Sesquicillium |
ORIGIN SPECIES | candelabrum |
InChIKey | SCHPGLGCBCJZKD-YYHYCTJNSA-N |
InChI | InChI=1S/C25H34O4/c1-15-8-9-20-24(4,12-10-21-25(20,5)11-7-13-28-21)19(15)14-18-22(26)16(2)17(3)29-23(18)27-6/h7,13,19-21H,1,8-12,14H2,2-6H3/t19-,20-,21-,24-,25+/m1/s1 |
SMILES | CC1=C(OC(=C(C1=O)C[C@@H]2C(=C)CC[C@@H]3[C@@]2(CC[C@@H]4[C@]3(CC=CO4)C)C)OC)C |
ORIGINAL ISOLATION REFERENCE
CITATION | Singh, S B; Zink, D L; Dombrowski, A W; Dezeny, G; Bills, G F; Felix, J P; Slaughter, R S; Goetz, M A Candelalides A-C: novel diterpenoid pyrones from fermentations of Sesquicillium candelabrum as blockers of the voltage-gated potassium channel Kv1.3 Organic Letters 2001 3 (2) 247-250. | ||
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DOI | 10.1002/chin.200119162 | PMID | 11430046 |
SYNTHESES
CITATION 1 | Watanabe K; Iwasaki K; Abe T; Inoue M; Ohkubo K; Suzuki T; Katoh T Enantioselective total synthesis of (-)-candelalide A, a novel blocker of the voltage-gated potassium channel Kv1.3 for an immunosuppressive agent. Organic Letters 2005 7 (17) 3745-8. DOI: 10.1021/ol051398c PMID: 16092865 |
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