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Exfoliamycin

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Category Antibiotics
Catalog number BBF-00888
CAS 148084-37-1
Molecular Weight 434.44
Molecular Formula C22H26O9

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Exfoliamycin is a naphthoquinone antibiotic produced by Streptomyces exfoliamycin Tu 1424. Activity against gram-positive bacteria.

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Synonyms 1H-Naphtho(2,3-c)pyran-6,9-dione, 3,4-dihydro-3,10-dihydroxy-3-methyl-8-pentofuranosyl-1-propyl-
IUPAC Name 8-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3,10-dihydroxy-3-methyl-1-propyl-1,4-dihydrobenzo[g]isochromene-6,9-dione
Canonical SMILES CCCC1C2=C(C3=C(C=C2CC(O1)(C)O)C(=O)C=C(C3=O)C4C(C(C(O4)CO)O)O)O
InChI InChI=1S/C22H26O9/c1-3-4-13-15-9(7-22(2,29)31-13)5-10-12(24)6-11(17(25)16(10)19(15)27)21-20(28)18(26)14(8-23)30-21/h5-6,13-14,18,20-21,23,26-29H,3-4,7-8H2,1-2H3
InChI Key VUCLOMKZKFWQMS-UHFFFAOYSA-N
Appearance Orange-Brown Solid
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 90°C
Solubility Soluble in Methanol, methyl ether
1. K1115 A, a new anthraquinone that inhibits the binding of activator protein-1 (AP-1) to its recognition sites. II. Taxonomy, fermentation, isolation, physico-chemical properties and structure determination
N Naruse, M Goto, Y Watanabe, T Terasawa, K Dobashi J Antibiot (Tokyo). 1998 Jun;51(6):545-52. doi: 10.7164/antibiotics.51.545.
A new inhibitor of the action of activator protein-1 (AP-1), designated K1115 A, was isolated from the fermentation broth of an actinomycete strain Mer-K1115. K1115 A was determined to be a new anthraquinone, 3,8-dihydroxy-1-propylanthraquinone-2-carboxylic acid, based on spectroscopic analysis, derivatization experiments and biosynthetic studies with 13C-enriched acetic acid. Two co-produced compounds, K1115 B1 and B2, were also isolated and characterized as new members of the naphthopyranomycin and exfoliamycin group.

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