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7-Chloro-1-O-methylemodin

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7-Chloro-1-O-methylemodin
Category Enzyme inhibitors
Catalog number BBF-01308
CAS 19267-89-1
Molecular Weight 318.71
Molecular Formula C16H11ClO5

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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

It is produced by the strain of Fusarium aquaedeductuum WC-5228. It inhibits the binding activity of type B endothelin-1 (ETB) receptor with IC50 of 50 μmol/L. It has antibacterial activities against Gram-positive bacteria, including vancomycin-resistant Enterococcus faecium and methicillin-resistant Staphylococcus aureus.

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Synonyms 7-Chloro-6,8-dihydroxy-1-meth-oxy-3-methylanthraquinone; 1,3-dihydroxy-8-methoxy-2-chloro-6-methylanthraquinone
IUPAC Name 2-chloro-1,3-dihydroxy-8-methoxy-6-methylanthracene-9,10-dione
Canonical SMILES CC1=CC2=C(C(=C1)OC)C(=O)C3=C(C(=C(C=C3C2=O)O)Cl)O
InChI InChI=1S/C16H11ClO5/c1-6-3-7-11(10(4-6)22-2)15(20)12-8(14(7)19)5-9(18)13(17)16(12)21/h3-5,18,21H,1-2H3
InChI Key CLRXTBMRGOWHGZ-UHFFFAOYSA-N
Appearance Orange Crystal
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 279-281 °C
1. Antiviral activities of anthraquinones, bianthrones and hypericin derivatives from lichens
P A Cohen, J B Hudson, G H Towers Experientia. 1996 Feb 15;52(2):180-3. doi: 10.1007/BF01923366.
The antiviral activities of some naturally occurring anthraquinones, bianthrones, and hypericin derivatives were compared by the end-point CPE (viral cytopathic effects) method and plaque assays. Under optimal conditions of exposure to light, hypericin, 7,7'-dichlorohypericin and 5,7-dichloroemodin exhibited strong inhibitory activity against HSV-1 (herpes simplex virus type 1) in both assays. Partial inactivation of the virus was shown by emodin, 7-chloroemodin and 7-chloro-1-O-methylemodin; the bianthrones and other anthraquinones were found to be inactive. Antiviral activity appeared to be positively correlated with increasing substitution of chlorine in the anthraquinone structure. In the absence of light, only hypericin and 7,7'-dichlorohypericin displayed detectable activity.
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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