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Kanchanamycin C

Name: Kanchanamycin C
Brand: BOC Sciences
Rating: 5 (1 reviews)

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Category	Antibiotics
Catalog number	BBF-01528
CAS
Molecular Weight	1054.31
Molecular Formula	C54H91N3O17

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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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

Kanchanamycin C is originally isolated from Str. olivaceus TU4018. It has anti-gram positive and negative bacteria, yeast and filamentous fungus action.

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IUPAC Name	3-[[(10Z,12Z,18Z,20Z)-15-[(E)-10-(diaminomethylideneamino)dec-6-en-2-yl]-5,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,22,26,30-pentamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-3-yl]oxy]-3-oxopropanoic acid
Canonical SMILES	CC1CCC(C(C(CC(C(C=CC=CC(=O)OC(C(C=CC=C(C(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)O)C)C)C(C)CCCC=CCCCN=C(N)N)C)O)O)C)O
InChI	InChI=1S/C54H91N3O17/c1-32-16-12-13-20-49(68)73-51(35(4)17-11-9-7-8-10-14-23-57-53(55)56)36(5)19-15-18-33(2)43(61)26-39(59)24-38(58)25-40(72-50(69)30-48(66)67)27-41-28-46(64)52(70)54(71,74-41)31-47(65)34(3)21-22-42(60)37(6)45(63)29-44(32)62/h7-8,12-13,15-16,18-20,32,34-47,51-52,58-65,70-71H,9-11,14,17,21-31H2,1-6H3,(H,66,67)(H4,55,56,57)/b8-7+,16-12-,19-15-,20-13-,33-18-
InChI Key	RMHABCFPUZPVNZ-LGMUKPSWSA-N

Antibiotic Activity Spectrum

Gram-positive bacteria; Gram-negative bacteria; yeast; fungi

1. Kanchanamycins, new polyol macrolide antibiotics produced by Streptomyces olivaceus Tü 4018. I. Taxonomy, fermentation, isolation and biological activities

H P Fiedler, M Nega, C Pfefferle, I Groth, C Kempter, H Stephan, J W Metzger J Antibiot (Tokyo). 1996 Aug;49(8):758-64. doi: 10.7164/antibiotics.49.758.

The kanchanamycins, a group of novel 36-membered polyol macrolide antibiotics were detected in the culture filtrate and mycelium of Streptomyces olivaceus Tü 4018 by HPLC-diode-array and HPLC-electrospray-mass-spectrometry screening. The compounds show antibacterial and antifungal activities, and are especially effective against Pseudomonas fluorescens. Besides the kanchanamycin complex, strain Tü 4018 produces the 42-membered macrolactones, oasomycin A and desertomycin A, as well as tryptophan-dehydrobutyrine diketopiperazine and daidzein.

2. Kanchanamycins, new polyol macrolide antibiotics produced by Streptomyces olivaceus Tii 4018. II. Structure elucidation

H Stephan, C Kempter, J W Metzger, G Jung, O Potterat, C Pfefferle, H P Fiedler J Antibiot (Tokyo). 1996 Aug;49(8):765-9. doi: 10.7164/antibiotics.49.765.

Kanchanamycins are a new group of polyol macrolide antibiotics isolated from Streptomyces olivaceus Tü 4018. They all share a common bicyclic carbon skeleton formed by a 36-membered lactone ring and a 6-membered hemiacetal ring. A feature unusual for that class of macrolides is the terminal urea moiety observed in kanchanamycin A. The structures of the kanchanamycins were determined by electrospray MS and modern 2D NMR techniques. Due to substantial overlap of the signals intensive use of inverse detected heteronuclear correlation experiments (HSQC, HMBC, 2D-HSQC-TOCSY) was made.

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