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D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-

HCID 71428
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
37321-09-8
Standard SMILES
CN[C@@H]1[C@@H](O[C@H]2O[C@H](CO)[C@@H](N)[C@H](O)[C@H]2O)O[C@H]2C[C@@H](N)C(O[C@H]3[C@H](O)[C@@H](O)[C@H](N)C[C@@H]3N)O[C@@H]2[C@@H]1O
InChIKey
XZNUGFQTQHRASN-XZEBHBPDSA-N
Molecular formula
C21H41N5O11
Average molar mass
539.6 g/mol
Monoisotopic mass
539.28025714

Overview

D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy- has been reported in Streptoalloteichus hindustanus with data available.

Names & identifiers

Preferred name
D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-
IUPAC
(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)oxane-3,4-diol
English name
APRAMYCIN
Molecular formula
C21H41N5O11
Molecular weight
539.58

Names & synonyms

D-Streptamine, O-4-amino-4-deoxy-alpha-D-glucopyranosyl-(1-8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-alpha-D-allo-octadialdo-1,5:8,4-dipyranosyl-(1-4)-2-deoxy-RefChem:1082925(2R,3R,4S,5S,6S)-2-(((2R,3S,4R,4aR,7R,8aS)-7-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl)oxy-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano(3,2-b)pyran-2-yl)oxy)-5-amino-6-(hydroxymethyl)oxane-3,4-diol(2R,3R,4S,5S,6S)-2-[[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxy-cyclohexoxy]-4-hydroxy-3-(methylamino)-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]oxy]-5-amino-6-(hydroxymethyl)tetrahydropyran-3,4-diolel857C01555apralanCS-1309ambylanApryMycinAPRAMYCINel-857/820
Show more names
amprimycinnebramycinfactor2

Database identifiers

CAS
37321-09-8
PubChem CID
71428

Properties

Computed structural properties

XLogP
-7
Topological polar surface area
284 Ų
Hydrogen bond donors
11
Hydrogen bond acceptors
16
Rotatable bonds
6
Heavy atoms
37
Formal charge
0
Complexity
760

Physicochemical properties

Boiling point
823 · 823.0±65.0 °C(Predicted)
Density
1.56 · 1.56
storage temp.
-20 °C · Store at -20°C
solubility
Soluble in DMSO
pka
12.91 · 12.91±0.70(Predicted)
color
Crystals
Major Application
(Pharmaceutical small molecule)
InChIKey
WGLYHYWDYPSNPF-RQFIXDHTSA-N
FDA 21 CFR
556.52 · 556.52; 558.4; 558.59
FDA UNII
388 K3TR36Z · 388K3TR36Z
EPA Substance Registry System
Apramycin (37321-09-8)
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
315 · H315-H410
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P273-P391-P501
WGK Germany
3 · WGK 3
Storage Class
11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
WGK 3
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
Storage Class
11 - Combustible Solids
Hazard statements
H315-H410
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P273-P391-P501

Chemistry & industry

Applications

UsesAntibacterial.

UsesApramycin is used in treatment and prevention of nephrotoxin-induced kidney injuries.

Suppliers58 total

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
Hebei ZB Gamay Biological Technology Co.,Ltd+86-13933180921 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Sinco Pharmachem (ShenZhen) R&D Co., Ltd.+86-18603013401 · [email protected]
湖北辰心化工有限公司18696113233 · [email protected]
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
江西瑞威尔生物科技有限公司18502728206 · [email protected]
广州蒂嚎医药科技有限公司18602015453 · [email protected]
武汉菲越生物科技有限公司027-87002654 15827563343 · [email protected]
福建盛世嘉泰药业有限公司13385921167 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
西安泽邦生物科技有限公司[email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
河北茹麒科技有限公司176-03256889 17603256889 · [email protected]
杭州云易国科生物科技有限公司18457506494 · [email protected]
上海珂华生物科技有限公司021-60455363 18019463053 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13376591640 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
常州翔龙医药科技有限公司18915873328 18915873328 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
北京秦岭医药科技有限公司010-61241352 18901327973 · [email protected]
湖北宜好生物科技有限公司18995688786 · [email protected]
湖南瑞威尔生物科技有限公司19359985961 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
BOC Sciences16314854226 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
深圳市贝尔医药科技有限公司15891779443 · [email protected]
Cckinase, Inc.+1 (732)236-3202 · [email protected]
深圳菲斯生物科技有限公司0755-4000505016 13380397412 · [email protected]
深圳市华信医药科技有限公司15671363360 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
Musechem+1-800-259-7612 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
湖北康鑫源顺医药化工有限公司027-51831887 15337167856 · [email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
四川嘉瑛莱科技有限责任公司028-64159575 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
Baoji Guokang Healthchem Co., Ltd.+86-0917-3909592 +86-13892490616 · [email protected]
广东翁江化学试剂有限公司0751-2815983 13927872582 · [email protected]
Additional notes · 1 item

DefinitionChEBI: An aminoglycoside that is 2-deoxystreptamine that is substituted on the oxygen at position 4 by an (8R)-2-amino-8-O-(4-amino-4-deoxy-alpha-D-glucopyranosyl)-2,3,7-trideoxy-7-(methylamino -D-glycero-alpha-D-allo-octodialdo-1,5:8,4-dipyranos-1-yl) group.

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