Amphotericin B

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C47H73NO17
Molecular Weight	924.079
Optical Activity	UNSPECIFIED
Defined Stereocenters	19 / 19
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of Amphotericin B

Structure Search

SMILES

[H][C@]12C[C@@H](O[C@]3([H])O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(O)=O)O2

InChI

InChIKey=APKFDSVGJQXUKY-INPOYWNPSA-N

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

HIDE SMILES / InChI

Molecular Formula	C47H73NO17
Molecular Weight	924.079
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	19 / 19
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:02:58 UTC 2023` Edited by `admin` on `Fri Dec 15 15:02:58 UTC 2023`
Record UNII	7XU7A7DROE
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

Amphotericin B

Official Name

English

AMPHOTERICIN

Common Name

English

AMPHOTEC

Brand Name

English

AMPHOTERICIN B LIPOSOME [VANDF]

Common Name

English

Amphotericin b [WHO-DD]

Common Name

English

Amphotericin b, liposome [WHO-DD]

Common Name

English

AMBISOME

Brand Name

English

AMPHOTERICIN B LIPID COMPLEX [MI]

Common Name

English

AMPHO-MORONAL

Brand Name

English

AMBIL

Brand Name

English

FUNGILIN

Brand Name

English

AMPHOTERICIN B LIPOSOME

Common Name

English

AMPHOTERICIN B [VANDF]

Common Name

English

ABELCET, LIPOSOMAL AMPHOTERICIN B

Common Name

English

AMPHOTERICIN B [USP MONOGRAPH]

Common Name

English

ABELCET

Common Name

English

AMPHOTERICIN B [ORANGE BOOK]

Common Name

English

ABLC

Common Name

English

AMPHOTERICIN B [MART.]

Common Name

English

AMPHOTERICIN B LIPOSOMAL

Common Name

English

amphotericin b [INN]

Common Name

English

AMPHOTERICIN B [EP MONOGRAPH]

Common Name

English

FUNGIZONE

Brand Name

English

AMPHOTOCERIN

Common Name

English

AMPHOTERICIN B LIPOSOMAL COMPLEX [MI]

Common Name

English

AMPHOTERICIN B [JAN]

Common Name

English

AMPHOTERICIN B LIPID COMPLEX

Common Name

English

AMPHOTERICIN B [WHO-IP]

Common Name

English

AMPHOTERICIN B [MI]

Common Name

English

AMPHOTERICIN B LIPOSOMAL COMPLEX

Common Name

English

NSC-527017

Code

English

AMPHOTERICIN B [HSDB]

Common Name

English

AMPHOTERICIN B LIPID COMPLEX [VANDF]

Common Name

English

HALIZON

Common Name

English

AMPHOTERICINUM B [WHO-IP LATIN]

Common Name

English

AMPHOTERICIN B [USP-RS]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QJ02AA01

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

NDF-RT

N0000175498

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

315310

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.5.2

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ATC

G01AA03

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

416113

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-VATC

QG01AA03

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

NDF-RT

N0000175510

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ATC

J02AA01

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

99496

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-VATC

QA07AA07

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

210805

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

57891

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ATC

A07AA07

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

99696

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

97796

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ATC

A01AB04

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

97396

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-VATC

QA01AB04

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

97696

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

97096

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.3

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

96996

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

NCI_THESAURUS

C514

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

703119

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

NDF-RT

N0000007672

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

FDA ORPHAN DRUG

99596

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

LIVERTOX

NBK548141

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

Code System Code Type Description

RXCUI

236594

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

ALTERNATIVE

RXCUI

2001759

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

ALTERNATIVE

ECHA (EC/EINECS)

215-742-2

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

NSC

527017

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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DRUG CENTRAL

197

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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WIKIPEDIA

AMPHOTERICIN B

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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RXCUI

732

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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WHO INTERNATIONAL PHARMACOPEIA

AMPHOTERICIN B

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

Description: A yellow to orange powder; odourless or almost odourless. Solubility: Practically insoluble in water, ethanol (~750 g/l) TS, toluene R and ether R; soluble in 200 parts of dimethylformamide R and in 20 parts of dimethyl sulfoxide R, slightly soluble in methanol R. Category: Antifungal drug. Storage: Amphotericin B should be kept in a tightly closed container, protected from light, and stored at a temperature between 2 and 8 ?C. Labelling: The designation Amphotericin B for parenteral use indicates that the substance complies with the altered and additional requirements for Amphotericin B and may be used for parenteral administration. Additional information: Even in the absence of light, Amphotericin B is gradually degraded on exposure to a humid atmosphere, the decomposition being faster at higher temperatures. In diluted solutions it is sensitive to light and is inactivated at low pH values. Definition: Amphotericin B contains not less than 750 μg per mg, calculated with reference to the dried substance.

CHEBI

2682

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

RS_ITEM_NUM

1032007

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

ChEMBL

CHEMBL267345

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

FDA UNII

7XU7A7DROE

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

EVMPD

SUB05486MIG

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

EVMPD

SUB20545

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

EPA CompTox

DTXSID9022601

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

INN

869

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

PUBCHEM

5280965

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

EVMPD

SUB12887MIG

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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DAILYMED

7XU7A7DROE

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

DRUG BANK

DB00681

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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EVMPD

SUB119245

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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NCI_THESAURUS

C238

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

MESH

D000666

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

RXCUI

42527

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

ALTERNATIVE

SMS_ID

100000092100

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

MERCK INDEX

m1852

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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Merck Index

HSDB

3008

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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LACTMED

Amphotericin B

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

PRIMARY

CAS

1397-89-3

Created by admin on Fri Dec 15 15:02:58 UTC 2023 , Edited by admin on Fri Dec 15 15:02:58 UTC 2023

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Related Record Type Details


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					44WG8E9MTU

Amphotericin B deoxycholate

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					6KQ75HL677

IMPURITY -> PARENT

Amount:

Related Record Type Details


					7XU7A7DROE

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Volume of Distribution	PHARMACOKINETIC

Biological Half-life	PHARMACOKINETIC