Benanomicin A

Category	Human immunodeficiency Virus (HIV)
CAS	116249-65-1
Description	Benanomicin A is produced by the strain of Actinomadura sp. MH193-16F4. A and B have anti-candida, Cryptococcus neoforme, Saccharomyces cerevisiae and other fungal activities, while A has stronger activity. Xylose benamycin A and B showed similar or slightly stronger activity against candida, yeast and Cryptococcus, but decreased activity against aspergillus. The antifungal activity of 2-demethylbenamycin was similar to that of xylose Benamycin A. The synthesized 7-methoxybenamycin had little antifungal activity, but showed inhibitory activity of glucosinolase (EC 3.2.1.20) with IC50 of 60μg/mL.

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Product Information

Synonyms	Benanomicin A;116249-65-1;(2R)-2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid;D-Alanine, N-((5-((6-deoxy-3-O-beta-D-xylopyranosyl-beta-D-galactopyranosyl)oxy)-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo(a)naphthacen-2-yl)carbonyl)-, (5S-trans)-;SCHEMBL15531435;GOYUMGXIFMGKFN-NUVDETJMSA-N;DTXSID801317567;HY-N12260;AKOS040756021;CS-0896850;(2R)-2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid;D-Alanine, N-((5-((6-deoxy-3-O-.beta.-D-xylopyranosyl-.beta.-D-galactopyranosyl)-oxy)-5,6,8,13-tetrahydro-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxobenzo(a)naphthacen-2-yl)carbonyl)-, (5S-trans)-;
IUPAC Name	(2R)-2-[[(5S,6S)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
Molecular Weight	827.74
Molecular Formula	C39H41NO19
Canonical SMILES	OC1=C2C3=C(O)C(C(C4=CC(OC)=CC(O)=C4C5=O)=O)=C5C=C3[C@@H]([C@H](C2=CC(C)=C1C(N[C@H](C)C(O)=O)=O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O
InChI	InChI=1S/C39H41NO19/c1-10-5-17-23(30(48)20(10)36(52)40-11(2)37(53)54)22-15(8-16-24(31(22)49)27(45)14-6-13(55-4)7-18(41)21(14)26(16)44)28(46)34(17)58-39-33(51)35(25(43)12(3)57-39)59-38-32(50)29(47)19(42)9-56-38/h5-8,11-12,19,25,28-29,32-35,38-39,41-43,46-51H,9H2,1-4H3,(H,40,52)(H,53,54)/t11-,12-,19-,25+,28+,29+,32-,33-,34+,35+,38+,39+/m1/s1
InChIKey	GOYUMGXIFMGKFN-NUVDETJMSA-N
Melting Point	>220 °C
Appearance	Dark Red Powder
Storage	Please store the product under the recommended conditions in the Certificate of Analysis.