Amphotericin B

Basic Information

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CAS Number

1397-89-3

Molecular Formula

C47H73NO17

Molecular Weight

924.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Melting Point

>170 ºC

Boiling Point

1140.365°C at 760 mmHg

Water Solubility

<0.1 g/100 mL at 21 ºC

Flash Point

643.5±34.3 °C

Solubility

sterile water: 20 mg/mL as a stock solution. Stock solutions should be stored at −20?#x00b0;C. Stable at 37?#x00b0;C for 3 days.

Refractive Index

1.5280 (estimate)

Specific Rotation

D24 +333° (acidic DMF); -33.6° (0.1N methanolic HCl)

SMILES

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C[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O

InChI

InChI=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

InChIKey

APKFDSVGJQXUKY-INPOYWNPSA-N

LogP

0.7117000000000056

Topological Polar Surface Area

319.60999999999996 Å²

Hydrogen Bond Donor/Acceptor

13 / 18

Complexity

1670

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 6.1(b) Class 6.1(b)

Toxicity

LD50 in mice (mg/kg): 88 i.p., 4 i.v. (Keim)

Synonyms & References

English

Amphotericin B
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
ABELCET
AMBISOME
AMPHOTERCIN B
AMPHOTERICIN B SOLUBILIZED
AMPHOTERICIN B, SOLUBLE
AMPHOTERICIN B, STREPTOMYCES NODOSUS
AMPHOTERICIN B, STREPTOMYCES SPECIES
AMPHOZONE
FUNGIZONE
FUNGIZONE(R)
14,39-dioxabicyclo(33.3.1)nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carbo
33-((3-amino-3,6-dideoxy-beta-d-mannopyranosyl)oxy)-1,3,5,6,9,11,-xylicaci
amphomoronal
ampho-moronal
amphotericinbstandardsolution
amphotericineb
Amphotericin B trihydrate
Abelecet
Amphocin
AMPHOTERICIN B, NON STERILE
fungilin
Halizon
LNS-AmB
ns718
F
Amphotericine B
Amphotericin
Amfotericina B
Amphotericinum B