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| CAS Number | 37517-28-5 |
| Catalog Number | AG00JKII(AGN-PC-0RE3YO) |
| Chemical Name | Amikacin |
| EC Number | 253-538-5 |
| IUPAC Name | (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide |
| InChI | InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1 |
| InChI Key | LKCWBDHBTVXHDL-RMDFUYIESA-N |
| MDL Number | MFCD00883675 |
| Molecular Formula | C22H43N5O13 |
| Molecular Weight | 585.6025 |
| SMILES | O([C@H]1[C@H](NC([C@H](CCN)O)=O)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O |
| UNII | 84319SGC3C |
| Synonyms | A.M.K,
Amikacin,
Amikacin Sulfate,
Amikacina Medical,
Amikacina Normon,
Amikafur,
Amikalem,
Amikason's,
Amikayect,
Amikin,
Amiklin,
Amukin,
BB K 8,
BB K8,
BB-K 8,
BB-K8,
BBK 8,
BBK8,
Biclin,
Biklin,
Gamikal,
Kanbine,
Medical, Amikacina,
Normon, Amikacina,
Oprad,
Sulfate, Amikacin,
Yectamid,
amikacin,
37517-28-5,
amikacine,
Amicacin,
Amikacina,
Amikacinum,
Amikavet,
Amiglyde-V,
Arikace,
Amikacillin,
AMIKACIN SULFATE,
Lukadin,
Mikavir,
Amikacine [INN-French],
Amikacinum [INN-Latin],
Amikacina [INN-Spanish],
Amikacin Base,
Antibiotic BB-K 8,
BB-K 8,
Briclin,
BB-K8,
Amikacin Dihydrate,
Pierami,
ANTIBIOTIC BB-K8,
1-N-(L(-)-gamma-Amino-alpha-hydroxybutyryl)kanamycin A,
UNII-84319SGC3C,
HSDB 3583,
C22H43N5O13,
EINECS 253-538-5,
NSC 177001,
Amiklin,
CHEBI:2637,
LKCWBDHBTVXHDL-RMDFUYIESA-N,
84319SGC3C,
BAY416651,
NSC177001,
(2S)-4-amino-N-{(1R,2S,3S,4R,5S)-5-amino-2-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-4-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-3-hydroxycyclohexyl}-2-hydroxybutanamide,
O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine,
NCGC00093350-02,
Amukin,
DSSTox_CID_2586,
DSSTox_RID_76645,
DSSTox_GSID_22586,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
W-106531,
Amikozit,
Potentox,
N1-[(S)-4-Amino-2-hydroxybutyryl]kanamycin A,
Amikacin [USAN:BAN:INN],
(2s)-N-[(1r,2s,3s,4r,5s)-4-[(2r,3r,4s,5s,6r)-6-(Aminomethyl)-3,4,5-Tris(Oxidanyl)oxan-2-Yl]oxy-5-Azanyl-2-[(2s,3r,4s,5s,6r)-4-Azanyl-6-(Hydroxymethyl)-3,5-Bis(Oxidanyl)oxan-2-Yl]oxy-3-Oxidanyl-Cyclohexyl]-4-Azanyl-2-Oxidanyl-Butanamide,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1,4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
Amikacin (USP/INN),
Amikacin [USP:INN:BAN],
Amikacin Inhalation Solution,
NCGC00093350-05,
Amikacin,(S),
AKN,
Amikin (Disulfate),
MFCD00883675,
BAY41-6551,
BAY 41-6551,
nktr-061,
AC1Q5JTM,
Prestwick3_000395,
CHEMBL177,
AC1L1YE8,
SCHEMBL2985,
CAS-37517-28-5,
BSPBio_000609,
BPBio1_000671,
DTXSID3022586,
HY-B0509A,
MAT2501,
ZINC8214483,
Tox21_111201,
MFCD11045969,
STK039706,
AKOS005383276,
Tox21_111201_1,
API0001444,
CS-2712,
DB00479,
MCULE-6148260173,
NCGC00093350-03,
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-4-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-3-hydroxycyclohexyl]-2-hydroxybutanamide,
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide,
H978,
O-3-Amino-3-deoxy-.alpha.-D-glucopyranosyl-(1->6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1->4)]-1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine,
O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1->4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1->6))-N(3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine,
AX8113844,
LS-146896,
AB00513828,
6462-EP1441224A2,
6462-EP2292612A2,
6462-EP2295402A2,
6462-EP2301544A1,
C06820,
D02543,
AB00513828_06,
Amikacin, Antibiotic for Culture Media Use Only,
517A285,
1-N-(L-(-)-4-Amino-2-hydroxybutyryl)kanamycin A,
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide,
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide,
(S)-4-amino-N-((1R,2S,3S,4R,5S)-5-amino-2-((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4-((2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy)-3-hydroxycyclohexyl)-2-hydroxybutanamide,
(S)-O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine,
D-Streptamine, O-3-amino-3-deoxy-.alpha.-D-glucopyranosyl-(1->6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1->4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1.fwdarw.4))-N1-((2S)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-,
Amikin,
Kaminax,
Amikacin hydrate,
Amikafur,
Amikalem,
Amikayect,
Yectamid,
Gamikal,
Kanbine,
Novamin,
Biclin,
Biklin,
Oprad,
Amikason's,
Amikacina Normon,
Amikacin (USP),
Amikacina Medical,
Amikin(Disulfate),
Normon, Amikacina,
Sulfate, Amikacin,
Medical, Amikacina,
Amiglyde-V (TN),
BBK8,
D0Y3MO,
A.M.K,
BB K8,
BBK 8,
Amikacin [USAN:INN:BAN],
BB K 8,
Amikacin & Tumor Necrosis Factor,
CID37768,
C22-H43-N5-O13,
CS-T-47511,
1-N-[L(-)-4-amino-2-hydroxybutyryl]kanamycin A,
D000583,
Amikacin hydrate, Potency:900 mug/mg - 100MG 100mg,
AMK,
39831-55-5,
D-Streptamine, O-3-amino-3-deoxy-.alpha.-D-glucopyranosyl-(1.fwdarw.6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1.fwdarw.4)]-N1-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
D-Streptamine, O-3-amino-3-deoxy-.alpha.-D-glucopyranosyl-(1.fwdarw.6)-O-[6-amino-6-deoxy-.alpha.-D-glucopyranosyl-(1.fwdarw.4)]-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-,
D-Streptamine, O-3-amino-3-deoxy-? -D-glucopyranosyl-(1.fwdarw.6)-O-[6-amino-6-deoxy -?-D-glucopyranosyl-(1.fwdarw.4)]-N1-[(2S)- 4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-,
D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(16)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(14))-N(1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-,
D-Streptamino, O-3-amino-3-desoxi-alfa-D-glucopiranosil-(1->6)-O-[6-amino-6-desoxi-alfa-D-glucopiranosil-(1->4)]-N1-[(2S)-4-amino-2-hidroxi-1-oxobutil]-2-desoxi-,
|
| Complexity | 819 |
| Compound Is Canonicalized | Yes |
| Covalently-Bonded Unit Count | 1 |
| Defined Atom Stereocenter Count | 16 |
| Defined Bond Stereocenter Count | 0 |
| Exact Mass | 585.286g/mol |
| Formal Charge | 0 |
| Heavy Atom Count | 40 |
| Hydrogen Bond Acceptor Count | 17 |
| Hydrogen Bond Donor Count | 13 |
| Isotope Atom Count | 0 |
| Molecular Weight | 585.608g/mol |
| Monoisotopic Mass | 585.286g/mol |
| Rotatable Bond Count | 10 |
| Topological Polar Surface Area | 332A^2 |
| Undefined Atom Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| XLogP3 | -7.9 |
| Symbol: | |
| Hazard Class | |
| Hazard statements | H317 |
| Packing Group | |
| Precautionary statements | P280 |
| UN Code |
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