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Merck
CN

CDS021592

Sigma-Aldrich

Apramycin

Synonym(s):

(2R,3R,4S,5S,6S)-5-Amino-2-((2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-4-hydroxy-3-(me

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About This Item

Empirical Formula (Hill Notation):
C21H41N5O11
Molecular Weight:
539.58
EC Number:
253-460-1
MDL number:
MFCD00865086
UNSPSC Code:
12352200
PubChem Substance ID:
329794856

Key Documents

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description

AldrichCPR

SMILES string

O[C@H]([C@@H]1NC)[C@](O[C@@H]2O[C@H]([C@@H](N)C3)[C@H](O)[C@@H](O)[C@@H]3N)([H])[C@@](C[C@H]2N)([H])O[C@@H]1O[C@H]([C@H](O)[C@H]4O)O[C@H](CO)[C@H]4N

InChI

1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1

InChI key

XZNUGFQTQHRASN-XQENGBIVSA-N

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.
NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY, (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE, OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY, WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Keita Amagai et al.
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Telomestatin, a strong telomerase inhibitor with G-quadruplex stabilizing activity, is a potential therapeutic agent for treating cancers. Difficulties in isolating telomestatin from microbial cultures and in chemical synthesis are bottlenecks impeding the wider use. Therefore, improvement in telomestatin production and
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ACS synthetic biology, 6(12), 2339-2349 (2017-10-12)
Terpenoids represent the largest class of natural products, some of which are resources for pharmaceuticals, fragrances, and fuels. Generally, mass production of valuable terpenoid compounds is hampered by their low production levels in organisms and difficulty of chemical synthesis. Therefore
Masaaki Ishikawa et al.
Scientific reports, 9(1), 2410-2410 (2019-02-23)
Spread of antimicrobial resistance and shortage of novel antibiotics have led to an urgent need for new antibacterials. Although aminoglycoside antibiotics (AGs) are very potent anti-infectives, their use is largely restricted due to serious side-effects, mainly nephrotoxicity and ototoxicity. We
Constanze Paulus et al.
Frontiers in microbiology, 9, 1959-1959 (2018-09-07)
The environment of Lake Baikal is a well-known source of microbial diversity. The strain Streptomyces sp. IB2014/011-12, isolated from samples collected at Lake Baikal, was found to exhibit potent activity against Gram-positive bacteria. Here, we report isolation and characterization of
Richard A Lewis et al.
PloS one, 14(4), e0200673-e0200673 (2019-04-11)
The AbsA1-AbsA2 two component signalling system of Streptomyces coelicolor has long been known to exert a powerful negative influence on the production of the antibiotics actinorhodin, undecylprodiginine and the Calcium-Dependent Antibiotic (CDA). Here we report the analysis of a ΔabsA2
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