GALANTAMINE

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H21NO3
Molecular Weight	287.3535
Optical Activity	( - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of GALANTAMINE

Structure Search

SMILES

[H][C@]12C[C@@H](O)C=C[C@]13CCN(C)CC4=CC=C(OC)C(O2)=C34

InChI

InChIKey=ASUTZQLVASHGKV-JDFRZJQESA-N

InChI=1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C17H21NO3
Molecular Weight	287.3535
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:26:51 UTC 2023` Edited by `admin` on `Fri Dec 15 16:26:51 UTC 2023`
Record UNII	0D3Q044KCA
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

GALANTAMINE

Official Name

English

6H-BENZOFURO(3A,3,2-EF)(2)BENZAZEPIN-6-OL, 4A,5,9,10,11,12-HEXAHYDRO-3-METHOXY-11-METHYL-, (4AS,6R,8AS)

Common Name

English

GALANTAMINE [USAN]

Common Name

English

galantamine [INN]

Common Name

English

(-)-GALANTHAMINE

Common Name

English

Galantamine [WHO-DD]

Common Name

English

(4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-ol

Common Name

English

GALANTAMINE [MI]

Common Name

English

GALANTHAMINE

Common Name

English

(-)-GALANTAMINE

Common Name

English

NSC-100058

Code

English

GALANTAMINE [VANDF]

Common Name

English

GALANTAMINE [HSDB]

Common Name

English

Classification Tree Code System Code

DSLD

4148 (Number of products:1)

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

NCI_THESAURUS

C47792

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

NDF-RT

N0000175723

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

NDF-RT

N0000000177

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

LIVERTOX

NBK548544

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

WHO-ATC

N06DA04

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

WHO-VATC

QN06DA04

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

Code System Code Type Description

RXCUI

4637

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

PRIMARY

RxNorm

DAILYMED

0D3Q044KCA

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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DRUG BANK

DB00674

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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EPA CompTox

DTXSID2045606

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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SMS_ID

100000084491

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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NCI_THESAURUS

C65797

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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INN

1392

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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FDA UNII

0D3Q044KCA

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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DRUG CENTRAL

1272

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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NSC

100058

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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MERCK INDEX

m5640

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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Merck Index

IUPHAR

6693

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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MESH

D005702

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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WIKIPEDIA

GALANTAMINE

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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USAN

MM-35

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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CAS

357-70-0

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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PUBCHEM

9651

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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HSDB

7361

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

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ChEMBL

CHEMBL659

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

PRIMARY

EVMPD

SUB07870MIG

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

PRIMARY

CHEBI

42944

Created by admin on Fri Dec 15 16:26:51 UTC 2023 , Edited by admin on Fri Dec 15 16:26:51 UTC 2023

PRIMARY

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					EK71H4HC3N

ACETYLCHOLINESTERASE HUMAN

TARGET -> INHIBITOR

Qualification:

IC50

Amount:


					CAU4JAJ646

Histamine N-methyltransferase

OFF TARGET->NON-INHIBITOR

Amount:


					0D3Q044KCA

EXCRETED UNCHANGED

Comments:

After i.v. or oral administration, about 20% of the dose was excreted as unchanged galantamine in the urine in 24 hours

Interaction Type:

AMOUNT EXCRETED

Qualification:

URINE

Amount:


					8L3T05AQ82

GALANTAMINE, (+)-

ENANTIOMER -> ENANTIOMER

Amount:


					HV8VV786RM

GALANTAMINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:


					EK71H4HC3N

ACETYLCHOLINESTERASE HUMAN

TARGET -> INHIBITOR

Amount:


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					MJ4PTD2VVW

GALANTAMINE HYDROBROMIDE

SALT/SOLVATE -> PARENT

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

O-demethylation, mediated by CYP2D6 was greater in extensive metabolizers of CYP2D6 than in poor metabolizers

Interaction Type:

MAJOR

Related Record Type Details


					5BRJ2JZF7W

EPIGALANTAMINE N-OXIDE

METABOLITE -> PARENT

Qualification:

URINE


					2BPQ4IVQ21

N-DESMETHYLGALANTAMINE

METABOLITE -> PARENT

Qualification:

URINE


					XOI2Q0ZF7G

BENZGALANTAMINE

PRODRUG -> METABOLITE ACTIVE

Amount:


					S6AF61T5WO

GALANTAMINE N-OXIDE

METABOLITE -> PARENT

Qualification:

URINE

Amount:


					TN3JC254YN

N-DESMETHYL-EPIGALANTAMINE

METABOLITE -> PARENT

Qualification:

URINE


					L7ZOW3CZ7W

O-DESMETHYLGALANTAMINE

METABOLITE -> PARENT

Qualification:

URINE

Amount:


					38CR9WB857

NARWEDINE

METABOLITE -> PARENT

Qualification:

URINE


					6UF6U93C58

O-DESMETHYL GALANTAMINE O-SULFATE

METABOLITE -> PARENT

Qualification:

URINE


					CGC7CQT3LU

O-DESMETHYL-EPIGALANTAMINE GLUCURONIDE

METABOLITE -> PARENT

Qualification:

URINE


					P5ATS8V989

METABOLITE -> PARENT

Qualification:

URINE


					U7GAV7A4EL

GALANTAMINE 3-.BETA.-D-GLUCURONIDE

METABOLITE -> PARENT

Qualification:

PLASMA; URINE


					KHF25P7J35

O-DESMETHYL-EPIGALANTAMINE

METABOLITE -> PARENT

Qualification:

URINE


					XX89R6HA54

O-DESMETHYL-GALANTAMINE GLUCURONIDE

METABOLITE -> PARENT

Qualification:

PLASMA; URINE

Related Record Type Details


					0D3Q044KCA

ACTIVE MOIETY

Amount:

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

Biological Half-life	PHARMACOKINETIC

ORAL BIOAVAILABILITY	PHARMACOKINETIC

Tmax	PHARMACOKINETIC

blood to plasma ratio	PHARMACOKINETIC