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Gentamicin C1a (Standard)

CAT: 0804-HY-148286R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-148286R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Gentamicin C1a (Standard) is the analytical standard of Gentamicin C1a. This product is intended for research and analytical applications. Gentamicin C1a is the precursor of the semi-synthetic antibiotic Etimicin, and has antibacterial activity. Gentamicin C1a is the major component of the Gentamicin complex[1][2].
CAS Number
26098-04-4
UNSPSC
12352005
Target
Antibiotic; Bacterial; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Others
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/gentamicin-c1a-standard.html
Smiles
O[C@@H]([C@@H]([C@H](C[C@H]1N)N)O[C@H]2O[C@@H](CC[C@H]2N)CN)[C@H]1O[C@@H]3[C@@H]([C@H]([C@@](O)(CO3)C)NC)O
Molecular Formula
C19H39N5O7
Molecular Weight
449.54
References & Citations
[1]Li D, et al. Construction of a gentamicin C1a-overproducing strain of Micromonospora purpurea by inactivation of the gacD gene. Microbiol Res. 2013 Jun 12;168 (5) :263-7. |[2]Ishikawa M, et al. Lower ototoxicity and absence of hidden hearing loss point to gentamicin C1a and apramycin as promising antibiotics for clinical use. Sci Rep. 2019 Feb 20;9 (1) :2410. |[3]Isoherranen N, et al. Pharmacokinetics of gentamicin C (1), C (1a), and C (2) in beagles after a single intravenous dose. Antimicrob Agents Chemother. 2000 Jun;44 (6) :1443-7.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Gentamicin C1A

Gentamycin C1a is a gentamycin C. It is a conjugate base of a gentamycin C1a(5+).

CAS Number26098-04-4
PubChem CID72396
IUPAC Name(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
Molecular FormulaC19H39N5O7
Molecular Weight449.5
XLogP-5
Topological Polar Surface Area214
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Heavy Atom Count31
Formal Charge0
Complexity592
SMILES
C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC[C@H](O3)CN)N)N)N)O
InChI
InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1
InChIKey
VEGXETMJINRLTH-BOZYPMBZSA-N
Chemical Structure
2D Structure
2D structure of Gentamicin C1A
CAS: 26098-04-4
CID: 72396
Formula: C19H39N5O7
MW: 449.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight449.5
XLogP3-5
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Exact Mass449.28494860
Monoisotopic Mass449.28494860
Topological Polar Surface Area214 Ų
Heavy Atom Count31
Formal Charge0
Complexity592
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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