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Substance Name: Hygromycin B
RN: 31282-04-9
UNII: 3XQ2233B0B
InChIKey: GRRNUXAQVGOGFE-HUCHGKBZSA-N

Note

  • Aminoglycoside produced by Streptomyces hygroscopicus. It is used as an anthelmintic against swine infections by large roundworms, nodular worms, and whipworms.

Molecular Formula

  • C20-H37-N3-O13

Molecular Weight

  • 527.5203
 

Classification Codes

  • Anthelmintics
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antiparasitic Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
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Names and Synonyms

Name of Substance

  • Hygromycin B

MeSH Heading

  • Hygromycin B

Synonyms

  • 5-O-(2,3-O-(6-Amino-6-desoxyheptapyranosyliden)-beta-D-talopyranosyl)-2-desoxy-N'-methyl-D-streptamin
  • AI3-29796
  • AI3-50155
  • Antihelmycin
  • BRN 6755837
  • EINECS 250-545-5
  • Hydromycin B
  • Hygromix 2.4
  • Hygromix-8
  • Hygromycin B
  • Hygrovetine
  • UNII-3XQ2233B0B

Systematic Names

  • D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene(1-2-3)-O-beta-D-talopyranosyl-(1->)-2-deoxy-N3-methyl-
  • D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl-(1-5)-2-deoxy-N-(sup 3)-methyl-
  • D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1.fwdarw.2-3)-O-beta-D-talopyranosyl-(1.fwdarw.5)-2-deoxy-N3-methyl-
  • Hygromycin B

Registry Numbers

CAS Registry Number

  • 31282-04-9

FDA UNII

  • 3XQ2233B0B

Other Registry Numbers

  • 1403-76-5
  • 8052-92-4
  • 8052-93-5

System Generated Number

  • 0031282049

Structure Descriptors

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

InChIKey

GRRNUXAQVGOGFE-HUCHGKBZSA-N

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]([C@@H](N)CO)[C@H](O)[C@H](O)[C@H]4O)O[C@H]23)[C@@H]1O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 13mg/kg (13mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(5), Pg. 11, 1973.
mouse LD50 intravenous 6mg/kg (6mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 1, Pg. 202, 1980.
mouse LD50 oral 46000units/kg (46000units/kg)   Pharmaceutical Chemistry Journal Vol. 1, Pg. 396, 1967.
mouse LDLo intraperitoneal 6mg/kg (6mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 281, Pg. 992, 1997.
mouse LDLo intraperitoneal 6mg/kg (6mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Pharmacology and Experimental Therapeutics. Vol. 281, Pg. 992, 1997.
rat LC50 inhalation 2220ug/m3/4H (2.22mg/m3) SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: AGGRESSION
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(5), Pg. 11, 1973.
rat LD50 intraperitoneal 63mg/kg (63mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 38(5), Pg. 11, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 7.1 (none)   EXP
log P (octanol-water) -10.24 (none)   EST
Atmospheric OH Rate Constant 3.34E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.