(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-Amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid 两性霉素 B

CAS 1397-89-3 MFCD00877763

化学结构图

1397-89-3
SMILES: CC1C=CC=CC=CC=CC=CC=CC=CC(OC2OC(C)C(O)C(N)C2O)CC2OC(O)(CC(O)CC(O)C(O)CCC(O)CC(O)CC(=O)OC(C)C(C)C1O)CC(O)C2C(=O)O

化学属性

Mol. FormulaC47H73NO17
Mol. Weight924
TSCANo
Melting Point>170
Density1.34
Solubility<0.1 G/100 ML AT 21 ºC

别名和识别编码

Chemical Name(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(3-Amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
CAS Number1397-89-3
Synonym 33-[(3-Amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-Dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid; Fungizone Abelcet Abelecet AmBisome Ampho-Moronal Ampho-moronal Amphocin Amphotericine B Amphozone Apothecon Fungilin Fungizona Fungizone Halizon LNS-AmB Mysteclin-F NS 718 NSC 527017 两性霉素 B 来源于链霉菌 属 两性霉素 B 溶液
PubChem Substance ID5280965
EC Number215-742-2
MDL NumberMFCD00877763
Merck Number14,585
Chemical Name Translation两性霉素 B
Wiswesser Line NotationT6-36- A AO RVO A&U C&U E&U G&U I&U K&U M&UTJ CVQ DQFQ HQ JQ KQ NQ PQ T1 U1 VQ W1 O&O- BT6OT
Beilstein Registry Number78342
LabNetwork Molecule IDLN01328381
InChIInChI=1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1
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分类

  • {SNA} Antibiotics A to Z, Antibiotics A-F, Antifungal, Chemical Structure Class, Interferes with Cell Membrane Permeability (Ionophores), Mechanism of Action, Polyenes, Spectrum of Activity, 抗生素, 生化试剂
  • {SA} Antibiotics, Antibiotics A to Z,
  • {SNA} Antibiotic powders, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antifungal, Chemical Structure Class, Interferes with Cell Membrane Permeability (Ionophores), Mechanism of Action, Polyenes, Spectrum of Activity, 抗生素, 生化试剂, 细胞培养, 试剂和添加剂
  • {SNA} Antibiotic Solutions,

产品应用

  • Polypeptide antibiotic active against gram positive bacteria. Antifungal.

相关文献及参考

  • Asher, I.M., et al.: Anal. Profiles Drug Subs., 6, 1, (1977)
  • Merck 14 ,585

安全信息

Hazard Codes Xn Xi
RTECSBU2625000
GHS Symbol
Precautionary statements
Signal word
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US) dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition Moisture & Light Sensitive 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - infant
DOSE/DURATION           : 15 mg/kg/4D-I
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - changes in potassium
   Biochemical - Enzyme inhibition, induction, or change in blood or tissue
   levels - transaminases
REFERENCE :
   JTCTDW Journal of Toxicology, Clinical Toxicology.  (Marcel Dekker, 270
   Madison Ave., New York, NY 10016)  V.19-    1982-  Volume(issue)/page/year:
   28,371,1990

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 6 mg/kg
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - other changes
REFERENCE :
   BIOHAO Biokhimiya (Moscow).  For English translation, see BIORAK.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 43,2043,1978

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 5 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   ABANAE Antibiotics Annual.  (New York, NY)  1953-60.  For publisher
   information, see AMACCQ.  Volume(issue)/page/year: 5,53,1957/1958

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 20 ug/kg
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   NEJMAG New England Journal of Medicine.  (Massachusetts Medical Soc., 10
   Shattuck St., Boston, MA 02115)  V.198-    1928-  Volume(issue)/page/year:
   315,836,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE

{haza

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 100 mg/L
REFERENCE :
   AMACCQ Antimicrobial Agents and Chemotherapy.  (American Soc. for
   Microbiology, 1913 I St., NW, Washington, DC 20006)  V.1-    1972-
   Volume(issue)/page/year: 2,61,1972

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 500 ug/L
REFERENCE :
   AMACCQ Antimicrobial Agents and Chemotherapy.  (American Soc. for
   Microbiology, 1913 I St., NW, Washington, DC 20006)  V.1-    1972-
   Volume(issue)/page/year: 2,61,1972

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Intravenous
TEST SYSTEM             : Rodent - rabbit
DOSE/DURATION           : 20 mg/kg/11D
REFERENCE :
   JRPFA4 Journal of Reproduction and Fertility.  (Biochemical Soc. Book Depot,
   POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1960-
   Volume(issue)/page/year: 7,13,1964

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Lymphocyte
DOSE/DURA

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 50 mg/L
REFERENCE :
   BBACAQ Biochimica et Biophysica Acta.  (Elsevier Science Pub. B.V., POB 211,
   1000 AE Amsterdam, Netherlands)  V.1-    1947- Volume(issue)/page/year:
   652,266,1981

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 10 mg/L
REFERENCE :
   NNGADV Nippon Noyaku Gakkaishi.  Journal of the Pesticide Science Society of
   Japan.  (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170,
   Japan)  V.1-    1976-  Volume(issue)/page/year: 5,69,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE                    : 600 mg/kg
SEX/DURATION            : male 30 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland,
   accessory glands
REFERENCE :
   INURAQ Investigative Urology.  (Baltimore, MD)  V.1-19, 1963-81.  For
   publisher information, see JOURAA.  Volume(issue)/page/year: 7,90,1969

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 20 mg/kg
SEX/DURATION            : male 10 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - spermatogenesis (incl. genetic material,
   sperm morphology, motility, and count)
REFERENCE :
   JRPFA4 Journal of Reproduction and Fertility.  (Biochemical Soc. Book Depot,
   POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1960-
   Volume(issue)/page/year: 7,13,1964

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 5500 ug/kg
SEX/DURATION            : female 6-16 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   ANKHEW Antibiotiki i Khimioterapiya.  Antibiotics and Chemotherapy. (V/O Me
   zhdunarodnaya Kniga, 113095 Moskow, USSR)  V.33-    1988-
   Volume(issue)/page/year: 37(3),25,1992

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics A-F - Antibiotics A to Z
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Mechanism of Action - Antibiotics
  4. Interferes with Cell Membrane Permeability (Ionophores) - Mechanism of Action
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Spectrum of Activity - Antibiotics
  4. Antifungal - Spectrum of Activity
  1. Labware 实验室仪器设备与耗材
  2. Cell Culture Supplies - Labware
  3. Scale-Up Cell Culture using Corning&reg; Roller Bottles - Cell Culture Supplies
  4. Antibiotics for Scale-Up Cell Culture - Scale-Up Cell Culture using Corning&reg; Roller Bottles
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Chromatography - Analytical Standards
  4. Clinical Standards - Chromatography
  5. Antibiotics - Clinical Standards
  6. Chemical Structure - Antibiotics
  7. MLS - Chemical Structure

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