K1115 B2

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Category Enzyme inhibitors
Catalog number BBF-03602
CAS
Molecular Weight 446.45
Molecular Formula C23H26O9

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Description

It is a co-produced compound of K-1115A produced by the strain of Streptomyces griseorubiginosus Mer-K1115. K1115 B2 inhibited the direct binding of activator protein-1 (AP-1) to AP-1 oligonucleotide, and the production of collagenase in IL-1 alpha-stimulated rat synovial cells.

Specification

IUPAC Name 10-hydroxy-8-[5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl]-7-methoxy-3-methyl-1-propyl-1H-benzo[g]isochromene-6,9-dione
Canonical SMILES CCCC1C2=C(C3=C(C=C2C=C(O1)C)C(=O)C(=C(C3=O)C4OCC(C(O4)CO)O)OC)O
InChI InChI=1S/C23H26O9/c1-4-5-14-16-11(6-10(2)31-14)7-12-17(20(16)27)21(28)18(22(29-3)19(12)26)23-30-9-13(25)15(8-24)32-23/h6-7,13-15,23-25,27H,4-5,8-9H2,1-3H3
InChI Key OVYINHDUCFPXIJ-UHFFFAOYSA-N

Properties

Appearance Red Powder
Boiling Point 699.8±55.0°C at 760 mmHg
Melting Point 65-67°C
Density 1.4±0.1 g/cm3

Reference Reading

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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