K1115 B1

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Category Enzyme inhibitors
Catalog number BBF-03601
CAS
Molecular Weight 416.42
Molecular Formula C22H24O8

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Description

It is a co-produced compound of K-1115A produced by the strain of Streptomyces griseorubiginosus Mer-K1115. K1115 B1 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

Synonyms XR-573
IUPAC Name 10-hydroxy-8-[5-hydroxy-4-(hydroxymethyl)-1,3-dioxan-2-yl]-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)O
InChI InChI=1S/C22H24O8/c1-3-4-16-18-11(5-10(2)29-16)6-12-14(24)7-13(20(26)19(12)21(18)27)22-28-9-15(25)17(8-23)30-22/h5-7,15-17,22-23,25,27H,3-4,8-9H2,1-2H3
InChI Key DRXHQLTVRTWTGH-UHFFFAOYSA-N

Properties

Appearance Red Powder
Boiling Point 676.1±55.0°C at 760 mmHg
Melting Point 94-97°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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