Amphotericin B

CAT: 1568-C07941-02Size: 1 gDry Ice: YesHazardous: No

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CAT#:1568-C07941-02Size:1 g

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CAS Number

1397-89-3

Synonyms

NSC 527017

SKU

C07941-50mg

Target

Antibiotics

Applications

Microbiology

Smiles

CC1C=CC=CC=CC=CC=CC=CC=CC (CC2C (C (CC (O2) (CC (CC (C (CCC (CC (CC (=O) OC (C (C1O) C) C) O) O) O) O) O) O) O) C (=O) O) OC3C (C (C (C (O3) C) O) N) O

Molecular Formula

C47H73NO17

Additionnal Information

Amphotericin B (AMB, NSC 527017) is an amphipathic polyene antibiotic which permeabilizes ergosterol-containing membranes.

Storage Conditions

2 years -80 in solvent

Chemical Information

Amphotericin B

Amphotericin B is a macrolide antibiotic used to treat potentially life-threatening fungal infections. It has a role as an antiamoebic agent, an antiprotozoal drug and a bacterial metabolite. It is a macrolide antibiotic, a polyene antibiotic and an antibiotic antifungal drug.

CAS Number	1397-89-3
PubChem CID	5280965
IUPAC Name	(1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19E,21E,23E,25E,27E,29E,31E,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]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
Molecular Formula	C47H73NO17
Molecular Weight	924.1
XLogP	0
Topological Polar Surface Area	320
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	3
Heavy Atom Count	65
Formal Charge	0
Complexity	1670

SMILES

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

Chemical Structure

2D Structure

CAS: 1397-89-3

CID: 5280965

Formula: C47H73NO17

MW: 924.1

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	924.1
XLogP3	0
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	3
Exact Mass	923.48784986
Monoisotopic Mass	923.48784986
Topological Polar Surface Area	320 Å²
Heavy Atom Count	65
Formal Charge	0
Complexity	1670
Isotope Atom Count	0
Defined Atom Stereocenter Count	19
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	7
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
GTR19221567-01	Amphotericin A
RM-A152401-01	Amphotericin B EP Impurity A; Amphotericin A
B1885-5.1	Amphotericin B
ABDAP50A	Amphotericin-B
AR-A02109-01	Amphotericin A (28, 29-Dihydro-Amphotericin B)
HY-136153-01	Amphotericin X1

Amphotericin B

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