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Hynapene A

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Category Bioactive by-products
Catalog number BBF-01485
CAS 155111-89-0
Molecular Weight 324.41
Molecular Formula C18H28O5

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Fermentation Lab

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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

Hynapene A is produced by the strain of Penicillum sp. FO-1611. The MIC (X 10-6 mol/L) for Eimeria tenella inhibition is 123.

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Synonyms 5-(1,3,4-Trihydroxy-2,6,8-trimethyldecalin)-2,4-pentadienoic acid; 2,4-Pentadienoic acid, 5-(decahydro-1,3,4-trihydroxy-2,6,8-trimethyl-1-naphthalenyl)-
IUPAC Name (2E,4E)-5-(1,3,4-trihydroxy-2,6,8-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-2H-naphthalen-1-yl)penta-2,4-dienoic acid
Canonical SMILES CC1CC(C2C(C1)C(C(C(C2(C=CC=CC(=O)O)O)C)O)O)C
InChI InChI=1S/C18H28O5/c1-10-8-11(2)15-13(9-10)17(22)16(21)12(3)18(15,23)7-5-4-6-14(19)20/h4-7,10-13,15-17,21-23H,8-9H2,1-3H3,(H,19,20)/b6-4+,7-5+
InChI Key NAXMPIYZDKZMMN-YDFGWWAZSA-N
Appearance Yellow Powder
Antibiotic Activity Spectrum parasites
Boiling Point 512.8°C at 760 mmHg
Density 1.224 g/cm3
1. Hynapenes A, B and C, new anticoccidial agents produced by Penicillium sp. I. Production, isolation and physico-chemical and biological properties
N Tabata, H Tomoda, R Masuma, K Haneda, Y Iwai, S Omura J Antibiot (Tokyo). 1993 Dec;46(12):1849-53. doi: 10.7164/antibiotics.46.1849.
Penicillium sp. FO-1611, a soil isolate, was found to produce a series of new anticoccidial compounds. Three active compounds, designated hynapenes A, B and C, were isolated from the fermentation broth of the producing strain by solvent extraction, silica gel column chromatography, gel filtration on Sephadex LH-20 and preparative HPLC. Hynapenes inhibited the growth of Eimeria tenella in an in vitro assay using BHK-21 cells as a host. No schizont in the cells was observed at concentrations ranging above 123 microM, 34.7 microM and 34.7 microM for hynapenes A, B and C, respectively.
2. Hynapenes A, B and C, new anticoccidial agents produced by Penicillium sp. II. Structure elucidation
N Tabata, H Tomoda, Y Iwai, S Omura J Antibiot (Tokyo). 1993 Dec;46(12):1854-8. doi: 10.7164/antibiotics.46.1854.
The structures of hynapenes A, B and C, novel anticoccidial agents, were determined by spectroscopic analyses. Hynapenes A, B and C were deduced to be (2E,4E)-5-(1,3,4-trihydroxy-2,6,8-trimethyldecalin)-2,4-p entadienoic acid, (2E,4E)-5-(1-ene-3-oxo-2,6,8-trimethyldecalin)-2,4-pentad ienoic acid and (2E,4E)-5-(3-ene-1-oxo-2,6,8-trimethyldecalin)-2,2,4-pent adienoic acid, respectively.

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