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Compounds

COMPOUND NPA003073

STRUCTURE
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PROPERTIES
NPAID NPA003073
CLUSTER ID None
NODE ID None
NAME Trichodermatide A
FORMULA C22H32O7
MOLECULAR WEIGHT (Da) 408.4910
ACCURATE MASS (Da) 408.2148
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Trichoderma
ORIGIN SPECIES reesei
InChIKey KBMYUOJGZWMLOK-UJNNOPPMSA-N
InChI InChI=1S/C22H32O7/c1-2-3-4-5-6-14-16-11-12-18-15(8-7-13(23)19(18)25)29-22(26)17(24)9-10-21(27-14,28-16)20(12)22/h12-14,16-17,20,23-24,26H,2-11H2,1H3/t12-,13+,14-,16+,17+,20+,21+,22+/m0/s1
SMILES CCCCCC[C@@H]1O[C@]23CC[C@@H](O)[C@@]4(O)OC5=C(C(=O)[C@H](O)CC5)[C@H](C[C@H]1O2)[C@H]34
ORIGINAL ISOLATION REFERENCE
CITATION Sun, Yi; Tian, Li; Huang, Jian; Ma, Hong-Yu; Zheng, Zhe; Lv, A-Li; Yasukawa, Ken; Pei, Yue-Hu Trichodermatides A-D, novel polyketides from the marine-derived fungus Trichoderma reesei Organic Letters 2008 10 (3) 393-396.
DOI 10.1021/ol702674f PMID 18163636
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 Hypocreaceae MycoBank 5129
Genus Trichoderma MycoBank 5543
SYNTHESES
CITATION 1 Myers E; Herrero-Gómez E; Albrecht I; Lachs J; Mayer P; Hanni M; Ochsenfeld C; Trauner D Total synthesis of the proposed structure of trichodermatide A. Journal of Organic Chemistry 2014 79 (20) 9812-7. DOI: 10.1021/jo501206k PMID: 25166497
REVISIONS
VERSION SMILES CITATION
Original Isolation CCCCCC[C@H]1[C@@H]2C[C@@H]3[C@@H]4[C@@](O2)(O1)CC[C@@H]([C@]4(OC5=C3C(=O)[C@@H](CC5)O)O)O Sun, Yi; Tian, Li; Huang, Jian; Ma, Hong-Yu; Zheng, Zhe; Lv, A-Li; Yasukawa, Ken; Pei, Yue-Hu Trichodermatides A-D, novel polyketides from the marine-derived fungus Trichoderma reesei Organic Letters 2008 10 (3) 393-396. DOI: 10.1021/ol702674f PMID: 18163636
2 CCCCCC[C@@H]1O[C@]23CC[C@@H](O)[C@@]4(O)OC5=C(C(=O)[C@H](O)CC5)[C@H](C[C@H]1O2)[C@H]34 Shigehisa, Hiroki; Kikuchi, Harue; Suzuki, Tsuyoshi; Hiroya, Kou The Revised Structure of Trichodermatide A. European Journal of Organic Chemistry 2015 2015 (35) 7670-7673. DOI: 10.1002/ejoc.201501281
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