O-6-Amino-6-deoxy-L-glycero-D-galacto-hepto-pyranosyliden-(1-2-3)o-beta-D-talopyranosyl-(1-5)-2-deoxy-N-methyl-D-streptamin

Hygrovetine

HCID 35766CAS 31282-04-9

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Grundinformationen

Standard-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
InChIKey: GRRNUXAQVGOGFE-KPBUCVLVSA-N
Summenformel: C20H37N3O13
Durchschnittliche Molmasse: 527,5 g/mol

Überblick

Hygromycin-B has been reported in Nocardia abscessus with data available.

Namen und Bezeichner

Bevorzugter Name: Hygrovetine
IUPAC: (3'R,3aS,4S,4'R,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)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
Lokaler Name: O-6-Amino-6-deoxy-L-glycero-D-galacto-hepto-pyranosyliden-(1-2-3)o-beta-D-talopyranosyl-(1-5)-2-deoxy-N-methyl-D-streptamin
Englischer Name: Hygromycin B
Summenformel: C20H37N3O13
Molmasse: 527.52

Namen und Synonyme

HygrovetineHygrovectineMFCD06795479HYGROMYCIN-Borb93633SCHEMBL3109orb1734998GRRNUXAQVGOGFE-KPBUCVLVSA-NGLXC-25648AKOS026750002NS00011531Q418735

Weitere Namen anzeigen

HYGROMYCIN B HYDRATE950U/MGHygromixHygrovetinhygromix-8hygromix2.4hydromycinbantihelmycinHygromycin B

(3'R,3aS,4S,4'R,5'R,6R,6'R,7S,7aS)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexoxy]-6'-[(1S)-1-amino-2-hydroxy-ethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-tetrahydropyran]-3',4',5',7-tetrolO-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2- 3)-O-.alpha.-D-talopyranosyl-(1->5)-2-deoxy-N3-

Datenbank-Bezeichner

CAS: 31282-04-9
PubChem CID: 35766

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -6,6
Polarare Oberfläche (TPSA): 272 Å²
H-Brücken-Donoren: 11
H-Brücken-Akzeptoren: 16
Frei drehbare Bindungen: 6
Schwere Atome: 36
Formalladung: 0
Komplexität: 756

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Antibiotics

Physikochemische Eigenschaften

Schmelzpunkt: 160 · 160-180°C
Siedepunkt: 608.13 °C · 608.13°C (rough estimate)
Dichte: 1.4252 · 1.4252 (rough estimate)
Brechungsindex: 1.63 · 1.6300 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: 2 O: · H2O: 50 mg/mL As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 30 days.
Aggregatzustand: powder
pka: 7.1 · 7.1, 8.8(at 25℃)
Farbe: faintly brown to brown
PH: pH (25g/l, 25℃ ) : 9.5～12.5
Biologische Quelle: Streptomyces hygroscopicus
Wasserlöslichkeit: Miscible with water, methanol, buffer solution and ethanol. Immiscible with less polar solvents.
Merck: 14 · 14,4852
BRN: 6755837 · 6755837
Stabilität: Hygroscopic
InChIKey: GRRNUXAQVGOGFE-KPBUCVLVSA-N
EPA chemische Informationen: Hygromycin B (31282-04-9)

Sicherheit und Regulatorisches

Sicherheitsdaten

F: 19
wgk: 3
ridadr: UN 3462 6.1/PG 1
hs_code: 29419059
RTECS-Nr.: WK2130000
risk_code: 26/27/28-41-42/43-40-36-23/24/25
Toxizität: mmo-esc 250 mg/L AACHAX 18,798,80
hazard_code: T+,Xn,T
safety_code: 23-26-28-36/37/39-45-22-36-36/37
hazard_class: 6.1
packing_group: I
Speicherklasse: 6.1B - Non-combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: Acute Tox. 1 InhalationAcute Tox. 3 OralAcute Tox. 4 Dermal

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungHygromycin B is an aminoglycoside antibiotic that has been found in S. hygroscopicus. It is active against E. coli (MIC = 150 μg/ml) and cytotoxic to both prokaryotic and eukaryotic cells via inhibition of protein synthesis. Hygromycin B has commonly been used in molecular and cell biology applications to select for transformed cells expressing the E. coli hygromycin resistance genes hyg or hph.

VerwendenHygromycin B, a selective antibiotic that is effective on most bacteria, fungi and higher eukaryotes, inhibits protein synthesis by interfering with translocation and causing mistranslation at the 70S ribosome