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Compounds

COMPOUND NPA015451

STRUCTURE
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PROPERTIES
NPAID NPA015451
CLUSTER ID 898
NODE ID 778
NAME Colletoic acid
FORMULA C15H24O3
MOLECULAR WEIGHT (Da) 252.3540
ACCURATE MASS (Da) 252.1725
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Colletotrichum
ORIGIN SPECIES gloeosporioides
InChIKey ZIOMQRRFPWLXDN-XFMPKHEZSA-N
InChI InChI=1S/C15H24O3/c1-9(2)11-4-5-12(14(17)18)15(11)7-6-10(3)13(16)8-15/h6,9,11-13,16H,4-5,7-8H2,1-3H3,(H,17,18)/t11-,12+,13-,15-/m0/s1
SMILES CC1=CC[C@]2(C[C@@H]1O)[C@@H](CC[C@@H]2C(=O)O)C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION Aoyagi, Azusa; Ito-Kobayashi, Mariko; Ono, Yasunori; Furukawa, Yoji; Takahashi, Mizuki; Muramatsu, Yasunori; Umetani, Megumi; Takatsu, Toshio Colletoic Acid, a Novel 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitor from Colletotrichum gloeosporioides SANK 21404 Journal of Antibiotics 2008 61 (3) 136-141.
DOI 10.1038/ja.2008.122 PMID 18503191
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Sordariomycetes MycoBank 147550
Order Glomerellales MycoBank 1028384
Family Glomerellaceae MycoBank 681950
Genus Colletotrichum MycoBank 5455
SYNTHESES
CITATION 1 Sawada T; Nakada M Enantioselective total synthesis of (+)-colletoic acid via catalytic asymmetric intramolecular cyclopropanation of an α-diazo-β-keto diphenylphosphine oxide. Organic Letters 2013 15 (5) 1004-7. DOI: 10.1021/ol303459x PMID: 23398353
CITATION 2 Ling T; Griffith E; Mitachi K; Rivas F Scalable and divergent total synthesis of (+)-colletoic acid, a selective 11β-hydroxysteroid dehydrogenase type 1 inhibitor. Organic Letters 2013 15 (22) 5790-3. DOI: 10.1021/ol402842u PMID: 24175735
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