Cymbimicin B

Cymbimicin B

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Category Bioactive by-products
Catalog number BBF-01127
CAS 200564-07-4
Molecular Weight 1019.31
Molecular Formula C58H86N2O13

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Description

It is produced by the strain of Micromonospora sp. A92-313709. Cymbimicin B had a strong affinity with cyclosporin-binding protein, and the affinity between Cymbimicin B and cyclosporin-binding protein was about 100 times lower than that of Cymbimicin A.

Specification

IUPAC Name (E)-8-[(2R,3S,4S,5R,6S)-6-[(1E,3E,9E,11E,13E)-14-[(3S,4S,5S,6R)-4,5-dihydroxy-5,6-dimethyloxan-3-yl]-6-methoxy-11-methyl-8-oxotetradeca-1,3,9,11,13-pentaenyl]-3-ethyl-4-hydroxy-5-methyloxan-2-yl]-5-hydroxy-3-methoxy-2,6-dimethyl-N-[3-methyl-1-[[(3S,4S,5S)-4-methyl-2-oxo-5-phenyloxolan-3-yl]amino]-1-oxobutan-2-yl]oct-6-enamide
Canonical SMILES CCC1C(OC(C(C1O)C)C=CC=CCC(CC(=O)C=CC(=CC=CC2COC(C(C2O)(C)O)C)C)OC)CC=C(C)C(CC(C(C)C(=O)NC(C(C)C)C(=O)NC3C(C(OC3=O)C4=CC=CC=C4)C)OC)O
InChI InChI=1S/C58H86N2O13/c1-13-45-48(72-47(37(6)52(45)63)26-19-15-18-25-44(69-11)31-43(61)29-27-35(4)21-20-24-42-33-71-40(9)58(10,68)54(42)64)30-28-36(5)46(62)32-49(70-12)38(7)55(65)59-50(34(2)3)56(66)60-51-39(8)53(73-57(51)67)41-22-16-14-17-23-41/h14-24,26-29,34,37-40,42,44-54,62-64,68H,13,25,30-33H2,1-12H3,(H,59,65)(H,60,66)/b18-15+,24-20+,26-19+,29-27+,35-21+,36-28+/t37-,38?,39-,40+,42-,44?,45+,46?,47-,48+,49?,50?,51-,52-,53-,54-,58+/m0/s1
InChI Key FSJKTPQBGQUBPN-XMRVHIENSA-N

Properties

Appearance Amorphous Powder
Solubility Soluble in Methanol

Reference Reading

1. Cymbimicin A and B, two novel cyclophilin-binding structures isolated from actinomycetes
T Fehr, V F Quesniaux, J J Sanglier, L Oberer, L Gschwind, M Ponelle, W Schilling, S Wehrli, A Enz, G Zenke, W Schuler J Antibiot (Tokyo). 1997 Nov;50(11):893-9. doi: 10.7164/antibiotics.50.893.
Two novel metabolites, cymbimicins A and B, were isolated from the culture broth of a strain of Micromonospora sp. by screening for cyclophilin binding metabolites from actinomycete strains. Cymbimicin A binds to cyclophilin A with a high affinity six fold lower than to that of cyclosporin A. The binding affinity of cymbimicin B is about 100 times lower. The taxonomy of the producing strain, fermentation, isolation, physical and biological properties and structure elucidation are described.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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