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Compounds

COMPOUND NPA007259

STRUCTURE
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PROPERTIES
NPAID NPA007259
CLUSTER ID 338
NODE ID 306
NAME 1-Hydroxycrisamicin A
FORMULA C32H22O12
MOLECULAR WEIGHT (Da) 598.5160
ACCURATE MASS (Da) 598.1111
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Micromonospora
ORIGIN SPECIES sp. SA-246
InChIKey IPAXVRZEFNMCLP-VNURBRLDSA-N
InChI InChI=1S/C32H22O12/c1-9-21-25(31-17(41-9)7-19(35)43-31)29(39)23-13(27(21)37)3-11(5-15(23)33)12-4-14-24(16(34)6-12)30(40)26-22(28(14)38)10(2)42-18-8-20(36)44-32(18)26/h3-6,9-10,17-18,31-34H,7-8H2,1-2H3/t9-,10-,17-,18+,31+,32+/m0/s1
SMILES C[C@@H]1O[C@H]2CC(=O)O[C@H]2C2=C1C(=O)C1=C(C2=O)C(O)=CC(C2=CC3=C(C(=O)C4=C(C3=O)[C@H](C)O[C@@H]3CC(=O)O[C@@H]43)C(O)=C2)=C1
ORIGINAL ISOLATION REFERENCE
CITATION Yeo, W H; Lee, O K; Yun, B S; Yoo, J S; Kim, Y K; Park, E K; Kim, S S; Kim, Y H; Kim, S K; Yoo, I D; Whang, K S; Yu, S H; Woo, J S 1-Hydroxycrisamicin A, a new isochromanquinone antibacterial antibiotic, produced by Micromonospora sp. SA246 Journal of Antibiotics 1998 51 (1) 82-84.
DOI 10.7164/antibiotics.51.82 PMID 9531992
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Micromonosporales LPSN 85008
Family Micromonosporaceae LPSN 28056
Genus Micromonospora LPSN 1873
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1C2=C(C3C(O1)CC(=O)O3)C(=O)C4=C(C2=O)C=C(C=C4O)C5=CC6=C(C(=C5)O)C(=O)C7=C(C6=O)C(OC8C7OC(=O)C8)(C)O Yeo, W H; Lee, O K; Yun, B S; Yoo, J S; Kim, Y K; Park, E K; Kim, S S; Kim, Y H; Kim, S K; Yoo, I D; Whang, K S; Yu, S H; Woo, J S 1-Hydroxycrisamicin A, a new isochromanquinone antibacterial antibiotic, produced by Micromonospora sp. SA246 Journal of Antibiotics 1998 51 (1) 82-84. DOI: 10.7164/antibiotics.51.82 PMID: 9531992
2 C[C@@H]1O[C@H]2CC(=O)O[C@H]2C2=C1C(=O)C1=C(C2=O)C(O)=CC(C2=CC3=C(C(=O)C4=C(C3=O)[C@H](C)O[C@@H]3CC(=O)O[C@@H]43)C(O)=C2)=C1 Kopp, Julia; Brückner, Reinhard Stereoselective Total Synthesis of the Dimeric Naphthoquinonopyrano-γ-lactone (-)-Crisamicin A: Introducing the Dimerization Site by a Late-Stage Hartwig Borylation. Organic Letters 2020 22 (9) 3607-3612. DOI: 10.1021/acs.orglett.0c01078 PMID: 32298125
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