Hygromycin B

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Hygromycin B
Accession Number
DB11520
Type
Small Molecule
Groups
Vet approved
Description

Hygromycin B is an aminoglycoside antibiotic produced by the bacterium Streptomyces hygroscopicus which kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
3XQ2233B0B
CAS number
31282-04-9
Weight
Average: 527.524
Monoisotopic: 527.232638263
Chemical Formula
C20H37N3O13
InChI Key
GRRNUXAQVGOGFE-HUCHGKBZSA-N
InChI
InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6+,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20?/m1/s1
IUPAC Name
(3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
SMILES
CN[C@H]1C[C@@H](N)[C@H](O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@@H]3OC4(O[C@H]23)O[C@H]([C@@H](N)CO)[C@H](O)[C@H](O)[C@H]4O)[C@@H]1O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinThe risk or severity of bleeding can be increased when Hygromycin B is combined with (R)-warfarin.
(S)-WarfarinThe risk or severity of bleeding can be increased when Hygromycin B is combined with (S)-Warfarin.
4-hydroxycoumarinThe risk or severity of bleeding can be increased when Hygromycin B is combined with 4-hydroxycoumarin.
AbacavirHygromycin B may decrease the excretion rate of Abacavir which could result in a higher serum level.
AcarboseHygromycin B may decrease the excretion rate of Acarbose which could result in a higher serum level.
AceclofenacThe risk or severity of nephrotoxicity can be increased when Aceclofenac is combined with Hygromycin B.
AcemetacinThe risk or severity of nephrotoxicity can be increased when Acemetacin is combined with Hygromycin B.
AcenocoumarolThe risk or severity of bleeding can be increased when Hygromycin B is combined with Acenocoumarol.
AcetaminophenHygromycin B may decrease the excretion rate of Acetaminophen which could result in a higher serum level.
AcetylcholineThe therapeutic efficacy of Acetylcholine can be decreased when used in combination with Hygromycin B.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action
    Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions
Not Available

References

General References
  1. Watson AD, Burnett DC: Hygromycin B and deaf dogs. Aust Vet J. 1989 Sep;66(9):302-3. [PubMed:2818375]
  2. Davidson I, Hebert CN: The international reference preparation of hygromycin B. Bull World Health Organ. 1966;35(6):933-43. [PubMed:5298042]
  3. Tsyganov VA, Pronina MI: [Selection of strains producing hygromycin B using roentgen rays]. Antibiotiki. 1970 Aug;15(8):679-82. [PubMed:5493473]
  4. Begue WJ, Kline RM: Semiquantitative microbiological residue method for hygromycin B in chicken eggs. J Assoc Off Anal Chem. 1973 Jan;56(1):20-2. [PubMed:4592490]
  5. Radman I, Greiss S, Chin JW: Efficient and rapid C. elegans transgenesis by bombardment and hygromycin B selection. PLoS One. 2013 Oct 9;8(10):e76019. doi: 10.1371/journal.pone.0076019. eCollection 2013. [PubMed:24130756]
  6. KELLEY GW, OLSEN LS: Critical tests of hygromycin B as an ascaricide of swine. Cornell Vet. 1960 Jan;50:60-5. [PubMed:14405258]
  7. Gonzalez R, Ferrer S, Buesa J, Ramon D: Transformation of the dermatophyte Trichophyton mentagrophytes to hygromycin B resistance. Infect Immun. 1989 Sep;57(9):2923-5. [PubMed:2759709]
  8. Makridou P, Burnett C, Landy T, Howard K: Hygromycin B-selected cell lines from GAL4-regulated pUAST constructs. Genesis. 2003 Jun;36(2):83-7. [PubMed:12820169]
  9. Zhuo Q, Yang X: [Methods of hygromycin B phosphotransferase activity assay in transgenic plant]. Wei Sheng Yan Jiu. 2004 Jul;33(4):502-4. [PubMed:15461291]
  10. Gatti PJ, Choi B, Haislip AM, Fermin CD, Garry RF: Inhibition of HIV type 1 production by hygromycin B. AIDS Res Hum Retroviruses. 1998 Jul 1;14(10):885-92. [PubMed:9671217]
External Links
ChemSpider
28634700
Wikipedia
Hygromycin_B

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility213.0 mg/mLALOGPS
logP-2.9ALOGPS
logP-6.4ChemAxon
logS-0.39ALOGPS
pKa (Strongest Acidic)11.41ChemAxon
pKa (Strongest Basic)9.55ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area272.06 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity114.05 m3·mol-1ChemAxon
Polarizability51.85 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Classification
Not classified

Drug created on February 26, 2016 10:32 / Updated on June 04, 2019 07:23