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Cepacin B

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Category Antibiotics
Catalog number BBF-00505
CAS 91682-94-9
Molecular Weight 286.28
Molecular Formula C16H14O5

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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

It is produced by the strain of Pseudomonas cepacia SC 11783. It has anti-gram positive and negative bacterial activity.

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Synonyms 4,5-Dihydro-5-(2,3:4,5-diepoxy-1-hydroxydodeca-6,7-dien-9,11-diynyl)-2(3H)-furanone; 2(5H)-Furanone, 5-((3'-(1,2-heptadiene-4,6-diynyl)(2,2'-bioxiran)-3-yl)hydroxymethyl)dihydro-; 2(3H)-Furanone, 4,5-dihydro-5-(2,3:4,5-diepoxy-1-hydroxydodeca-6,7-dien-9,11-diynyl)-; CEPACIN-B
IUPAC Name 5-((3'-(hepta-1,2-dien-4,6-diyn-1-yl)-[2,2'-bioxiran]-3-yl)(hydroxy)methyl)dihydrofuran-2(3H)-one
Canonical SMILES C#CC#CC=C=CC1C(O1)C2C(O2)C(C3CCC(=O)O3)O
InChI InChI=1S/C16H14O5/c1-2-3-4-5-6-7-11-14(20-11)16-15(21-16)13(18)10-8-9-12(17)19-10/h1,5,7,10-11,13-16,18H,8-9H2
InChI Key JMBCDSUOYMQCGL-UHFFFAOYSA-N
Appearance Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 556.7 °C at 760 mmHg
Density 1.466 g/cm3
Solubility Insoluble in Water; Soluble in Chloroform, Ethyl Acetate
1. Cepacin A and cepacin B, two new antibiotics produced by Pseudomonas cepacia
W L Parker, M L Rathnum, V Seiner, W H Trejo, P A Principe, R B Sykes J Antibiot (Tokyo). 1984 May;37(5):431-40. doi: 10.7164/antibiotics.37.431.
Two new acetylenic antibiotics, cepacins A and B, have been isolated from the fermentation broth of Pseudomonas cepacia SC 11,783 and assigned structures 1 and 2. Cepacin A has good activity against staphylococci (MIC 0.2 micrograms/ml) but weak activity against streptococci (MIC 50 micrograms/ml) and the majority of Gram-negative organisms (MIC values 6.3 approximately greater than 50 micrograms/ml). Cepacin B has excellent activity against staphylococci (MIC less than 0.05 micrograms/ml) and some Gram-negative organisms (MIC values 0.1 approximately greater than 50 micrograms/ml).

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Cepacin B

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